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  • 100-83-4 Structure
  • Basic information

    1. Product Name: 3-Hydroxybenzaldehyde
    2. Synonyms: meta-Hydroxybenzaldehyde;Benzaldehyde, 3-hydroxy-;m-Formylphenol;3-Formylphenol;3-hydroxyBenzaldehyde;m-hydroxyBenzaldehyde;m-hydroxybenzaldehyde;Benzaldehyde, m-hydroxy-;
    3. CAS NO:100-83-4
    4. Molecular Formula: C7H6O2
    5. Molecular Weight: 122.1224
    6. EINECS: 202-892-9
    7. Product Categories: Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Pharmaceutical intermediates;Benzaldehyde;FINE Chemical & INTERMEDIATES;Aromatic Aldehydes & Derivatives (substituted);Aromatics;Aldehydes;C7;Carbonyl Compounds;Pyridines
    8. Mol File: 100-83-4.mol
    9. Article Data: 132
  • Chemical Properties

    1. Melting Point: 101-105℃
    2. Boiling Point: 240.9 °C at 760 mmHg
    3. Flash Point: 98.6 °C
    4. Appearance: off-white solid
    5. Density: 1.226 g/cm 3
    6. Vapor Pressure: 2.09E-24mmHg at 25°C
    7. Refractive Index: 1.533
    8. Storage Temp.: Store below +30°C.
    9. Solubility: Soluble in DMSO and Methanol
    10. PKA: 8.98(at 25℃)
    11. Water Solubility: SOLUBLE
    12. BRN: 507099
    13. CAS DataBase Reference: 3-Hydroxybenzaldehyde(CAS DataBase Reference)
    14. NIST Chemistry Reference: 3-Hydroxybenzaldehyde(100-83-4)
    15. EPA Substance Registry System: 3-Hydroxybenzaldehyde(100-83-4)
  • Safety Data

    1. Hazard Codes:  Xi:Irritant;
    2. Statements: R36/37/38:;
    3. Safety Statements: S24/25:;
    4. WGK Germany: 3
    5. RTECS: CU6450000
    6. F: 8-9-23
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 100-83-4(Hazardous Substances Data)

100-83-4 Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 100-83-4 differently. You can refer to the following data:
1. Intermediate for dyes, plastics, pharmaceuticals, and bactericides; color reagent for Schiff’s reagent, sensitizing agent in photographic emulsions.
2. 3-Hydroxybenzaldehyde is used as an ionophore, during the development of an highly selective and sensitive PVC membrane sensor, which can be used as a Tb3+ ion selective electrode.

Definition

ChEBI: A hydroxybenzaldehyde carrying a hydroxy substituent at position 3.

Hazard

Toxic by ingestion.

Purification Methods

Crystallise the aldehyde from water. [Beilstein 8 H 58, 8 IV 240.]

Check Digit Verification of cas no

The CAS Registry Mumber 100-83-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 100-83:
(5*1)+(4*0)+(3*0)+(2*8)+(1*3)=24
24 % 10 = 4
So 100-83-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H6O2/c8-5-6-2-1-3-7(9)4-6/h1-5,9H

100-83-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (H0197)  3-Hydroxybenzaldehyde  >98.0%(GC)(T)

  • 100-83-4

  • 25g

  • 290.00CNY

  • Detail
  • TCI America

  • (H0197)  3-Hydroxybenzaldehyde  >98.0%(GC)(T)

  • 100-83-4

  • 100g

  • 790.00CNY

  • Detail
  • TCI America

  • (H0197)  3-Hydroxybenzaldehyde  >98.0%(GC)(T)

  • 100-83-4

  • 500g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (A13541)  3-Hydroxybenzaldehyde, 97%   

  • 100-83-4

  • 25g

  • 176.0CNY

  • Detail
  • Alfa Aesar

  • (A13541)  3-Hydroxybenzaldehyde, 97%   

  • 100-83-4

  • 100g

  • 352.0CNY

  • Detail
  • Alfa Aesar

  • (A13541)  3-Hydroxybenzaldehyde, 97%   

  • 100-83-4

  • 500g

  • 1623.0CNY

  • Detail

100-83-4SDS

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 3-hydroxybenzaldehyde

1.2 Other means of identification

Product number -
Other names m-Aldehydophenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:100-83-4 SDS

100-83-4Synthetic route

3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane100%
With manganese(IV) oxide; manganese(II) nitrate tetrahydrate; dibenzoyl peroxide In hexane at 70℃; under 760.051 Torr; for 0.0833333h; chemoselective reaction;99%
In neat (no solvent) at 20℃; for 0.0333333h; Microwave irradiation;99%
Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde;100%
3-Benzyloxybenzaldehyde
1700-37-4

3-Benzyloxybenzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With iron(III) chloride on silica In neat (no solvent) at 80℃; for 0.5h;99%
With magnesium iodide for 5h; neat (no solvent);93%
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde
96013-95-5

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 8h; Inert atmosphere;96%
With triethylamine N-oxide In methanol for 1h;91%
In water; dimethyl sulfoxide at 90℃; for 8h;87%
2-(3-hydroxyphenyl)-1,3-dithiolane
27004-28-0

2-(3-hydroxyphenyl)-1,3-dithiolane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 1h; micellar medium;96%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1h;94%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 3h; Micellar solution;90%
2-(3-hydroxyphenyl)-1,3-dithiane
24393-20-2

2-(3-hydroxyphenyl)-1,3-dithiane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.666667h; Micellar solution;95%
With acetic acid at 25℃; for 15h;51%
3-benzenesulfonyloxy-benzaldehyde
13493-49-7

3-benzenesulfonyloxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;95%
3-Formylphenylboronic acid
87199-16-4

3-Formylphenylboronic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With C100H52N4O16Sn(6-)*2In(3+); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 3.5h; Irradiation;94%
With C18H28Cl2CuN2O4 In water at 26℃; for 0.333333h;92%
With 10-methylacridine-3(10H)-one; oxygen; N-ethyl-N,N-diisopropylamine In water at 20℃; for 20h; Irradiation; Green chemistry;90%
3-allyloxy-benzaldehyde
40359-32-8

3-allyloxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating;92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol at 20℃; for 6h;82%
3-((triisopropylsilyl)oxy)benzaldehyde
817166-73-7

3-((triisopropylsilyl)oxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 13h;92%
2-chlorocyclohexene-1-carboxaldehyde
1680-73-5

2-chlorocyclohexene-1-carboxaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With oxygen; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;92%
3-hydroxybenzaldehyde oxime
22241-18-5

3-hydroxybenzaldehyde oxime

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With N,N'-dichlorophenobarbital In acetonitrile at 20℃;92%
With iodine at 45 - 60℃; for 0.2h; Reagent/catalyst; Microwave irradiation;83%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); t-BuBrettPhos; p-methylbenzaldehyde oxime; caesium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Inert atmosphere;92%
With nickel(II) sulphate; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 12h; pH=8.8; UV-irradiation; Inert atmosphere; Glovebox; Enzymatic reaction;70 %Spectr.
1,4-bis(3-phenol)-2,3-diaza-1,3-butadiene

1,4-bis(3-phenol)-2,3-diaza-1,3-butadiene

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile for 1.5h; Reflux;90%
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With magnesium iodide for 5h; neat (no solvent);89%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 190℃; for 0.5h;85%
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.5h; Heating;85%
3-(4-Methoxybenzyloxy)benzaldehyde
108781-14-2

3-(4-Methoxybenzyloxy)benzaldehyde

A

p-methoxybenzyl acetate
104-21-2

p-methoxybenzyl acetate

B

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With acetic acid at 90℃; for 24h;A n/a
B 88%
Acetic acid acetoxy-(3-hydroxy-phenyl)-methyl ester
465527-81-5

Acetic acid acetoxy-(3-hydroxy-phenyl)-methyl ester

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 70℃; for 5.5h;88%
With formic acid; water; sodium dodecyl-sulfate for 4h; Heating;80%
formic acid
64-18-6

formic acid

3-Iodophenol
626-02-8

3-Iodophenol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 2h; Sealed tube;88%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;88%
N-(2,4-dinitrophenyl)-N'-(3'-hydroxybenzylidene)hydrazone
1160-77-6

N-(2,4-dinitrophenyl)-N'-(3'-hydroxybenzylidene)hydrazone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bischloride In water at 50℃; for 0.25h; pH=7;86%
3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

A

(m-hydroxybenzyl) methyl ether
57234-51-2

(m-hydroxybenzyl) methyl ether

B

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
With sodium hydroxide; oxygen; platinum on activated charcoal; cerium(III) chloride; bismuth(III) sulfate In methanol; water at 50℃; for 2h;A 5 % Chromat.
B 83%
C 1 % Chromat.
With sodium hydroxide; oxygen; platinum on activated charcoal; bismuth(III) sulfate In methanol; water at 50℃; for 2h;A 6 % Chromat.
B 71 % Chromat.
C 18 % Chromat.
With sodium hydroxide; oxygen; platinum on activated charcoal; cerium(III) chloride; bismuth(III) sulfate In methanol; water at 50℃; for 2h; Product distribution; further solvent: water; further catalyst: 3percent Pt/C, Bi2(SO4)3;A 6 % Chromat.
B 71 % Chromat.
C 18 % Chromat.
3-(propargyloxy)benzaldehyde
5651-87-6

3-(propargyloxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide electrochem. reaction; magnesium rod anode, nickel foam grid cathode;83%
3-hydroxybenzylidenehydrazinodiacetic acid

3-hydroxybenzylidenehydrazinodiacetic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With copper(II) nitrate hexahydrate In dichloromethane; water at 20℃; for 5h;83%
3-Acetoxy-1-(diacetoxymethyl)benzene
6339-75-9

3-Acetoxy-1-(diacetoxymethyl)benzene

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With poly(4-vinylpyridinium) hydrogen sulfate solid acid In methanol at 20℃; for 0.633333h; Irradiation;82%
3-hydroxybenzoyl chloride
40812-76-8

3-hydroxybenzoyl chloride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; triethylamine at 120℃; Autoclave;81.5%
1α-H, 2α-H, 4α-H, 5α-H-3,9-Dioxatricyclo<3.3.1.02,4>nonan-7-on
99892-53-2

1α-H, 2α-H, 4α-H, 5α-H-3,9-Dioxatricyclo<3.3.1.02,4>nonan-7-on

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 0.25h; Ambient temperature; ice-cooling (adding);72%
With lithium diisopropyl amide57%
Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate
19473-06-4

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium acetate for 0.0333333h; microwave irradiation;72%
salicylaldoxime
332903-32-9

salicylaldoxime

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With aluminum oxide; ammonium chlorochromate at 35℃; for 2h; oxidative deoximation;70%
(R,S)3-hydroxymandelic acid
17119-15-2

(R,S)3-hydroxymandelic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With Ag-Ag2S nanoparticles supported on cellulose In water at 80℃; for 0.05h; Microwave irradiation; Green chemistry;65%
3-Bromophenol
591-20-8

3-Bromophenol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromophenol With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at 0 - 5℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃; for 1h; Further stages.;
64%
acetic anhydride
108-24-7

acetic anhydride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Acetoxy-1-(diacetoxymethyl)benzene
6339-75-9

3-Acetoxy-1-(diacetoxymethyl)benzene

Conditions
ConditionsYield
With sulphated zirconia regioselective reaction;100%
In neat (no solvent) at 20℃; for 0.1h; Green chemistry; chemoselective reaction;97%
H6P2W18O62 at 20℃; for 0.5h;95%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

allyl bromide
106-95-6

allyl bromide

3-allyloxy-benzaldehyde
40359-32-8

3-allyloxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Heating;100%
With potassium carbonate; sodium iodide In ethanol for 3h; Reflux;100%
With potassium carbonate In ethanol for 3h; Reflux;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

methylamine
74-89-5

methylamine

3-(Methylimino-methyl)-phenol
7221-33-2

3-(Methylimino-methyl)-phenol

Conditions
ConditionsYield
In ethanol at 0 - 5℃; for 2h;100%
at 20℃; for 12h;100%
With benzene zuletzt unter Abdestillieren des gebildeten Wassers;
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

isopropyl bromide
75-26-3

isopropyl bromide

3-isopropoxybenzaldehyde
75792-33-5

3-isopropoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
With potassium carbonate In N,N-dimethyl-formamide at 70℃;90%
In acetone88%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 0.25h;100%
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere;100%
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

2-bromo-5-hydroxybenzaldehyde
2973-80-0

2-bromo-5-hydroxybenzaldehyde

Conditions
ConditionsYield
With bromine In dichloromethane100%
With bromine In dichloromethane100%
With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide at 20℃; for 0.133333h; Neat (no solvent); regioselective reaction;95%
3,5-dimethyl-4-nitroisoxazole
1123-49-5

3,5-dimethyl-4-nitroisoxazole

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-[(E)-2-(3-Methyl-4-nitro-isoxazol-5-yl)-vinyl]-phenol
103806-58-2

3-[(E)-2-(3-Methyl-4-nitro-isoxazol-5-yl)-vinyl]-phenol

Conditions
ConditionsYield
With pyrrolidine In neat (no solvent) at 20℃; for 0.116667h; Aldol Condensation;100%
With base
benzyl bromide
100-39-0

benzyl bromide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Benzyloxybenzaldehyde
1700-37-4

3-Benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 12h;100%
With potassium carbonate In N,N-dimethyl-formamide at 23℃; for 3h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h;99%
1-bromo-octane
111-83-1

1-bromo-octane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(n-Octyloxy)benzaldehyde
24083-12-3

3-(n-Octyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In ethanol Heating;100%
With potassium carbonate In N,N-dimethyl-formamide at 160℃; for 0.5h;90%
sodium 6-aminohexanoate
7234-49-3

sodium 6-aminohexanoate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Conditions
ConditionsYield
In di-isopropyl ether; water for 0.0416667h; Product distribution; Ambient temperature; separation of aldehyde;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate
19473-06-4

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate

Conditions
ConditionsYield
With sodium hydrogensulfite In di-isopropyl ether; water for 0.0833333h; Product distribution; Ambient temperature; separation of aldehyde;100%
With sodium hydrogensulfite at 50℃; for 1h;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde
96013-95-5

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 16h;100%
With triethylamine In dichloromethane at 20℃; for 2h;100%
With 1H-imidazole In dichloromethane at 0 - 20℃;100%
ethyl bromoacetate
105-36-2

ethyl bromoacetate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

ethyl 2-(3-formylphenoxy)acetate
51264-68-7

ethyl 2-(3-formylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone Heating;100%
With potassium carbonate In acetonitrile at 70℃; for 4h; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 3h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

propargyl bromide
106-96-7

propargyl bromide

3-(propargyloxy)benzaldehyde
5651-87-6

3-(propargyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 25℃; for 16h;100%
With 18-crown-6 ether; potassium carbonate In acetonitrile Inert atmosphere; Reflux;99%
With tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran; water at 50℃; for 4h;94%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

4-piperidyl N-(2-biphenyl)carbamate
171722-92-2

4-piperidyl N-(2-biphenyl)carbamate

1-(3-hydroxybenzyl)-4-piperidyl biphenyl-2-ylcarbamate

1-(3-hydroxybenzyl)-4-piperidyl biphenyl-2-ylcarbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane for 3h; Ambient temperature;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

N-hexyl-2-cyanoacetylamide
52493-37-5

N-hexyl-2-cyanoacetylamide

2-cyano-N-hexyl-3-(3-hydroxyphenyl)acrylamide

2-cyano-N-hexyl-3-(3-hydroxyphenyl)acrylamide

Conditions
ConditionsYield
piperidine at 20℃; Knoevenagel condensation; solvent free;100%
With piperidine In ethanol for 2h; Heating;57%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

3-(3-hydroxy-propoxy)-benzaldehyde
245510-06-9

3-(3-hydroxy-propoxy)-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 3h; Reflux;100%
Stage #1: meta-hydroxybenzaldehyde With potassium carbonate In DMF (N,N-dimethyl-formamide) for 0.166667h;
Stage #2: 1-bromo-3-propanol In DMF (N,N-dimethyl-formamide) for 2h; Heating / reflux;
95%
With potassium carbonate In acetonitrile for 48h; Heating;90%
With potassium carbonate In acetonitrile for 48h; Heating / reflux;90%
With potassium carbonate In acetonitrile for 5h; Heating / reflux;
o-fluorobenzyl bromide
446-48-0

o-fluorobenzyl bromide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-[(2-fluorophenyl)methoxy]benzaldehyde

3-[(2-fluorophenyl)methoxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 90℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

(3-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone

(3-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone

Conditions
ConditionsYield
With sodium acetate; acetic acid In toluene for 4h; Reflux; Dean-Stark;100%
In isopropyl alcohol at 80 - 90℃; for 2h;75%
With piperidine; acetic acid for 0.333333h; Knoevenagel Condensation; Microwave irradiation;
hexadecylamine
143-27-1

hexadecylamine

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C23H39NO
1246401-87-5

C23H39NO

Conditions
ConditionsYield
at 20℃; for 12h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9

3(S)-(tert-butoxycarbonylamino)pyrrolidine

tert-butyl N-[(3S)-1-[(3-hydroxyphenyl)methyl]pyrrolidin-3-yl]carbamate
1246299-55-7

tert-butyl N-[(3S)-1-[(3-hydroxyphenyl)methyl]pyrrolidin-3-yl]carbamate

Conditions
ConditionsYield
Stage #1: meta-hydroxybenzaldehyde; 3(S)-(tert-butoxycarbonylamino)pyrrolidine With acetic acid In dichloromethane at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 4h;
100%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 24h; Inert atmosphere;89%
C14H13IN3Pol

C14H13IN3Pol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C21H18N3O2Pol

C21H18N3O2Pol

Conditions
ConditionsYield
With pyridine; copper(I) bromide dimethylsulfide complex; sodium carbonate In acetonitrile at 75℃; for 48h; Inert atmosphere; solid phase reaction;100%
N-benzyl-2-amino-5-(pyrrolidin-1-yl)benzamide
1339011-07-2

N-benzyl-2-amino-5-(pyrrolidin-1-yl)benzamide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

2-(3-hydroxyphenyl)-3-benzyl-6-(pyrrolidin-1-yl)-1,2,3,4-tetrahydro-1H-quinazolin-4-one
1339011-40-3

2-(3-hydroxyphenyl)-3-benzyl-6-(pyrrolidin-1-yl)-1,2,3,4-tetrahydro-1H-quinazolin-4-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 20℃; for 2h;100%
(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate

(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

N-(3-hydroxy-benzylidene)-N'-(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine
1232221-02-1

N-(3-hydroxy-benzylidene)-N'-(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine

Conditions
ConditionsYield
Stage #1: (7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate; meta-hydroxybenzaldehyde In ethanol at 1 - 30℃; for 1h;
Stage #2: With NH-silica gel In methanol; dichloromethane
100%
Tiglic acid
80-59-1

Tiglic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

(E)-3-formylphenyl 2-methylbut-2-enoate

(E)-3-formylphenyl 2-methylbut-2-enoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

aniline
62-53-3

aniline

N-(3-hydroxybenzyl)benzenamine
93189-07-2

N-(3-hydroxybenzyl)benzenamine

Conditions
ConditionsYield
Stage #1: meta-hydroxybenzaldehyde; aniline With acetic acid In dichloromethane at 20℃; for 24h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 24h;
100%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silver trifluoromethanesulfonate In dichloromethane at 20℃; for 1h;92%
Stage #1: meta-hydroxybenzaldehyde; aniline In ethanol at 80℃; for 3h; Inert atmosphere;
Stage #2: With methanol; sodium tetrahydroborate for 1h;
36%
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃; for 42h; Reagent/catalyst; Time;
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;85%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3,4-dichlorobenzyl bromide
18880-04-1

3,4-dichlorobenzyl bromide

3-[(3,4-dichlorobenzyl)oxy]benzaldehyde
588715-60-0

3-[(3,4-dichlorobenzyl)oxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;100%

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In this study, the adsorption kinetics of 3-hydroxybenzaldehyde dissolved in ethanol on native and activated (acid/heat activation) bentonites were examined. The specific surface areas, pore size and pore-size distributions of the samples were fully characterized. The cation exchange capacities ...detailed

Measurement and modeling for solubility of 3-Hydroxybenzaldehyde (cas 100-83-4) and its mixture with 4-hydroxybenzaldehyde in supercritical carbon dioxide07/19/2019

To understand the phase behavior of 3-hydroxybenzaldehyde (3-HBA) and the solubility effect of 3-HBA and 4-hydroxybenzaldehyde (4-HBA) on each other in supercritical carbon dioxide (SCCO2), the equilibrium solubility of 3-HBA and its mixture with 4-HBA, was measured in SCCO2 binary system (compr...detailed

100-83-4Relevant articles and documents

Intramolecular propargyl transfer reaction catalyzed by electrogenerated nickel complexes

Franco, Delphine,Dunach, Elisabet

, p. 2951 - 2954 (1999)

The intramolecular transfer of the propargyl group of aryl propargyl ethers to a carbonyl group can be effected by a nickel-catalyzed electrochemical reaction. Homopropargyl alcohols with 2-hydroxyphenyl substituents can be obtained, using a magnesium anode in single compartment cells.

Indium as a reducing agent: Deprotection of 4-nitrobenzyl ethers and esters

Moody, Christopher J.,Pitts, Michael R.

, p. 1575 - 1576 (1999)

Indium in aqueous ethanolic ammonium chloride is an effective method for the deprotection of 4-nitrobenzyl ethers and esters.

Oxidative deoximation to their parent carbonyl compounds with ammonium chlorochromate adsorbed on alumina

Zhang, Gui-Sheng,Yang, De-Hong,Chen, Mi-Feng,Cai, Kun

, p. 2221 - 2225 (1998)

A convenient method for the oxidative cleavage of oximes to their parent aldehydes and ketones with ammonium chlorochromate adsorbed on alumina is described.

Enantioselective precipitate of amines, amino alcohols, and amino acids via schiff base reaction in the presence of chiral ionic liquid

Wu, Datong,Cai, Pengfei,Zhao, Xiaoyong,Pan, Yuanjiang

, p. 5018 - 5021 (2017)

Two novel chiral ionic liquids are synthesized as the chiral selector. Racemates of amines, amino alcohols, and amino acids could generate enantioselective precipitate with multicomponent self-assemblies under mild conditions. The approach allows for enan

Homoallylic alcohols via a chemo-enzymatic one-pot oxidation-allylation cascade

Fuchs, Michael,Schober, Markus,Pfeffer, Jan,Kroutil, Wolfgang,Birner-Gruenberger, Ruth,Faber, Kurt

, p. 2354 - 2358 (2011)

A chemo-enzymatic one-pot, two-step transformation of (hetero)-benzylic and cinnamic alcohols to yield the elongated homoallylic sec-alcohols in water in up to 96% isolated yield has been developed. The sequence comprised an enzymatic alcohol oxidation using galactose oxidase from Fusarium sp. NRRL 2903 to furnish the corresponding aldehydes, which were subjected directly to allylation via indium(0)-mediated Barbier-type coupling with allyl bromide or by addition of allylboronic acid pinacol ester. Copyright

Solvent-free oxidation of alcohols with potassium persulphate in the presence of bronsted acidic ionic liquids

Chaskar,Bhandari,Patil,Sharma,Mayeker

, p. 366 - 370 (2009)

An efficient conversion of alcohols to aldehydes was achieved using potassium persulphate and 3-methylimidazolinium methane sulfonate. Copyright Taylor & Francis Group, LLC.

Graphene oxide as a heterogeneous reagent promoted synthesis of 2-substituted 1,3-benzazoles in water

Khalili, Dariush,Banazadeh, Ali Reza

, p. 1693 - 1706 (2015)

An efficient chemical method for the synthesis of benzimidazoles, benzothiazoles, and benzoxazoles has been developed through the condensation of various aldehydes with o-phenylenediamine, o-aminothiophenol, and o-aminophenol using graphene oxide (GO) as an oxidant in water. These benzazoles are also prepared through a one-pot oxidation/condensation tandem process by reacting alcohols with 2-amino-(thio)phenol/aniline in the presence of GO in poly(ethylene glycol) as a safe media. Moreover, this carbonaceous material could be readily separated using a simple filtration.

N-methyl piperidinium chlorochromate adsorbed on alumina: A new and selective reagent for the oxidation of benzylic alcohols to their corresponding carbonyl compounds

Tajbakhsh, Mahmood,Ghaemi, Moosa,Sarabi, Siavosh,Ghassemzadeh, Mitra,Heravi, Majid M.

, p. 1213 - 1216 (2000)

N-Methyl piperidinium chlorochromate adsorbed on alumina oxidizes a wide variety of benzylic alcohols to the corresponding carbonyl compounds.

Palladium nanoparticles supported on Fe3O4/amino acid nanocomposite: Highly active magnetic catalyst for solvent-free aerobic oxidation of alcohols

Zamani, Farzad,Hosseini, Seyed Mohsen

, p. 164 - 168 (2014)

In this paper, Fe3O4 nanoparticles were coated by a number of amino acids, e.g. cysteine, serine, glycine and β-alanine, via a simple method. Because of the surface modification of the magnetic nanoparticles with amino acid, the obtained magnetic nanocomposite is able to trap palladium nanoparticles through a strong interaction between the metal nanoparticles and the functional groups of amino acids. Among the synthesized nanocomposites, Fe3O4/cysteine-Pd exhibited the highest catalytic performance and excellent selectivity in the solvent-free aerobic oxidation of various alcohols, along with high level of reusability.

Chemoselective aryl alkyl ether cleavage by thiophenolate anion through its in situ generation in catalytic amount

Nayak, Mrinal K.,Chakraborti, Asit K.

, p. 8749 - 8752 (1997)

Catalytically in sutu generated alkali metal thiophenoxide in NMP (1-melhyl-2-pyrrolidinone) chemoselectively cleaves aryl alkyl elhers in high yields.

Preparation and characterization of P4MVPMnO4/SBA-15 as an efficient heterogeneous oxidant: An organic-inorganic hybrid polymer

Kalbasi, Roozbeh Javad,Kolahdoozan, Majid,Shahabian, Keinaz,Zamani, Farzad

, p. 1109 - 1115 (2010)

This work is concerned about the preparation and characterization of MnO4- supported poly (4-methyl vinylpyridinium)/SBA-15 which was effectively employed as a heterogeneous oxidant for oxidation of aromatic alcohols. P4MVPMnO4/SBA-15 exhibited excellent activity and selectivity under mild and solvent-less conditions.

Copper(II) nanoparticles: an efficient and reusable catalyst in green oxidation of benzyl alcohols to benzaldehydes in water

Mirsafaei, Razieh,Heravi, Majid M.,Hosseinnejad, Tayebeh,Ahmadi, Shervin

, p. 823 - 830 (2016)

Copper(II) nanoparticles immobilized onto 3-aminopropyltriethoxysilane (APTES) supported on mesoporous silica KIT-5 nanocomposite (AK) was prepared. The APTES group on KIT-5 was manipulated as a suitable coordinating agent for copper(II) and fully characterized using FT-IR, SEM, EDX, ICP, TGA, XRD and UV–visible methods. Moreover, a quantitative description for metal–ligand interactions in the APTES-KIT-5 mesoporous silica-supported copper(II) acetate complex was assessed via quantum chemistry computations. This novel transition metal supported heterogeneous surface was used as an effective catalyst in low loading for selective oxidation of differently substituted benzylic alcohols in water, using H2O2 as oxidant to give the corresponding carbonyl compounds in high to excellent yields. This heterogeneous nanocatalyst can be recovered and reused several times without any significant loss of activity. Copyright

Porphyrin-Metalation-Mediated Tuning of Photoredox Catalytic Properties in Metal-Organic Frameworks

Johnson, Jacob A.,Luo, Jian,Zhang, Xu,Chen, Yu-Sheng,Morton, Martha D.,Echeverría, Elena,Torres, Fernand E.,Zhang, Jian

, p. 5283 - 5291 (2015)

Photoredox catalytic activation of organic molecules via single-electron transfer processes has proven to be a mild and efficient synthetic methodology. However, the heavy reliance on expensive ruthenium and iridium complexes limits their applications for scale-up synthesis. To this end, photoactive metal-organic frameworks (MOFs) exhibit unique advantages as novel heterogeneous photocatalytic systems, yet their utilization toward organic transformations has been limited. Here we describe the preparation and synthetic applications of four isostructural porphyrinic MOFs, namely, UNLPF-10a, -10b, -11, and -12, which are composed of free base, InIII-, SnIVCl2-, and SnIV-porphyrin building blocks, respectively. We demonstrate that the metalation with high valent metal cations (InIII and SnIV) significantly modifies the electronic structure of porphyrin macrocycle and provides a highly oxidative photoexcited state that can undergo efficient reductive quenching processes to facilitate organic reactions. In particular, UNLPF-12 exhibits both outstanding photostability and efficient photocatalytic activities toward a range of important organic transformations including aerobic hydroxylation of arylboronic acids, amine coupling, and the Mannich reaction.

Cleavage or acetyl-de-alkylation of 4-methoxybenzyl (mpm) ethers using acetic acid

Hodgetts,Wallace

, p. 1151 - 1155 (1994)

Aryl (4-methoxyphenyl)methyl (MPM) ethers are cleaved by heating with acetic acid for a few hours at 90°C, producing the corresponding phenols and (4-methoxyphenyl)methyl acetate. Under the same conditions alkyl MPM ethers are transformed directly into the corresponding alkyl acetates.

Selective Conversion of m-Hydroxybenzyl Alcohol to m-Hydroxybenzaldehide

Oi, Ryu,Takenaka, Shinji

, p. 1115 - 1116 (1988)

Pt/C-CeCl3-Bi(SO4)3 catalyst system in aqueous methanol has been found to be effective for the selective oxygen oxidation of m-hydroxybenzyl alcohol to m-hydroxybenzaldehide.

-

Meinwald,Chapman

, p. 5800,5802 (1959)

-

-

Sharpless,K.B. et al.

, p. 2503 - 2506 (1976)

-

Highly effective near-infrared activating tripleta-triplet annihilation upconversion for photoredox catalysis

Huang, Ling,Wu, Wenting,Li, Yang,Huang, Kai,Zeng, Le,Lin, Wenhai,Han, Gang

, p. 18460 - 18470 (2020)

Organic triplet-triplet annihilation upconversion (TTA-UC) materials have considerable promise in areas as broad as biology, solar energy harvesting, and photocatalysis. However, the development of highly efficient near-infrared (NIR) light activatable TTA-UC systems remains extremely challenging. In this work, we report on a method of systematically tailoring an annihilator to attain such outstanding systems. By chemical modifications of a commonly used perylene annihilator, we constructed a family of perylene derivatives that have simultaneously tailored triplet excited state energy (T1) and singlet excited state energy (S1), two key annihilator factors to determine TTAUC performance. Via this method, we were able to tune the TTAUC system from an endothermic type to an exothermic one, thus significantly elevating the upconversion performance of NIR light activatable TTA upconversion systems. In conjunction with the photosensitizer PdTNP (10 μM), the upconversion efficiency using the optimal annihilator (100 μM) identified in this study was measured to be 14.1% under the low-power density of NIR light (100 mW/cm2, 720 nm). Furthermore, using such a low concentration of perylene derivative, we demonstrated that the optimal TTA-UC pair developed in our study can act as a highly effective light wavelength up-shifter to enable NIR light to drive a photoredox catalysis that otherwise requires visible light. We found that such an NIR driven method is highly effective and can even surpass directly visible light driven photoredox catalysis. This method is important for photoredox catalysis as NIR light can penetrate much deeper in colored photoredox catalysis reaction solutions, especially when done in a large-scale manner. Furthermore, this TTA-UC mediated photoredox catalysis reaction is found to be outdoor sunlight operable. Thus, our study provides a solution to enhance NIR activatable organic upconversion and set the stage for a wide array of applications that have previously been limited by the suboptimal efficiency of the existing TTA upconversion materials.

Metal-Free Electrocatalytic Aerobic Hydroxylation of Arylboronic Acids

Luo, Jian,Hu, Bo,Sam, Alyssa,Liu, T. Leo

, p. 361 - 364 (2018)

Hydroxylation of arylboronic acids to aryl alcohols was realized by a scalable electrocatalytic method. The present electrochemical hydroxylation employs low-cost methyl viologen as an organic cathodic electrocatalyst and involves O2 as a green and sustainable reactant. The electrochemical kinetic studies shown here can be a powerful tool to gain rich mechanistic and kinetic information and thus an in-depth understanding of the electrocatalytic mechanism.

Radiation chemical oxidation of benzaldehyde, acetophenone, and benzophenone

Sharma,Mudaliar,Rao,Mohan,Mittal

, p. 8402 - 8408 (1997)

Radiation chemical reactions of ·OH, O·-, and SO4·- with benzaldehyde, acetophenone, and benzophenone have been studied using both pulse and steady-state radiolysis techniques. The observed rates for the ·OH addition (k = (2.6-8.8)×109 M-1 s-1) are higher than those found for the SO4·- reaction (k = (0.7-4.0)×109 M-1 s-1). The rate for the reaction of O·- with benzaldehyde is higher than that found for ·OH, while a reverse trend is observed in the case of the two ketones. Optical absorption spectra of the intermediate transients formed in the reactions of ·OH and SO4·- with all three compounds are similar with a peak around 370-380 nm. The absorption spectra from the O·- reaction have shown a major peak at 310 nm and are somewhat different from those obtained in the reaction of ·OH. The yields of the phenolic products formed in the reaction of ·OH with benzaldehyde and acetophenone in the presence of 0.1 mM ferricyanide corresponded to only 30% and 50% ·OH yields, respectively. Benzoic acid is a major product formed with benzaldehyde in the reaction of ·OH as well as SO4·- with G values of 2.1 and 1.3 per 100 eV, respectively. The formation of the exocyclic OH adduct is a major pathway in the reactions of ·OH (by addition) and of SO4·- from hydrolysis of the initially formed radical cation (k = 2.4×104 s-1) with benzaldehyde. The exocyclic OH adduct undergoes disproportionation to give benzoic acid. The formation of the exocyclic OH adduct of acetophenone is possibly hindered owing to the bulky COCH3 group.

Pyridinium Chlorochromate Supported on Montmorillonite–KSF as a Versatile Oxidant under Ball Milling Conditions

Hosseinzadeh, Rahman,Narimani, Erfan,Mavvaji, Mohammad

, p. 461 - 471 (2021/08/09)

-

La(OH)3nanoparticles immobilized on Fe3O4@chitosan composites as novel magnetic nanocatalysts for sonochemical oxidation of benzyl alcohol to benzaldehyde

Fadaeian, Manoochehr,Ghomi, Javad Safaei,Javidfar, Fereshteh

, p. 35988 - 35993 (2021/12/02)

This work introduces an eco-friendly method for immobilization of La(OH)3 nanoparticles on modified Fe3O4 nanoparticles. The structural and morphological characteristics of the nanocatalyst were determined by various analytical techniques including, FT-IR, EDS, FESEM, VSM and XRD. The catalytic efficiency of the Fe3O4@Cs/La(OH)3 composite as a heterogeneous nanocatalyst was evaluated by selective oxidation of benzylic alcohols to aldehydes. The optimum reaction conditions including time, temperature, nanocatalyst dosage, and solvent were investigated for ultrasound-assisted oxidation processes. Furthermore, the magnetic nanocatalyst was recovered up to seven times without considerable activity loss. Furthermore, the proposed nanocomposite had a remarkable effect on reducing the reaction time and enhancing the yield. This journal is

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