Product Name

  • Name

    3,4,5-Trimethoxybenzaldehyde

  • EINECS 201-701-6
  • CAS No. 86-81-7
  • Article Data250
  • CAS DataBase
  • Density 1.133 g/cm3
  • Solubility slightly soluble in water; soluble in methanol: 0.1 g/mL, clear
  • Melting Point 72-74 °C(lit.)
  • Formula C10H12O4
  • Boiling Point 311.4 °C at 760 mmHg
  • Molecular Weight 196.203
  • Flash Point 136.8 °C
  • Transport Information
  • Appearance white to creamy powder or flakes
  • Safety 22-24/25-45-36/37/39-27-26
  • Risk Codes 36/37/38-34
  • Molecular Structure Molecular Structure of 86-81-7 (3,4,5-Trimethoxybenzaldehyde)
  • Hazard Symbols IrritantXi,CorrosiveC
  • Synonyms NSC 16692;
  • PSA 44.76000
  • LogP 1.52490

Synthetic 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
...Expand
(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%
...Expand
(S)-1-Aminoindane
10277-74-4, 34698-41-4, 61341-86-4, 61949-83-5

(S)-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%
(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%

3,4,5-Trimethoxybenzaldehyde Chemical Properties

MF: C10H12O4
MW: 196.2
EINECS: 201-701-6
mp  72-74 °C(lit.)
bp  163-165 °C10 mm Hg(lit.)
Fp  163-165°C/10mm
solubility  methanol: 0.1 g/mL, clear
WATER Solubility  slightly soluble
Sensitive  Air Sensitive
Appearance White to light yellow needle crystal.

3,4,5-Trimethoxybenzaldehyde Uses

3,4,5-Trimethoxybenzaldehyde is an important starting material used in the synthesis of certain pharmaceuticals, such as the antibacterial Trimethoprim.

3,4,5-Trimethoxybenzaldehyde Production

3,4,5-Trimethoxybenzaldehyde is obtained by methylation with dimethylsulfate.

3,4,5-Trimethoxybenzaldehyde Toxicity Data With Reference

RTECS  CU8462000

3,4,5-Trimethoxybenzaldehyde Safety Profile

Hazard Codes  Xi,C
Risk Statements  36/37/38-34
Safety Statements  22-24/25-45-36/37/39-27-26
WGK Germany  3
Hazard Note  Irritant

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