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123-08-0 Usage

Chemical Description

4-hydroxybenzaldehyde is an organic compound with a hydroxyl group and an aldehyde group.

Check Digit Verification of cas no

The CAS Registry Mumber 123-08-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 3 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 123-08:
(5*1)+(4*2)+(3*3)+(2*0)+(1*8)=30
30 % 10 = 0
So 123-08-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H

123-08-0 Well-known Company Product Price

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  • TCI America

  • (H0198)  4-Hydroxybenzaldehyde  >98.0%(GC)

  • 123-08-0

  • 25g

  • 140.00CNY

  • Detail
  • TCI America

  • (H0198)  4-Hydroxybenzaldehyde  >98.0%(GC)

  • 123-08-0

  • 100g

  • 230.00CNY

  • Detail
  • TCI America

  • (H0198)  4-Hydroxybenzaldehyde  >98.0%(GC)

  • 123-08-0

  • 500g

  • 500.00CNY

  • Detail
  • Alfa Aesar

  • (A13580)  4-Hydroxybenzaldehyde, 98%   

  • 123-08-0

  • 25g

  • 179.0CNY

  • Detail
  • Alfa Aesar

  • (A13580)  4-Hydroxybenzaldehyde, 98%   

  • 123-08-0

  • 100g

  • 389.0CNY

  • Detail
  • Alfa Aesar

  • (A13580)  4-Hydroxybenzaldehyde, 98%   

  • 123-08-0

  • 500g

  • 1390.0CNY

  • Detail

123-08-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-hydroxybenzaldehyde

1.2 Other means of identification

Product number -
Other names p-Hydroxybenzaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123-08-0 SDS

123-08-0Synthetic route

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 80℃; for 18h;100%
With [(2-di-tert-butylphosphino-3-methoxy-6-methyl-2,4,6-triisopropyl-1,1-biphenyl)-2-(2-aminobiphenyl)]palladium(II) methanesulfonate; caesium carbonate; Benzaldoxime In N,N-dimethyl-formamide at 80℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;99%
With trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); C29H45Pt; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.5h; Inert atmosphere; Microwave irradiation;93%
4-formylphenyl acetate
878-00-2

4-formylphenyl acetate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With ammonium acetate In methanol at 20℃; for 3h;100%
With water; sodium acetate In ethanol for 5h; Reflux;98%
With aluminum oxide In neat (no solvent) at 75℃; for 0.05h; microwave irradiation;92%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With Oxone In ethanol at 20℃; for 2h; Catalytic behavior;100%
With tert.-butylhydroperoxide; V/SiO2 In decane; tert-butyl alcohol at 25℃; for 3h;99.1%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 6h; Sealed tube; Irradiation;99%
4-methoxymethoxy-benzaldehyde
6515-21-5

4-methoxymethoxy-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 1.5h;100%
With carbon tetrabromide In isopropyl alcohol for 1.5h; Heating;97%
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;95%
p-tert-butoxybenzaldehyde
57699-45-3

p-tert-butoxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 6h;100%
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With iron(III) chloride on silica In neat (no solvent) at 80℃; for 0.5h;99%
With pentamethylbenzene,; boron trichloride In dichloromethane at -78℃; for 0.333333h;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 1.5h; Inert atmosphere;92%
4-(2-propenyloxy)benzaldehyde
40663-68-1

4-(2-propenyloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃; for 0.333333h;99%
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;98%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 20℃; for 4h; Inert atmosphere;96%
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
120743-99-9

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

Cs2CO3

Cs2CO3

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 20℃; for 1h;99%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

benzyl alcohol
100-51-6

benzyl alcohol

A

benzaldehyde
100-52-7

benzaldehyde

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 12h;A 99%
B 11%
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With copper(II) ferrite; water; sodium hydroxide at 40℃; for 24h; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 48h; Reagent/catalyst; Irradiation; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 48h; Irradiation;99%
potassium 4-formylphenyltrifluoroborate

potassium 4-formylphenyltrifluoroborate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;99%
With Oxone In water; acetone at 20℃; for 0.0333333h; Cooling with ice;99%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;99%
With bis(η3-allyl-μ-chloropalladium(II)); p-methylbenzaldehyde oxime; caesium carbonate; tert-butyl XPhos In tetrahydrofuran at 75℃; for 3h; Inert atmosphere;98%
Stage #1: 4-bromo-benzaldehyde With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 80℃; for 48h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;
96%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;98%
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one for 0.25h; Heating;92%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 190℃; for 0.166667h;90%
4-(1,3-dithian-2-yl)phenol
57529-05-2

4-(1,3-dithian-2-yl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.166667h; micellar medium;98%
With thionyl chloride; dihydrogen peroxide In acetonitrile at 25℃; for 0.0333333h;93%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.416667h; Micellar solution;92%
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
120743-99-9

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 20℃; for 0.3h;98%
sulfated SnO2 In methanol at 20℃; for 0.283333h;96%
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere;95%
4-hydroxybenzaldehyde oxime
699-06-9, 60221-52-5, 60221-53-6

4-hydroxybenzaldehyde oxime

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-hydroxybenzaldehyde oxime With hexachlorodisilane; silica gel In toluene at 110℃; for 0.5h;
Stage #2: With water In toluene for 0.5h;
98%
With phosphoric acid In ethanol at 25℃; for 0.25h; Sonication; Green chemistry;97%
With Cr-MCM-41 zeolite on silica gel for 0.0833333h; microwave irradiation;95%
4-Hydroxybenzaldehyde N,N-dimethylhydrazone
22699-30-5

4-Hydroxybenzaldehyde N,N-dimethylhydrazone

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With water; manganese(III) acetylacetonate In chloroform for 1h; Hydrolysis; Heating;98%
para-tert-butoxycarbonyloxybenzaldehyde
87188-50-9

para-tert-butoxycarbonyloxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 100℃; for 0.5h; Microwave irradiation;98%
With 2,2,2-trifluoroethanol at 100℃; for 0.5h; Microwave irradiation;98%
With methanol; carbon tetrabromide; triphenylphosphine for 18h; Reflux;83%
4-(bis(phenylthio)methyl)phenol
344873-34-3

4-(bis(phenylthio)methyl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.333333h; Micellar solution;98%
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;95%
4-acetoxybenzyl alcohol
6309-46-2

4-acetoxybenzyl alcohol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetone at 60℃; for 8h; Green chemistry;98%
4-(triisopropylsilyloxy)benzaldehyde
211617-68-4

4-(triisopropylsilyloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 1h;97%
With carbon tetrabromide In methanol at 65℃; for 48h;41%
phenyl formate
1864-94-4

phenyl formate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In toluene at 110℃; for 4h; Solvent; Temperature; Reagent/catalyst; Fries Phenol Ester Rearrangement;96.7%
p-cresol
106-44-5

p-cresol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With iridium(III) chloride; cerium(IV) sulphate; acetic acid In water at 100℃; for 3h;96.3%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;89%
With dirhodium tetraacetate; potassium hydrogenphosphate trihydrate; Selectfluor In trifluoroacetic acid; trifluoroacetic anhydride at 80℃; for 7h; Sealed tube; Inert atmosphere; chemoselective reaction;88%
4-(1,3-dithiolan-2-yl)phenol
22068-49-1

4-(1,3-dithiolan-2-yl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(1,3-dithiolan-2-yl)phenol at 20℃;
Stage #2: With water at 20℃;
96%
With thionyl chloride; dihydrogen peroxide In acetonitrile at 25℃; for 0.025h;92%
With silica gel In neat (no solvent) at 20℃; for 0.05h;90%
acetyloxy(4-acetyloxyphenyl)methyl acetate
7143-16-0

acetyloxy(4-acetyloxyphenyl)methyl acetate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In acetonitrile at 50℃; for 0.75h; Green chemistry;96%
With ethanol at 50 - 60℃; for 0.0833333h;96%
With aluminum oxide at 35℃; for 0.0333333h; microwave irradiation;94%
4-(tetrahydropyran-2-yloxy)benzaldehyde
74189-56-3

4-(tetrahydropyran-2-yloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With silica-supported NaHSO4 In methanol at 20℃; for 0.166667h;96%
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;96%
With CuCl2*H2O In ethanol for 2h; Hydrolysis; Heating;92%
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

A

4-benzyloxybenzyl alcohol
836-43-1

4-benzyloxybenzyl alcohol

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 4h;A 96%
B 2%
4-((2-phenylhydrazono)methyl)phenol
16435-03-3

4-((2-phenylhydrazono)methyl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With cetyltrimethylammonium peroxodisulphate In acetonitrile for 0.133333h; Reflux;96%
With potassium permanganate; silica gel In water at 20℃; for 0.666667h;90%
With ammonium cerium(IV) nitrate; silica gel for 0.0333333h; microwave irradiation;74%
2-(p-hydroxyphenyl)-1,3-oxathiolane
121125-67-5

2-(p-hydroxyphenyl)-1,3-oxathiolane

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-(p-hydroxyphenyl)-1,3-oxathiolane In ethanol at 20℃; for 0.166667h;
Stage #2: With water In ethanol at 20℃; for 0.0333333h;
96%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; β‐cyclodextrin In water; acetone at 20℃; for 0.333333h;88%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

5-(4-hydroxybenzylidene)barbituric acid
27406-31-1

5-(4-hydroxybenzylidene)barbituric acid

Conditions
ConditionsYield
at 20 - 50℃; for 1h; Knoevenagel condensation;100%
In ethanol; water at 20℃; Knoevenagel Condensation;99%
With 1-butyl-3-methylimidazolium Tetrafluoroborate microwave irradiation;98.2%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

1,3-dimethyl-5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
57270-80-1

1,3-dimethyl-5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione

Conditions
ConditionsYield
at 20℃; for 1h; Knoevenagel condensation;100%
In water for 0.333333h; Knoevenagel Condensation; Milling;97%
With iron oxide; ammonium acetate In ethanol; water for 0.333333h; Reagent/catalyst; Knoevenagel Condensation; Reflux;91%
acetic anhydride
108-24-7

acetic anhydride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-formylphenyl acetate
878-00-2

4-formylphenyl acetate

Conditions
ConditionsYield
With pyridine; aluminum oxide at 100 - 102℃; for 4h; microwave irradiation;100%
With pyridine at 20℃; for 16h;100%
With potassium carbonate In dichloromethane at 20℃; for 2h; Time;96.73%
acetic anhydride
108-24-7

acetic anhydride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

acetyloxy(4-acetyloxyphenyl)methyl acetate
7143-16-0

acetyloxy(4-acetyloxyphenyl)methyl acetate

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In dichloromethane at 20℃; for 0.416667h; Green chemistry; chemoselective reaction;100%
With bismuth(lll) trifluoromethanesulfonate at -5℃; for 0.333333h;98%
In neat (no solvent) at 20℃; for 0.1h; Green chemistry; chemoselective reaction;98%
benzyl bromide
100-39-0

benzyl bromide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1.16667h;100%
With potassium carbonate In N,N-dimethyl-formamide at 60℃;100%
With potassium carbonate In acetonitrile for 3h;100%
1-amino-naphthalene
134-32-7

1-amino-naphthalene

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

(E)-4-((naphthalen-1-ylimino)methyl)phenol
93324-84-6

(E)-4-((naphthalen-1-ylimino)methyl)phenol

Conditions
ConditionsYield
for 2h; Ambient temperature;100%
at 80℃; for 0.0833333h;78%
p-toluidine
106-49-0

p-toluidine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-hydroxybenzal-p-toluidine
3230-51-1

p-hydroxybenzal-p-toluidine

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
100%
In ethyl 2-hydroxypropionate at 20℃; for 0.0333333h;90%
benzyl chloride
100-44-7

benzyl chloride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20 - 60℃;100%
With dmap; potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;97%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-hydroxylbenzylidene)-4-methoxyaniline
3230-50-0

N-(4-hydroxylbenzylidene)-4-methoxyaniline

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;93%
In ethanol for 5h; Reflux;88%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-methoxymethoxy-benzaldehyde
6515-21-5

4-methoxymethoxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Heating;100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In acetone at 20℃; for 0.25h;
Stage #2: chloromethyl methyl ether In acetone
100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In acetone for 0.25h;
Stage #2: chloromethyl methyl ether In acetone for 3.5h; Reflux;
100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

1-dodecylbromide
143-15-7

1-dodecylbromide

4-n-dodecyloxybenzaldehyde
24083-19-0

4-n-dodecyloxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20 - 60℃; for 1h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 80℃; Inert atmosphere;
100%
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;98%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-(4-formylphenoxy)acetate
51264-69-8

ethyl 2-(4-formylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Reflux;100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate; sodium iodide In acetonitrile for 0.5h; Heating;
Stage #2: ethyl bromoacetate In acetonitrile for 18h; Heating;
98%
With potassium carbonate In acetone at 20℃; for 2h;95%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

allyl bromide
106-95-6

allyl bromide

4-(2-propenyloxy)benzaldehyde
40663-68-1

4-(2-propenyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate
6935-44-0, 42205-38-9

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;100%
Ru(+)Cp(NCCHCO2Et)(-)*(PPh3)2 In tetrahydrofuran at 25℃; for 5h; Condensation; Aldol reaction;99%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

acetone
67-64-1

acetone

(1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one
3654-49-7

(1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 264h;100%
With hydrogenchloride; acetic acid at 25 - 30℃; for 2h; Heating;95%
With hydrogenchloride In acetic acid at 25 - 30℃; for 2h;95%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

methylamine
74-89-5

methylamine

4-(Methylimino-methyl)-phenol
5766-74-5

4-(Methylimino-methyl)-phenol

Conditions
ConditionsYield
at 0℃; under 187.515 Torr; Solid phase reaction; gas-solid reaction;100%
at 20℃; for 12h;100%
With ethanol; water at 40℃;
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-bromo-aniline
106-40-1

4-bromo-aniline

4-hydroxybenzylidene-4'-bromoaniline
3382-65-8

4-hydroxybenzylidene-4'-bromoaniline

Conditions
ConditionsYield
for 24h; Ambient temperature;100%
In methanol at 20℃;90%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;87%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

malononitrile
109-77-3

malononitrile

2-(4-hydroxyphenylmethylene)malononitrile
3785-90-8

2-(4-hydroxyphenylmethylene)malononitrile

Conditions
ConditionsYield
at 150℃; for 1h; Knoevenagel condensation;100%
hydrotalcite structure integrating fluoride ions In acetonitrile at 25℃; for 1.5h; Conversion of starting material; Knoevenagel Condensation;100%
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate
3695-85-0

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate

Conditions
ConditionsYield
at 170℃; for 1h; Knoevenagel condensation;100%
With potassium carbonate; thiourea In water at 20℃; for 0.166667h;98%
With C8H18NO3(1+)*C2H4NO2(1-) In water at 20℃; Knoevenagel Condensation;96%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

4-(dimethoxymethyl)phenol
59276-27-6

4-(dimethoxymethyl)phenol

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.333333h; Heating;100%
With Decaborane In methanol at 20℃; for 0.0666667h;85%
With methanol; tetra-N-butylammonium tribromide at 20℃; for 2h;25%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 4h;100%
With sodium tetrahydroborate In methanol at 0℃;100%
With triethylamine; 2-hydroxyethanethiol In acetonitrile for 23h; Irradiation;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-hydroxy-3-nitrobenzaldehyde
3011-34-5

4-hydroxy-3-nitrobenzaldehyde

Conditions
ConditionsYield
With dinitrogen tetraoxide; ferric nitrate In acetone for 2.5h; Ambient temperature;100%
With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 0.583333h; Neat (no solvent); regioselective reaction;98%
With tetrachlorosilane; silica gel; sodium nitrite In dichloromethane at 20℃; for 1.5h;97%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-hydroxybenzaldehyde oxime
699-06-9, 60221-52-5, 60221-53-6

4-hydroxybenzaldehyde oxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol for 1h; Reflux;100%
With pyridine; hydroxylamine hydrochloride In ethanol at 80℃; for 1h;98%
With zinc(II) oxide; hydroxylamine hydrochloride; silica gel In neat (no solvent) at 20℃; for 0.1h; Green chemistry;96%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-(tetrahydropyran-2-yloxy)benzaldehyde
74189-56-3

4-(tetrahydropyran-2-yloxy)benzaldehyde

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h;100%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

2',4-dihydroxychalcone
34000-31-2, 13323-66-5

2',4-dihydroxychalcone

Conditions
ConditionsYield
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃;
Stage #2: 4-hydroxy-benzaldehyde In ethanol; water
100%
With potassium hydroxide In ethanol at 25℃;85%
With potassium hydroxide In ethanol at 25℃;85%
propylamine
107-10-8

propylamine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

N-propyl-4-hydroxybenzylideneamine
106493-25-8

N-propyl-4-hydroxybenzylideneamine

Conditions
ConditionsYield
at 20℃; for 12h;100%
at 20 - 100℃; for 0.133333h; microwave irradiation;96%
In methanol at 25℃; Mechanism; Rate constant; Thermodynamic data; also for the phenolate form; ΔH(excit.), ΔS(excit.);
sebacoyl chloride
111-19-3

sebacoyl chloride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

bis(4-formylphenyl)decanedioate
118702-75-3

bis(4-formylphenyl)decanedioate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;100%
With pyridine; N,N-dimethyl-formamide67%
With pyridine Ambient temperature;

123-08-0Related news

Original articleSynthesis and biological evaluation of novel 4-Hydroxybenzaldehyde (cas 123-08-0) derivatives as tyrosinase inhibitors09/08/2019

A series of novel 4-hydroxybenzaldehyde derivatives were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were investigated. Most of target compounds had more potent inhibitory activities than the parent compound 4-hydroxybenzaldehyde (IC50 = 1.22 mM). ...detailed

Solubility and solution thermodynamics of 4-Hydroxybenzaldehyde (cas 123-08-0) in twelve organic solvents from T = (278.15 to 318.15) K09/05/2019

In this study, the solid-liquid equilibrium of 4-hydroxybenzaldehyde in twelve solvents including methanol, ethanol, n-propanol, 1-butanol, isopropanol, ethyl acetate, 2-butanone, acetonitrile, toluene, N,N-dimethylformamide, 1,4-dioxane and acetone were constructed by the isothermal dissolution...detailed

123-08-0Relevant articles and documents

-

Brady,Jakobovits

, p. 767,769, 777 (1950)

-

Practical process for the air oxidation of cresols: Part B. evaluation of the laboratory-scale oxidation process

Barton, Benita,Logie, Catherine G.,Schoonees, Barbara M.,Zeelie, Bernard

, p. 70 - 79 (2005)

Mechanistic proposals and predictions made in a preceding paper (Part A) were evaluated by carrying out the catalytic air oxidation of p-cresol in an alternative solvent system, comprising either a mixture of ethylene glycol and acetic acid (for oxidations under acidic conditions) or ethylene glycol and water (for oxidations under basic conditions). The results obtained in these experiments confirmed that ethylene glycol acts as a nucleophile in these solvent systems, thereby stabilizing the quinomethide intermediate and resulting in highly efficient oxidations in both alkaline and acidic media. 4-Hydroxybenzaldehyde, the desired product, was thus obtained in isolated yields of up to 98% and purities >99%. The inherent draw-backs associated with alkaline methanol and aqueous acetic acid solutions were thus circumvented, and the result is a highly efficient process for the production of 4-hydroxybenzaldehyde.

A novel practical cleavage of tert-butyl esters and carbonates using fluorinated alcohols

Choy, Jason,Jaime-Figueroa, Saul,Lara-Jaime, Teresa

, p. 2244 - 2246 (2010)

Thermolytic cleavage of t-butyl esters and t-butyl carbonates was accomplished using TFE (2,2,2-trifluoroethanol) or HFIP (hexafluoroisopropanol) as solvent. Thus, a practical method to cleanly convert t-butyl esters and carbonates into the corresponding carboxylic acids, decarboxylated products, or alcohols in nearly quantitative yields was developed. The product is recovered by a simple solvent evaporation. The practicality of this methodology was demonstrated on alkyl, aryl, and heteroaromatic esters.

Novel and efficient oxidation of benzyl ethers to benzaldehydes by DMSO/49% aq. HBr

Naik, Ramesh,Pasha

, p. 1723 - 1726 (2007)

Dimethylsulfoxide (DMSO) oxidizes benzyl ethers into corresponding benzaldehydes at 110°C; the reaction is accelerated by 49% aq. HBr. The conditions work well for different aryl-substituted benzyl ethers. This protocol is inert toward dialkyl ethers. Copyright Taylor & Francis Group, LLC.

Aqueous selective photocatalytic oxidation of salicyl alcohol by TiO2 catalysts: Influence of some physico-chemical features

Yurdakal, Sedat,Bellardita, Marianna,Pibiri, Ivana,Palmisano, Leonardo,Loddo, Vittorio

, p. 16 - 24 (2021)

Partial photocatalytic oxidation of salicyl alcohol (2-hydroxybenzyl alcohol) to salicylaldehyde in water was investigated under environmental friendly conditions in the presence of home-prepared and commercial TiO2 (Merck and Aeroxide P25) samples under UVA irradiation. The photocatalysts were characterized by using BET, XRD, SEM and/or TEM techniques. The effects of crystallinity degree, pH (3–11) and presence of a hole trap (ethanol) on the photocatalytic activity and product selectivity were investigated. 4-Hydroxybenzyl alcohol was also used to study the influence of the position of the substituent group in the aromatic ring. High alcohols conversion and product selectivity values were obtained at pH = 11 by using well crystallized TiO2 samples. The conversion values significantly decreased by increasing the hole trap concentration, whereas the selectivity values increased slightly. The selectivity towards the corresponding aldehyde after 30% of alcohol conversion was significantly higher for 4-HBA (48%) than for 2-HBA (32%), due to the role of the para position of the substituent group. In order to clarify the different selectivity of the products, various experiments have been also performed starting from the products; these results indicate that the selectivity is also strongly dependent on the stability of the formed products under the experimental conditions used. By concluding, this article reports that the conversion and selectivity values for the studied reaction depend both on the TiO2 type and on the substrate.

Oxidation of p-cresol to p-hydroxybenzaldehyde with molecular oxygen in the presence of CuMn-oxide heterogeneous catalyst

Wang, Feng,Yang, Guanyu,Zhang, Wei,Wu, Wenhai,Xu, Jie

, p. 633 - 638 (2004)

A high-yield synthesis of p-hydroxybenzaldehyde from p-cresol and molecular oxygen was achieved over a CuMn-oxide supported carbon catalyst. The reaction parameters such as pressure, stirring speed, reaction temperature, solvent, and the amount of sodium hydroxide in the reaction media were optimized. As a result, a high conversion of p-cresol (99%) and a high selectivity to p-hydroxybenzaldehyde (96%) were realized at the same time. Catalyst separation and recycling tests clearly showed that the reaction proceeded on the heterogeneous catalyst but not on dissolved species.

Highly active nanostructured Co3O4 catalyst with tunable selectivity for liquid phase air oxidation of p-cresol

Kshirsagar, Vikas S.,Vijayanand, Subramanian,Potdar, Hari S.,Joy, Pattayil A.,Patil, Kashinath R.,Rode, Chandrashekhar V.

, p. 310 - 311 (2008)

This is a first report of highly efficient heterogeneous nanostructured Co3O4 catalyst (6-8 nm) having high surface area (95 m2/g) developed for selective liquid phase air oxidation of p7-cresol under atmospheric pressure conditions. Copyright

Reduced Graphene Oxide Composite with Oxidizable Manganese/Cobalt Mixed Oxide for p-Cresol Oxidation by Using Molecular Oxygen

Jha, Ajay,Patil, Sagar H.,Solanki, Bhanu P.,Ribeiro, Ana P. C.,Castro, Carlos A. N.,Patil, Kashinath R.,Coronas, Alberto,Rode, Chandrashekhar V.

, p. 1164 - 1169 (2015)

A composite of graphene oxide (GO) with mixed oxide (MnCo) was prepared by using a solvothermal method. During the synthesis, both the reduction of GO and growth of metal oxides took place simultaneously. The as-prepared composite material was highly selective for the liquid-phase oxidation of p-cresol to form p-hydroxybenzaldehyde in 71% yield within 1 h. The composite material was characterised by SEM, X-ray photoelectron spectroscopy, high-resolution TEM and cyclic voltammetry (CV). A CV study revealed that the increase in the redox potential of the mixed oxide after being supported on GO, led to its higher activity of the catalyst for the oxidation reaction. The stability of the catalyst under the reaction conditions was studied by its successful reuse in three cycles.

-

Amakasu,T.,Sato,K.

, p. 1428 - 1432 (1967)

-

Novel synthesis of Ag decorated TiO2 anchored on zeolites derived from coal fly ash for the photodegradation of bisphenol-A

Hlekelele, Lerato,Franklyn, Paul J.,Dziike, Farai,Durbach, Shane H.

, p. 1902 - 1912 (2018)

The disposal of millions of tons of coal fly ash (CFA) threatens the environment, hence means to reuse CFA are highly sought after. In this study, CFA was reused to make materials which were tested for water purification. Zeolitic material (CFA-Zeo) was derived from CFA by a 2-step alkali-fusion hydrothermal method and then composited with TiO2 nanoparticles using a novel resin-gel technique. CFA-Zeo loadings were 15 and 30 wt% in the resulting TiO2/CFA-Zeo composites. These composites were then loaded with 1 wt% Ag nanoparticles by a deposition-precipitation technique using NaOH and urea. CFA-Zeo rods (morphology confirmed by TEM) were confirmed by PXRD to be sodium aluminum silicate hydrate. TEM analyses of the CFA-Zeo rods in the composites revealed them to be completely coated with TiO2 nanoparticles that had Ag nanoparticles on their surfaces. The photoluminescence emission peak of TiO2 was found to be significantly higher than that of TiO2/CFA-Zeo composites, with the TiO2/CFA-Zeo composites that were loaded with Ag having even lower emission intensities. UV-vis DRS spectra showed that CFA-Zeo had no effect on the band gap of TiO2, while composites that contained Ag had a wide absorption band in the visible region. The photocatalytic efficiency of these materials was then determined using bisphenol-A (BPA) as a model compound under both UV and visible light. Except for the 30 wt% TiO2/CFA-Zeo composites without Ag, all of the composites had superior photoactivity to uncomposited TiO2 under both UV and visible light. On the other hand, composites with Ag nanoparticles showed the best photoactivities. The superior photoactivities of these composites under UV-light were mainly attributed to the separation of charge carriers, whereas under visible light it was attributed to the ability of silver to harvest visible light through surface plasmon resonance (SPR).

-

Kratzl,Billek

, p. 845,854 (1954)

-

Photochromism of the synthetic 4′,7-dihydroxyflavylium chloride

Figueiredo, Paulo,Lima, Jo?o C.,Santos, Helena,Wigand, Marie-Claude,Brouillard, Raymond,Ma?anita, António L.,Pina, Fernando

, p. 1249 - 1254 (1994)

The synthetic compound 4′,7-dihydroxyflavylium chloride shows an interesting photochromic effect at moderately acidic pH values. Pale yellow solutions of this compound, equilibrated in the dark at pH 3.4, become bright yellow upon irradiation with 313-nm light. Switching off the light, gives back the initial pale yellow solution. Photochemical methods, 1H NMR, and molecular orbital calculations were used to elucidate this photochromic behavior. In solutions equilibrated in the dark (pH 5.7), the existence of two main species in equilibrium is demonstrated: the colored flavylium cation and the colorless trans-chalcone. Freshly prepared solutions of this compound at pH 6.2 reveal the existence of another colored form, the quinonoidal base, which reacts thermally to yield trans-chalcone. An analogous reaction takes place in freshly prepared solutions at pH 3.4: the flavylium cation is partially converted into trans-chalcone. The extent of such conversion is pH dependent and nearly complete at pH 6.2. Irradiation of transchalcone at the wavelength of 313 nm partially gives back the initial colored form, with concomitant formation of small amounts of photodegradation products. The turnover of the photochromic reaction is greater at pH 3.4 than at pH 6.2. The photochromism is explained on the basis of a trans-cis photoisomerization. In fact the relative stability of the two chalcone isomers is reversed in the excited state, as predicted from molecular orbital calculations.

-

Hodgson,Jenkinson

, p. 469,470 (1929)

-

A highly stable zeotype mesoporous zirconium metal-organic framework with ultralarge pores

Feng, Dawei,Wang, Kecheng,Liu, Tian-Fu,Park, Jihye,Wei, Zhangwen,Bosch, Mathieu,Zhou, Hong-Cai,Su, Jie,Zou, Xiaodong,Yakovenko, Andrey

, p. 149 - 154 (2015)

Through topological rationalization, a zeotype mesoporous Zr-containing metal-organic framework (MOF), namely PCN-777, has been designed and synthesized. PCN-777 exhibits the largest cage size of 3.8 nm and the highest pore volume of 2.8 cm3 g-1among reported Zr-MOFs. Moreover, PCN-777 shows excellent stability in aqueous environments, which makes it an ideal candidate as a support to incorporate different functional moieties. Through facile internal surface modification, the interaction between PCN- 777 and different guests can be varied to realize efficient immobilization.

PHOTOCATALYTIC OXIDATION OF p-CRESOL IN AQUEOUS TITANUM DIOXIDE SUSPENSION

Brezova, Vlasta,Brandsteterova, Eva,Ceppan, Michal,Pies, Juraj

, p. 1285 - 1293 (1993)

The reaction products of the photocatalytic oxidation of p-cresol were characterized by high performance liquid chromatography.The influence of p-cresol concentration as well as the presence of dioxygen and hydrogen peroxide on the rate of photocatalytic oxidation was studied.The p-cresol concentration in the irradiated systems was determined by spectroscopic method using α-nitroso-β-naphthol or by the Principal Component Regression method (in the samples with hydrogen peroxide added).The reaction pathway of the photocatalytic oxidation of p-cresol in TiO2 was suggested.

Mechanism of the redox reaction of the aequorea green fluorescent protein (GFP)

Kojima, Satoshi,Hirano, Takashi,Niwa, Haruki,Ohashi, Mamoru,Inouye, Satoshi,Tsuji, Frederick I.

, p. 2875 - 2878 (1997)

A model compound, 4-(4-hydroxypheny])methylideneimidazol-5 undergoes a reversible redox reaction identical to that of the Aequorea green fluorescent protein (GFP), strongly suggesting that the GFP chromophore is derived via the autoxidation of a nonfluorescent dihydro precursor in dihydro-GFP.

-

Omura,Matsuura

, p. 1516 (1969)

-

Acid-promoted reaction of the stilbene antioxidant resveratrol with nitrite ions: Mild phenolic oxidation at the 4′-hydroxystiryl sector triggering nitration, dimerization, and aldehyde-forming routes

Panzella, Lucia,De Lucia, Maria,Amalfitano, Carmine,Pezzella, Alessandro,Evidente, Antonio,Napolitano, Alessandra,D'Ischia, Marco

, p. 4246 - 4254 (2006)

In 0.1 M phosphate buffer, pH 3.0, and at 37 °C, resveratrol ((E)-3,4′,5-trihydroxystilbene, 1a), an antioxidant and cancer chemopreventive phytoalexin, reacted smoothly at 25 μM or 1 mM concentration with excess nitrite ions (NO2-) to give a complex pattern of products, including two novel regioisomeric α-nitro (3a) and 3′-nitro (4) derivatives along with some (E)-3,4′,5-trihydroxy-2, 3′-dinitrostilbene (5), four oxidative breakdown products, 4-hydroxybenzaldehyde, 4-hydroxy-3-nitrobenzaldehyde, 3,5- dihydroxyphenylnitromethane, and 3,5-dihydroxybenzaldehyde, two dimers, the resveratrol (E)-dehydrodimer 6 and restrytisol B (7), and the partially cleaved dimer 2. The same products were formed in the absence of oxygen. 1H, 15N HMBC and LC/MS analysis of the crude mixture obtained by reaction of 1a with Na15NO2 suggested the presence of 3,4′,5,β-tetrahydroxy-α-nitro-α,β-dihydrostilbene (8) as unstable intermediate which escaped isolation. Under similar conditions, the structurally related catecholic stilbene piceatannol ((E)-3,3′,4, 5′-tetrahydroxystilbene, 1b) gave, besides (E)-3,3′,4,5′- tetrahydroxy-β-nitrostilbene (3b), 3,4-dihydroxybenzaldehyde and small amounts of 3,5-dihydroxybenzaldehyde. Mechanistic experiments were consistent with the initial generation of the phenoxyl radical of 1a at 4′-OH, which may undergo free radical coupling with NO2 at the α- or 3′-position, to give eventually nitrated derivatives and/or oxidative double bond fission products, or self-coupling, to give dimers. The oxygen-independent, NO2--mediated oxidative fission of the double bond under mild, physiologically relevant conditions is unprecedented in stilbene chemistry and is proposed to involve breakdown of hydroxynitro(so) intermediates of the type 8.

Absolute structures of C-glucosides of resveratrol oligomers from Shorea uliginosa

Ito, Tetsuro,Abe, Naohito,Oyama, Masayoshi,Iinuma, Munekazu

, p. 2516 - 2520 (2009)

Two C-glucosides of resveratrol dimers (uliginoside A (1) and hemsleyanoloside B (2)) consisting of enantiomeric aglycones and two C-glucosides of resveratrol trimers (uliginosides B (3) and C (4)) consisting of diastereomeric aglycones were isolated from

A highly photosensitive covalent organic framework with pyrene skeleton as metal-free catalyst for arylboronic acid hydroxylation

Chen, Ying,Huo, Jianqiang,Zhang, Yubao

, (2022/03/16)

Covalent organic frameworks (COFs) have been widely utilized in metal-free photocatalytic synthesis base on their excellent properties such as super conjugation, porosity and stability. In this work, we synthesized a new COF material using 1,3,6,8-Tetrakis (p-formylphenyl)pyrene (TFPPy) and 2,2′-Dimethylbenzidine (DMBZ) as basic units through Schiff base condensation reaction. The new COF (TF-DM COF) was applied as metal-free catalyst for hydroxylation of arylboronic acids. The results indicated that the extended π conjugation of COFs enhanced the absorption of visible light, and the large porosity (BET surface area: 113.782 m2g?1) accelerated the reaction rate. Good recyclability enables it with multiple applications, which result in a great reducing of the cost. This study reports that TF-DM COF has a broad application prospect as a new generation of metal-free photocatalysts for organic conversions.

Radical-anion coupling through reagent design: hydroxylation of aryl halides

Chechik, Victor,Greener, Andrew J.,James, Michael J.,Oca?a, Ivan,Owens-Ward, Will,Smith, George,Ubysz, Patrycja,Whitwood, Adrian C.

, p. 14641 - 14646 (2021/11/17)

The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Experimental and computational studies support the proposed radical-nucleophilic substitution chain mechanism.

PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions

Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang

, p. 48 - 65 (2021/06/16)

Treatment of thioacetals and thioketals with iodosobenzene in anhydrous DCM conveniently afforded the corresponding carbonyl compounds in high yields under water-free conditions. The mechanistic studies indicate that this dethioacetalization/dethioketalization process does not need water and the oxygen of the carbonyl products comes from the hypervalent iodine reagent.

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