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86-81-7 Usage

Chemical Properties

white to creamy powder or flakes

Uses

3,4,5-Trimethoxybenzaldehyde (cas# 86-81-7) is a compound useful in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 86-81-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 6 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 86-81:
(4*8)+(3*6)+(2*8)+(1*1)=67
67 % 10 = 7
So 86-81-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O4/c1-12-8-4-7(6-11)5-9(13-2)10(8)14-3/h4-6H,1-3H3

86-81-7 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (T0059)  3,4,5-Trimethoxybenzaldehyde  >98.0%(GC)

  • 86-81-7

  • 25g

  • 150.00CNY

  • Detail
  • TCI America

  • (T0059)  3,4,5-Trimethoxybenzaldehyde  >98.0%(GC)

  • 86-81-7

  • 100g

  • 460.00CNY

  • Detail
  • TCI America

  • (T0059)  3,4,5-Trimethoxybenzaldehyde  >98.0%(GC)

  • 86-81-7

  • 500g

  • 1,850.00CNY

  • Detail
  • Alfa Aesar

  • (A15038)  3,4,5-Trimethoxybenzaldehyde, 98%   

  • 86-81-7

  • 25g

  • 156.0CNY

  • Detail
  • Alfa Aesar

  • (A15038)  3,4,5-Trimethoxybenzaldehyde, 98%   

  • 86-81-7

  • 100g

  • 469.0CNY

  • Detail
  • Alfa Aesar

  • (A15038)  3,4,5-Trimethoxybenzaldehyde, 98%   

  • 86-81-7

  • 500g

  • 1875.0CNY

  • Detail

86-81-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4,5-Trimethoxybenzaldehyde

1.2 Other means of identification

Product number -
Other names tri-o-methylgallaldehyde

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:86-81-7 SDS

86-81-7Synthetic route

acetoxy(benzo[1,3]dioxol-5-yl)(dimethylphenylsilyloxy)methane
227624-45-5

acetoxy(benzo[1,3]dioxol-5-yl)(dimethylphenylsilyloxy)methane

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With silica gel Hydrolysis;100%
(3,4,5-trimethoxyphenyl)methanol
3840-31-1

(3,4,5-trimethoxyphenyl)methanol

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With tert.-butylhydroperoxide; V/SiO2 In decane; tert-butyl alcohol at 25℃; for 5h;99.6%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In aq. phosphate buffer; acetonitrile at 20℃; for 24h; pH=6; Enzymatic reaction;99%
With Iron(III) nitrate nonahydrate; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 60℃; for 3h; Schlenk technique; Green chemistry;99%
2,6-dibromo-3,4,5-trimethoxybenzyl alcohol

2,6-dibromo-3,4,5-trimethoxybenzyl alcohol

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-dibromo-3,4,5-trimethoxybenzyl alcohol With potassium pyrosulfate In hexane at 36℃; for 120h;
Stage #2: With sodium nitrate; hydrogen hexachloroiridate In hexane at 45℃; for 3h; Temperature;
99.1%
(dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanol
227624-38-6

(dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanol

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: (dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanol With tert.-butylnitrite In benzene Nitrosation;
Stage #2: In benzene at 0℃; Elimination; Photolysis; Further stages.;
98%
5-(chloromethyl)-1,2,3-trimethoxybenzene
3840-30-0

5-(chloromethyl)-1,2,3-trimethoxybenzene

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;98%
Multi-step reaction with 2 steps
1: 90 °C
2: acetic acid; water / 80 °C
View Scheme
dimethyl sulfate
77-78-1

dimethyl sulfate

syringic aldehyde
134-96-3

syringic aldehyde

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With sodium hydroxide; adogen 464 In dichloromethane; water for 16h; Ambient temperature;96%
With potassium hydroxide; sodium carbonate In water; acetone for 18h; Heating;91.5%
With potassium carbonate In acetone for 2h; Heating;9 g
With potassium carbonate In acetone Williamson Ether Synthesis;
2-(3,4,5-trimethoxyphenyl)-1,3-dithiane
57009-70-8

2-(3,4,5-trimethoxyphenyl)-1,3-dithiane

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-(3,4,5-trimethoxyphenyl)-1,3-dithiane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h;
Stage #2: With water In dichloromethane at 0 - 20℃; for 1.25h;
96%
With tetra-N-butylammonium tribromide In dichloromethane at 0 - 5℃; for 0.5h;86%
With tert.-butylhydroperoxide In methanol; water Heating;76%
5-(bis-ethylsulfanyl-methyl)-1,2,3-trimethoxy-benzene

5-(bis-ethylsulfanyl-methyl)-1,2,3-trimethoxy-benzene

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In dichloromethane at 0 - 5℃; for 0.0833333h;96%
Stage #1: 5-(bis-ethylsulfanyl-methyl)-1,2,3-trimethoxy-benzene With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h;
Stage #2: With water In dichloromethane at 0 - 20℃; for 0.5h;
96%
With dihydrogen peroxide; vanadia; ammonium bromide In dichloromethane; water at 0 - 5℃; for 1.5h;94%
With ammonium heptamolybdate; dihydrogen peroxide; ammonium bromide; perchloric acid In dichloromethane; water at 0 - 5℃; for 0.5h;80%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

syringic aldehyde
134-96-3

syringic aldehyde

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With caesium carbonate In 1,2-dimethoxyethane at 145℃; for 0.416667h; Microwave irradiation; Inert atmosphere; Sealed vessel;96%
1,2-dihydro-1-(3,4,5-trimethoxybenzoyl)-2-quinolinecarbonitrile
81340-18-3

1,2-dihydro-1-(3,4,5-trimethoxybenzoyl)-2-quinolinecarbonitrile

A

quinoline-2-carboxylic acid
93-10-7

quinoline-2-carboxylic acid

B

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With sulfuric acid at 107℃; for 1h;A n/a
B 95%
2-(3,4,5-trimethoxyphenyl)-1,3-dithiane
57009-70-8

2-(3,4,5-trimethoxyphenyl)-1,3-dithiane

A

1,2-dithiolane
557-22-2

1,2-dithiolane

B

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With tetrafluoroboric acid; tris(2,2'-bipyridine)iron(III) perchlorate In water; acetonitrile for 0.0833333h; Ambient temperature;A n/a
B 95%
(3,4,5-trimethoxyphenyl)methanol
3840-31-1

(3,4,5-trimethoxyphenyl)methanol

Dess-Martin periodane
87413-09-0

Dess-Martin periodane

A

1-acetoxy-1,2-benziodoxol-3-one
1829-26-1

1-acetoxy-1,2-benziodoxol-3-one

B

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
In dichloromethane at 25℃; for 0.333333h; Product distribution; reaction with other alcohols;A n/a
B 94%
C n/a
(E)-4-methyl-N'-(3,4,5-trimethoxybenzylidene)benzenesulfonohydrazide

(E)-4-methyl-N'-(3,4,5-trimethoxybenzylidene)benzenesulfonohydrazide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With potassium peroxomonosulphate In water; acetic acid at 40 - 45℃; for 0.5h; Oxidation;94%
2-(3,4,5-trimethoxyphenyl)-1,3-oxathiolane

2-(3,4,5-trimethoxyphenyl)-1,3-oxathiolane

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-(3,4,5-trimethoxyphenyl)-1,3-oxathiolane In ethanol at 20℃;
Stage #2: With water In ethanol at 20℃;
94%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; β‐cyclodextrin In water; acetone at 20℃; for 0.416667h;87%
With ammonium bromide; dihydrogen peroxide; vanadia In dichloromethane at 0 - 5℃; for 1.25h;82%
With perchloric acid; dihydrogen peroxide; ammonium bromide; molybdic acid In dichloromethane at 0 - 5℃; for 3h;75%
3,4,5-trimethoxybenzaldehyde oxime
39201-89-3

3,4,5-trimethoxybenzaldehyde oxime

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; water at 20℃; for 0.0833333h; Hydrolysis;93%
With iron(III) chloride In benzene Heating;92%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 2.5h; Oxidation; oxidative cleavage;89%
5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

9-methyl-9H-fluorene-9-carbonyl chloride
82102-37-2

9-methyl-9H-fluorene-9-carbonyl chloride

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In acetonitrile at 80℃; for 18h; Sealed tube; Glovebox; Inert atmosphere;93%
2-bromo-3,4,5-tri-methoxybenzaldehyde
35274-53-4

2-bromo-3,4,5-tri-methoxybenzaldehyde

A

(+/-)-4,4',5,5',6,6'-hexamethoxy-1,1'-biphenyl-2,2'-dicarbaldehyde
65171-00-8

(+/-)-4,4',5,5',6,6'-hexamethoxy-1,1'-biphenyl-2,2'-dicarbaldehyde

B

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With copper at 250℃; for 0.25h;A 92%
B 3.5%
at 190℃; for 1h; Product distribution; other temperatures and other reaction times;A 73.5%
B 23.5%
at 320℃; for 0.0833333h;A 25%
B 50%
With zinc; bis(triphenylphosphine)nickel(II) chloride In N,N-dimethyl-formamide at 60℃; for 9h; Ullmann-pinacol coupling;A 50%
B 30%
(E)-3,4,5-trimethoxybenzaldehyde oxime
39201-89-3, 65567-36-4, 65567-39-7

(E)-3,4,5-trimethoxybenzaldehyde oxime

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane at 20℃; for 2h;92%
With lanthanum(III) chloride; sodium dihydrogenphosphate In water; acetonitrile at 20℃; for 18h;90%
With triethylammonium chlorochromate(VI) In 1,2-dichloro-ethane for 2h;76%
4-methyl-N′-(3,4,5-trimethoxybenzylidene)-benzenesulfonohydrazide
188493-61-0

4-methyl-N′-(3,4,5-trimethoxybenzylidene)-benzenesulfonohydrazide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tetrahydrofuran; dimethyl sulfoxide for 0.416667h; Ambient temperature;92%
With silica gel; iron(III) chloride for 0.03h; microwave irradiation;92%
3,4,5-Trimethoxybenzaldehyde N,N-dimethylhydrazone
105143-07-5

3,4,5-Trimethoxybenzaldehyde N,N-dimethylhydrazone

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With triethylene diamine nickel thiosulfate; water In chloroform at 20℃; for 0.0833333h; Hydrolysis;92%
With chloro-trimethyl-silane; sodium iodide In water; acetonitrile for 0.0833333h; deprotection;87%
3,4,5-trimethoxybenzaldehyde dimethyl acetal
59276-37-8

3,4,5-trimethoxybenzaldehyde dimethyl acetal

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 25℃; for 16h;92%
With β‐cyclodextrin In methanol; water at 50℃; for 10h;78%
(3,4,5-Trimethoxyphenyl)methylene diacetate
30225-78-6

(3,4,5-Trimethoxyphenyl)methylene diacetate

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With water; titanium(IV) fluoride at 60℃; for 24h; screw-capped vial;92%
With ammonium acetate for 0.00416667h; microwave irradiation;85%
N-(2,4-dinitrophenyl)-N'-(3',4',5'-trimethoxybenzylidene)hydrazone
14400-76-1

N-(2,4-dinitrophenyl)-N'-(3',4',5'-trimethoxybenzylidene)hydrazone

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
aluminum oxide; potassium permanganate at 20℃; for 0.0166667h;92%
N,N-diethyl(3,4,5-trimethoxyphenyl)carboxamide
5470-42-8

N,N-diethyl(3,4,5-trimethoxyphenyl)carboxamide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.5h;92%
3,4,5-trimethoxytoluene
6443-69-2

3,4,5-trimethoxytoluene

A

3,4,5-trimethoxybenzyl acetate
72092-48-9

3,4,5-trimethoxybenzyl acetate

B

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With oxygen; cobalt(II) acetate; manganese(II) acetate In acetic acid at 110℃; under 2280 Torr; for 2h;A 4.2%
B 91.2%
1,2-bis(3,4,5-trimethoxyphenyl)ethane-1,2-diol
112867-71-7

1,2-bis(3,4,5-trimethoxyphenyl)ethane-1,2-diol

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With silica gel; periodic acid at 20℃; for 0.25h; Neat (no solvent);91%
With aluminum oxide; potassium metaperiodate for 0.166667h; Microwave irradiation;40%
5-[(3,4,5-trimethoxyphenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
87212-60-0

5-[(3,4,5-trimethoxyphenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With oxone In water; acetonitrile at 45℃; for 1h; Reagent/catalyst; Solvent; Temperature;91%
syringic aldehyde
134-96-3

syringic aldehyde

methyl iodide
74-88-4

methyl iodide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃;90%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; for 6h;90%
With potassium carbonate In N,N-dimethyl-formamide Heating; Inert atmosphere;89%
3,4,5-trimethoxybenzohydrazide
3291-03-0

3,4,5-trimethoxybenzohydrazide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform at 20℃; for 0.5h;89.2%
With ammonium hydroxide; potassium hexacyanoferrate(III) In dichloromethane; water at 20℃; for 4h;85%
Stage #1: 3,4,5-trimethoxybenzohydrazide With potassium hexacyanoferrate(III)
Stage #2: With ammonium hydroxide In toluene
Stage #3: In water at 20℃;
81%
With ammonium hydroxide; potassium hexacyanoferrate(III)
Multi-step reaction with 2 steps
1: pyridine
2: Na2CO3; ethylene glycol / 150 - 160 °C
View Scheme
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

aniline
62-53-3

aniline

N-(3,4,5-trimethoxybenzylidene)aniline
114468-30-3, 32349-41-0

N-(3,4,5-trimethoxybenzylidene)aniline

Conditions
ConditionsYield
In chloroform Ambient temperature;100%
sodium hydrogen sulfate; silica gel at 60 - 62℃; for 0.025h; microwave irradiation;94%
In ethanol at 20℃;87%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxytoluene
6443-69-2

3,4,5-trimethoxytoluene

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxy-benzaldehyde With hydrazine hydrate; potassium hydroxide In ethylene glycol at 70℃; for 2h; Wolff-Kishner Reduction;
Stage #2: In ethylene glycol at 150℃; for 2h;
100%
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 1.5h;98%
With hydrogen; palladium on activated charcoal In acetic acid under 30002.4 Torr; for 72h; Ambient temperature;97%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

(3,4,5-trimethoxyphenyl)methanol
3840-31-1

(3,4,5-trimethoxyphenyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 4h;100%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h; Inert atmosphere;100%
With sodium tetrahydroborate In methanol at 20℃; for 1h;99%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate
1878-29-1, 30273-65-5, 31892-98-5

ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With lithium chloride In tetrahydrofuran at 20℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
Stage #2: 3,4,5-trimethoxy-benzaldehyde With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
100%
With potassium carbonate In water at 70℃; for 4h;90%
With potassium carbonate In water at 70℃; for 4h; Wittig Olefination; stereoselective reaction;90%
4-acetyltropolone
1738-16-5

4-acetyltropolone

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

4-(3,4,5-trimethoxycinnamoyl)tropolone

4-(3,4,5-trimethoxycinnamoyl)tropolone

Conditions
ConditionsYield
With potassium hydroxide In methanol at 0℃;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Trimethylenediamine
109-76-2

Trimethylenediamine

N,N'-bis-(3,4,5-trimethoxybenzylidene)-1,3-diaminopropane
126556-34-1

N,N'-bis-(3,4,5-trimethoxybenzylidene)-1,3-diaminopropane

Conditions
ConditionsYield
In methanol for 1h; Ambient temperature;100%
In ethanol for 1h; Heating;59%
In methanol at 20℃;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate
130190-35-1

dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate

Conditions
ConditionsYield
With dibutylamine In diethyl ether at 20℃; for 3h;100%
With sodium methylate In methanol at 50℃;96.5%
With methanol; sodium for 0.5h; Heating;90%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2-cyano-3-(3,4,5-trimethoxyphenyl)acrylic acid ethyl ester
2601-03-8

2-cyano-3-(3,4,5-trimethoxyphenyl)acrylic acid ethyl ester

Conditions
ConditionsYield
With ytterbium(III) triflate at 80 - 85℃; Knoevenagel condensation; neat (no solvent);100%
With recovered palladium catalyst In ethanol at 20℃; for 18h; Knoevenagel Condensation; Green chemistry;97%
With montmorillonitesilylpropylidenediamine In toluene Ambient temperature;96%
With piperidine In ethanol at 20℃;
In ethanol at 20℃; Knoevenagel Condensation; Sonication;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

acetone
67-64-1

acetone

4-(3,4,5-trimethoxyphenyl)-3-buten-2-one
10421-02-0

4-(3,4,5-trimethoxyphenyl)-3-buten-2-one

Conditions
ConditionsYield
With sodium hydroxide for 72h; Ambient temperature;100%
With sodium hydroxide In ethanol; water for 0.75h; Ambient temperature;79%
With sodium hydroxide In water at 20℃; for 20h;57%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

(R)-Thiazolidine-4-carboxylic acid hydrazide
156320-26-2

(R)-Thiazolidine-4-carboxylic acid hydrazide

(R)-Thiazolidine-4-carboxylic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide

(R)-Thiazolidine-4-carboxylic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

2,2-dimethoxy-N-<(3',4',5'-trimethoxyphenyl)methylene>ethylamine
39964-85-7

2,2-dimethoxy-N-<(3',4',5'-trimethoxyphenyl)methylene>ethylamine

Conditions
ConditionsYield
In benzene for 5.25h; Heating;100%
With magnesium sulfate In chloroform at 20℃; for 24h;100%
With magnesium sulfate In chloroform at 20℃; for 24h;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3,4,5-trimethoxybenzaldehyde dimethyl acetal
59276-37-8

3,4,5-trimethoxybenzaldehyde dimethyl acetal

Conditions
ConditionsYield
With montmorillonite K10 In methanol at 40℃; for 18h; Inert atmosphere;100%
With camphorsulfonic acid In methanol at 20℃; for 60h; Inert atmosphere;99%
Stage #1: 3,4,5-trimethoxy-benzaldehyde; trimethyl orthoformate With ammonium chloride In methanol for 3h; Inert atmosphere; Reflux;
Stage #2: With triethylamine In methanol at 20℃; for 0.0833333h;
99%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxybenzonitrile
1885-35-4

3,4,5-trimethoxybenzonitrile

Conditions
ConditionsYield
With hydroxylamine hydrochloride In 1-methyl-pyrrolidin-2-one at 100℃; for 0.5h;100%
With oxygen; copper; ammonium chloride In pyridine at 60℃; for 24h;98%
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 25℃; for 0.00277778h; Schmidt Reaction; Flow reactor;98%
4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one
80483-34-7

4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

4-Benzo[1,3]dioxol-5-ylmethyl-3-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-dihydro-furan-2-one
144539-72-0

4-Benzo[1,3]dioxol-5-ylmethyl-3-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-dihydro-furan-2-one

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -10 - 10℃;100%
With lithium diisopropyl amide 1.) THF, -70 deg C, 10 min, 2.) THF, -70 deg C, 30 min; Multistep reaction;
Stage #1: 4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.75h;
Stage #2: 3,4,5-trimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 0.166667h;
carbon tetrabromide
558-13-4

carbon tetrabromide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene
77295-62-6

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.25h; Corey-Fuchs homologation;
Stage #2: 3,4,5-trimethoxy-benzaldehyde In dichloromethane at 0℃; for 0.0833333h; Corey-Fuchs homologation;
100%
With triphenylphosphine In dichloromethane at 25℃; for 16h;99%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 3,4,5-trimethoxy-benzaldehyde In dichloromethane Inert atmosphere; Schlenk technique;
94%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

2-(3,4,5-trimethoxy)phenyltetrahydro-(2H)-1,3-oxazine
253453-32-6

2-(3,4,5-trimethoxy)phenyltetrahydro-(2H)-1,3-oxazine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1-(trimethylsilyl)-1H-benzotriazole
43183-36-4

1-(trimethylsilyl)-1H-benzotriazole

1-[trimethylsilyloxy-(3,4,5-trimethoxyphenyl)methyl]benzotriazole

1-[trimethylsilyloxy-(3,4,5-trimethoxyphenyl)methyl]benzotriazole

Conditions
ConditionsYield
With potassium trimethylsilonate at 20℃; for 0.5h;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

5-oxo-1-(trimethylsilyl)-L-proline trimethylsilyl ester

5-oxo-1-(trimethylsilyl)-L-proline trimethylsilyl ester

trimethylsilyl 1-[trimethylsilyloxy-(3,4,5-trimethoxyphenyl)methyl]pyroglutamate

trimethylsilyl 1-[trimethylsilyloxy-(3,4,5-trimethoxyphenyl)methyl]pyroglutamate

Conditions
ConditionsYield
With potassium tert-butylate at 100℃; for 4.5h;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol
76774-00-0

1-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
In tetrahydrofuran at 0 - 20℃;95%
In tetrahydrofuran88%
3-bromopropylamine hydrochloride
5003-71-4

3-bromopropylamine hydrochloride

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxybenzylidene-(3-bromo-1-propylamine)

3,4,5-trimethoxybenzylidene-(3-bromo-1-propylamine)

Conditions
ConditionsYield
Stage #1: 3-bromopropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h;
Stage #2: 3,4,5-trimethoxy-benzaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;
100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

N-(3,4,5-trimethoxybenzyl)hydroxylamine
51307-65-4

N-(3,4,5-trimethoxybenzyl)hydroxylamine

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxy-benzaldehyde With hydroxylamine hydrochloride; sodium acetate; sodium cyanoborohydride In methanol; water for 6h;
Stage #2: With hydrogenchloride; water In methanol for 16h; pH=1;
100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

aniline
62-53-3

aniline

(E)-N-phenyl-1-(3,4,5-trimethoxyphenyl)methanimine
114468-30-3

(E)-N-phenyl-1-(3,4,5-trimethoxyphenyl)methanimine

Conditions
ConditionsYield
at 80℃; under 15.0015 Torr; for 3h;100%
In ethanol at 20℃; for 120h;90%
With 4 A molecular sieve
at 80℃; under 15.0015 - 15.7516 Torr;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine
93102-05-7

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

3-benzyl-5-(3',4',5'-trimethoxyphenyl)oxazolidine

3-benzyl-5-(3',4',5'-trimethoxyphenyl)oxazolidine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0 - 25℃;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

GlyOEt*HCl
459-73-4

GlyOEt*HCl

C14H19NO5
1165938-87-3

C14H19NO5

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

4-[(tert-butyldimethylsilyl)oxy]aniline
111359-74-1

4-[(tert-butyldimethylsilyl)oxy]aniline

4-(tert-butyldimethylsilyloxy)-N-(3,4,5-trimethoxybenzylidene)aniline

4-(tert-butyldimethylsilyloxy)-N-(3,4,5-trimethoxybenzylidene)aniline

Conditions
ConditionsYield
In ethanol for 3h; Reflux;100%
3,5-dimethyl-4-nitroisoxazole
1123-49-5

3,5-dimethyl-4-nitroisoxazole

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

C15H16N2O6

C15H16N2O6

Conditions
ConditionsYield
With pyrrolidine In neat (no solvent) at 20℃; for 0.166667h; Aldol Condensation;100%
With piperidine In ethanol at 65℃; Knoevenagel Condensation;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

benzil
134-81-6

benzil

urea
57-13-6

urea

4,5‐diphenyl‐2‐(3,4,5‐trimethoxyphenyl)‐1H‐imidazole
190780-24-6

4,5‐diphenyl‐2‐(3,4,5‐trimethoxyphenyl)‐1H‐imidazole

Conditions
ConditionsYield
With ammonium acetate; zinc(II) chloride at 70 - 110℃; for 0.5h; Green chemistry;100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

C19H21NO3

C19H21NO3

Conditions
ConditionsYield
In neat (no solvent, solid phase) Milling;100%
(R)-1-Aminoindane
10277-74-4

(R)-1-Aminoindane

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

C19H21NO3

C19H21NO3

Conditions
ConditionsYield
In neat (no solvent, solid phase) Milling;100%

86-81-7Relevant articles and documents

Highly dispersed cobalt oxide nanoparticles on manganese oxide nanotubes for aerobic oxidation of benzyl alcohol

Reddy, Velma Ganga,Jampaiah, Deshetti,Chalkidis, Anastasios,Sabri, Ylias M.,Mayes, Edwin L.H.,Bhargava, Suresh K.

, (2019)

Hybrid Co3O4/MnO2 nanotube-based catalysts were prepared by a simple hydrothermal synthesis method. The physico-chemical properties of Co3O4/MnO2 catalyst were then studied by different characterization techniques, namely, SEM, TEM and HR-TEM, XRD, BET surface area, XPS and H2-TPR. The hybrid catalyst showed superior catalytic performance toward benzyl alcohol oxidation than pure MnO2 nanotubes and Co3O4 nanoparticles. The uniform dispersion of Co3O4 nanoparticles, good redox behaviour, the variable oxidation states of manganese and cobalt (Mn3+/4+ or Co3+/2+) as well as the abundance of active surface oxygen species were responsible for such a high catalytic activity.

Reversible Redox Activity in Multicomponent Metal-Organic Frameworks Constructed from Trinuclear Copper Pyrazolate Building Blocks

Tu, Binbin,Pang, Qingqing,Xu, Huoshu,Li, Xiaomin,Wang, Yulin,Ma, Zhen,Weng, Linhong,Li, Qiaowei

, p. 7998 - 8007 (2017)

Inorganic functionalization of metal-organic frameworks (MOFs), such as incorporation of multiple inorganic building blocks with distinct metals into one structure and further modulation of the metal charges, endows the porous materials with significant properties toward their applications in catalysis. In this work, by an exploration of the role of 4-pyrazolecarboxylic acid (H2PyC) in the formation of trinuclear copper pyrazolate as a metalloligand in situ, four new MOFs with multiple components in order were constructed through one-pot synthesis. This metalloligand strategy provides multicomponent MOFs with new topologies (tub for FDM-4 and tap for FDM-5) and is also compatible with a second organic linker for cooperative construction of complex MOFs (1,4-benzenedicarboxylic acid for FDM-6 and 2,6-naphthalenedicarboxylic acid for FDM-7). The component multiplicity of these MOFs originates from PyC's ability to separate Cu and Zn on the basis of their differentiated binding affinities toward pyrazolate and carboxylate. These MOFs feature reversible and facile redox transformations between CuI3(PyC)3 and CuII3(μ-OH)(PyC)3(OH)3 without altering the connecting geometries of the units, thus further contributing to the significant catalytic activities in the oxidation of CO and aromatic alcohols and the decomposition of H2O2. This study on programming multiple inorganic components into one framework and modulating their electronic structures is an example of functionalizing the inorganic units of MOFs with a high degree of control.

Polyaniline supported vanadium catalyzed aerobic oxidation of alcohols to aldehydes and ketones

Reddy, Sabbasani Rajasekhara,Das, Subhabrata,Punniyamurthy

, p. 3561 - 3564 (2004)

Polyaniline supported vanadium complex 1 catalyzes efficiently the oxidation of alcohols to aldehydes and ketones in high yields under molecular oxygen in toluene at ca. 100°C. The catalyst 1 can be recycled without loss of activity.

Visible-Light-Induced Selective C-C Bond Cleavage Reactions of Dimeric β-O-4 and β-1 Lignin Model Substrates Utilizing Amine-Functionalized Fullerene

Cho, Dae Won,Jang, Hannara,Kim, Min-Ji,Kim, Young-Il,Lim, Dong Hyun,Lim, Suk Hyun,Wee, Kyung-Ryang

, p. 2289 - 2300 (2022/02/07)

Finding a selective and efficient fragmentation process under ambient conditions is pivotal for the generation of fuels and chemical feedstocks from lignoceullosic biomass. In the present study, visible-light and amine-functionalized fullerene-based photocatalyst-promoted photodegradation reactions of dimeric β-O-4 and β-1 lignin model compounds, containing varying numbers of methoxy substituents on the arene ring, were explored to find and develop mild, eco-friendly photochemical techniques for efficient delignification. The results showed that, in contrast to well-known organic photoredox catalysts, amine-functionalized fullerene photocatalyst promoted photochemical reactions of lignin model compounds could lead to more efficient lignin fragmentation reactions through a pathway involving a selective Cα-Cβ bond cleavage process, and in addition, Cα-hydroxyl moiety in lignin model compounds played a significant role in the success of the Cα-Cβ bond cleavage reaction of lignin model substrates.

Exploring the Electronic Properties of Extended Benzofuran-Cyanovinyl Derivatives Obtained from Lignocellulosic and Carbohydrate Platforms Raw Materials

Ibrahim, Nagham,Moussallem, Chady,Allain, Magali,Segut, Olivier,Gohier, Frédéric,Frère, Pierre

, p. 475 - 482 (2021/03/31)

Two series of linear extended benzofuran derivatives associating cyanovinyl unit and phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be series) or furaldehyde –saccharide (Fu series) platforms were prepared in order to investigate their emission and electrochemical properties. For the fluorescence in solution and solid states, contrasting results between the two series were demonstrated. For Be series a net aggregation induced emission effect was observed with high fluorescence quantum yield for the solid state. A [2+2] cycloaddition under irradiation at 350 nm was also revealed for one derivative of Be series. In contrast, for Fu series the fluorescence in solution is higher than in the solid state. The X-ray crystallography studies for the compounds reveal the formation of strong π-π stacking for the derivatives without emissive property in the solid state and the presence of essentially lateral contacts for emissive compounds. Taking advantage of the propensity to develop 2D π-stacking mode for the more extended derivative with a central furan cycle, organic field effect transistors presenting hole mobility have been made.

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