Product Name

  • Name

    2,3-Dimethoxybenzaldehyde

  • EINECS 201-677-7
  • CAS No. 86-51-1
  • Article Data79
  • CAS DataBase
  • Density 1.114 g/cm3
  • Solubility
  • Melting Point 48-52 °C(lit.)
  • Formula C9H10O3
  • Boiling Point 266.7 °C at 760 mmHg
  • Molecular Weight 166.177
  • Flash Point 105.8 °C
  • Transport Information
  • Appearance white to brown crystalline powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 86-51-1 (2,3-Dimethoxybenzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms o-Veratraldehyde(6CI,7CI,8CI);Benzaldehyde,2,3-dimethoxy-;5,6-Dimethoxybenzaldehyde;NSC403661;NSC 51953;NSC 6314;
  • PSA 35.53000
  • LogP 1.51630

Synthetic route

2,3-dimethoxybenzyl alcohol
5653-67-8

2,3-dimethoxybenzyl alcohol

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate In acetonitrile for 1.4h; Heating;99%
With benzyltriphenylphosphonium dichromate In acetonitrile for 0.333333h; Oxidation; Heating;98%
With benzyltriphenylphosphonium chlorochromate In dichloromethane for 0.0333333h; Oxidation; microwave irradiation;98%
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 42h;99%
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In benzene98.7%
With potassium carbonate In methanol for 2.5h; Heating;93%
With potassium carbonate In benzene for 26h; Heating;89%
formaldehyd
50-00-0

formaldehyd

1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 6h;94.4%
1-(bis-ethylsulfanyl-methyl)-2,3-dimethoxy-benzene

1-(bis-ethylsulfanyl-methyl)-2,3-dimethoxy-benzene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In dichloromethane; water at 20℃; for 0.166667h;90%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2,3-dihydroxybenzaldehyde With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: dimethyl sulfate In acetone at 20℃; for 5h;
89%
With sodium hydroxide In water for 1h; Heating;68%
2,3-dimethoxyphenyl triflate
213479-69-7

2,3-dimethoxyphenyl triflate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;83%
With triethylsilane; potassium acetate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 50℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve;72%
formic acid
64-18-6

formic acid

1-iodo-2,3-dimethoxybenzene
25245-33-4

1-iodo-2,3-dimethoxybenzene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 4h; Sealed tube;82%
1,2-Dimethoxy-3-phenethyloxymethyl-benzene
121336-26-3

1,2-Dimethoxy-3-phenethyloxymethyl-benzene

A

2-phenylethanol
60-12-8

2-phenylethanol

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 12.5h;A 75%
B 73%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;73%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

A

3-hydroxy-2-methoxybenzaldehyde
66495-88-3

3-hydroxy-2-methoxybenzaldehyde

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2,3-dihydroxybenzaldehyde With potassium hydrogencarbonate In N,N-dimethyl-formamide for 0.5h; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 28h; Inert atmosphere;
A 72%
B n/a
Stage #1: 2,3-dihydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 18h;
A 57%
B 19%
Stage #1: 2,3-dihydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 18h;
A 57%
B 19%
With sodium hydride In dimethyl sulfoxide at 25℃; for 17h; NaH : pyrocatechlol 1.1; Yields of byproduct given;A 52%
B n/a
1-((2,3-dimethoxybenzyl)oxy)-1H-benzo[d][1,2,3]triazole

1-((2,3-dimethoxybenzyl)oxy)-1H-benzo[d][1,2,3]triazole

4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

A

C15H15NO4

C15H15NO4

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium phosphate; water; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether In toluene at 100℃; for 18h;A 67%
B n/a
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

A

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 25℃; for 17h; NaH : pyrocatechlol 2.2; Yields of byproduct given;A 58%
B n/a
2-(2,3-dimethoxyphenyl)-2-hydroxyacetonitrile
99060-42-1

2-(2,3-dimethoxyphenyl)-2-hydroxyacetonitrile

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1,2-dimethoxy-3-((1E)-prop-1-en-1-yl)benzene
167774-23-4

1,2-dimethoxy-3-((1E)-prop-1-en-1-yl)benzene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium dichromate; sulfuric acid; 4-aminobenzene sulfonic acid
With potassium dichromate; sulfuric acid
With ozone; ethyl acetate at -20℃; und Erhitzen des Reaktionsgemisches mit Wasserdampf;
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

A

2,3-dimethoxybenzaldehyde dimethylacetal
59276-32-3

2,3-dimethoxybenzaldehyde dimethylacetal

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide
2,3-dimethoxybenzoyl chloride
7169-06-4

2,3-dimethoxybenzoyl chloride

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With Pd-BaSO4; xylene at 140℃; Hydrogenation;
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With oxygen; copper; sodium carbonate; copper(I) chloride 1.) CH3CN; Multistep reaction;
2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

A

2,3-dimethoxybenzyl alcohol
5653-67-8

2,3-dimethoxybenzyl alcohol

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With chloro-trimethyl-silane; diisobutylaluminium hydride; triethylamine 1.) CH2Cl2, 0 deg C; 2.) CH2Cl2, -78 deg C; Yield given. Multistep reaction. Yields of byproduct given;
hydrogenchloride
7647-01-0

hydrogenchloride

(2-benzo[1,3]dioxol-5-yl-ethyl)-(2,3-dimethoxy-benzyliden)-amine

(2-benzo[1,3]dioxol-5-yl-ethyl)-(2,3-dimethoxy-benzyliden)-amine

A

homopiperonylamine hydrochloride
1653-64-1

homopiperonylamine hydrochloride

B

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

alkali salt of 2-oxy-3-methoxy-benzaldehyde

alkali salt of 2-oxy-3-methoxy-benzaldehyde

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With alkaline solution
tetrachloromethane
56-23-5

tetrachloromethane

2,3-dimethoxybenzoyl chloride
7169-06-4

2,3-dimethoxybenzoyl chloride

palladium-barium sulfate

palladium-barium sulfate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
at 140℃; Hydrogenation;
dimethyl sulfate
77-78-1

dimethyl sulfate

sodium salt of 2-oxy-3-methoxy-benzaldehyde

sodium salt of 2-oxy-3-methoxy-benzaldehyde

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With benzene
2-cyano-3t-(2,3-dimethoxy-phenyl)-acrylic acid
91106-58-0

2-cyano-3t-(2,3-dimethoxy-phenyl)-acrylic acid

KOH-solution

KOH-solution

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

2-benzyl-3-(2,3-dimethoxyphenyl)-5-propylcarbamoyl-2,3-dihydroisoxazole-4-carboxylic acid methyl ester
919112-52-0

2-benzyl-3-(2,3-dimethoxyphenyl)-5-propylcarbamoyl-2,3-dihydroisoxazole-4-carboxylic acid methyl ester

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
In tetrahydrofuran Heating;
C-(2,3-dimethoxyphenyl)-N-benzyl-nitrone
868775-52-4, 919112-38-2

C-(2,3-dimethoxyphenyl)-N-benzyl-nitrone

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 73 percent / benzene / 22 h / 20 °C
2: 37 percent / methanol / 3 h / 20 °C
3: tetrahydrofuran / Heating
View Scheme
2-benzyl-3-(2,3-dimethoxyphenyl)-2,3-dihydroisoxazole-4,5-dicarboxylic acid dimethyl ester
919112-44-0

2-benzyl-3-(2,3-dimethoxyphenyl)-2,3-dihydroisoxazole-4,5-dicarboxylic acid dimethyl ester

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 37 percent / methanol / 3 h / 20 °C
2: tetrahydrofuran / Heating
View Scheme
3-ethoxysalicylaldehyde
492-88-6

3-ethoxysalicylaldehyde

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / BBr3 / CHCl3 / 1. 0 deg C, 2.5 h; 2. room temperature, overnight
2: 68 percent / NaOH / H2O / 1 h / Heating
View Scheme
2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform; phosphorus pentachloride
2: palladium-barium sulfate; xylene / 140 °C / Hydrogenation
View Scheme
methylamine
74-89-5

methylamine

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(2,3-dimethoxy-benzylidene)-methyl-amine
722495-95-6

(2,3-dimethoxy-benzylidene)-methyl-amine

Conditions
ConditionsYield
at 20℃; for 12h;100%
In ethanol at 0 - 40℃;90%
With benzene zuletzt unter Erwaermen und Entfernen des gebildeten Wassers;
In benzene for 2h; Reflux;
In ethanol; water
2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

2,3-dimethoxybenzyl alcohol
5653-67-8

2,3-dimethoxybenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 0.166667h;100%
With sodium tetrahydroborate In ethanol for 20h; Ambient temperature;99%
With sodium tetrahydroborate In methanol at 20℃; for 1h;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(+/-)-1-hydroxy-1-(2.3-dimethoxy-phenyl)-pentadecane
33597-07-8

(+/-)-1-hydroxy-1-(2.3-dimethoxy-phenyl)-pentadecane

Conditions
ConditionsYield
Stage #1: 1-Bromotetradecane With iodine; magnesium In diethyl ether
Stage #2: 2,3-dimethyoxybenzaldehyde In diethyl ether for 4h; Reflux;
100%
With lithium In tetrahydrofuran at 0℃;63%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

acetic acid
64-19-7

acetic acid

1-amino-2-propene
107-11-9

1-amino-2-propene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

2-(acetylallylamino)-N-tert-butyl-2-(2,3-dimethoxyphenyl)acetamide
956093-06-4

2-(acetylallylamino)-N-tert-butyl-2-(2,3-dimethoxyphenyl)acetamide

Conditions
ConditionsYield
In methanol at 20℃; for 6h; Ugi reaction;100%
2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C18H19NO2

C18H19NO2

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

(R)-1-Aminoindane

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C18H19NO2

C18H19NO2

Conditions
ConditionsYield
In neat (no solvent, solid phase) Milling;100%
(S)-1,2,3,4-tetrahydronapht-1-yl-amine
23357-52-0

(S)-1,2,3,4-tetrahydronapht-1-yl-amine

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C19H21NO2

C19H21NO2

Conditions
ConditionsYield
In neat (no solvent, solid phase) Milling;100%
(R)-1,2,3,4-Tetrahydro-1-naphthylamine
23357-46-2

(R)-1,2,3,4-Tetrahydro-1-naphthylamine

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C19H21NO2

C19H21NO2

Conditions
ConditionsYield
In neat (no solvent, solid phase) Milling;100%
nitromethane
75-52-5

nitromethane

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1,2-Dimethoxy-3-((E)-2-nitro-vinyl)-benzene
37630-20-9

1,2-Dimethoxy-3-((E)-2-nitro-vinyl)-benzene

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 22℃; for 3h; ultrasound;99%
81%
With sodium hydroxide In methanol; water for 0.5h; Cooling with ice;46%
(2-iodo-4,5-dimethoxybenzyl)triphenylphosphonium bromide

(2-iodo-4,5-dimethoxybenzyl)triphenylphosphonium bromide

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1-(2-(2,3-dimethoxyphenyl)-1-ethenyl)-2-iodo-4,5-dimethoxybenzene

1-(2-(2,3-dimethoxyphenyl)-1-ethenyl)-2-iodo-4,5-dimethoxybenzene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 16h; Wittig reaction;99%
Stage #1: (2-iodo-4,5-dimethoxybenzyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran at 20℃; Wittig reaction; Further stages.;
99%
3-bromopropylamine hydrochloride
5003-71-4

3-bromopropylamine hydrochloride

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

2,3-dimethoxybenzylidene-(3-bromo-1-propylamine)

2,3-dimethoxybenzylidene-(3-bromo-1-propylamine)

Conditions
ConditionsYield
Stage #1: 3-bromopropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h;
Stage #2: 2,3-dimethyoxybenzaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;
99%
N-(4-aminophenyl)-N'-phenylurea
10141-46-5

N-(4-aminophenyl)-N'-phenylurea

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1-[4-(2,3-dimethoxy-benzylamino)phenyl]-3-phenylurea
1173493-02-1

1-[4-(2,3-dimethoxy-benzylamino)phenyl]-3-phenylurea

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol Reflux; Inert atmosphere;99%
α,α-difluoromethyl p-tolyl sulfoxide
32368-82-4

α,α-difluoromethyl p-tolyl sulfoxide

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1-(2,3-dimethoxyphenyl)-2,2-difluoro-2-(p-tolylsulfinyl)ethan-1-ol

1-(2,3-dimethoxyphenyl)-2,2-difluoro-2-(p-tolylsulfinyl)ethan-1-ol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -30℃; for 0.666667h; Inert atmosphere; diastereoselective reaction;99%
malonic acid
141-82-2

malonic acid

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

trans-2,3-dimethoxycinnamic acid
7345-82-6

trans-2,3-dimethoxycinnamic acid

Conditions
ConditionsYield
piperidine In pyridine Heating;98%
With piperidine; pyridine at 120 - 130℃; Knoevenagel condensation;89%
Stage #1: malonic acid; 2,3-dimethyoxybenzaldehyde With pyridine at 50℃; Inert atmosphere;
Stage #2: With piperidine at 80 - 115℃; for 4h; Inert atmosphere;
Stage #3: With hydrogenchloride In water
84%
2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1,2-dimethoxy-3-methylbenzene
4463-33-6

1,2-dimethoxy-3-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 0.75h;98%
With potassium hydroxide; hydrazine In diethylene glycol at 90 - 100℃; for 1.5h;81%
With hydrogenchloride; amalgamated zinc; ethanol
benzyloxy-trimethylsilane
14642-79-6

benzyloxy-trimethylsilane

(2R,3R)-(E)-Methyl 2-acetoxy-3-(dimethylphenylsilyl)-hex-4-enoate
143446-41-7

(2R,3R)-(E)-Methyl 2-acetoxy-3-(dimethylphenylsilyl)-hex-4-enoate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(E)-(2S,5S,6R)-Methyl 2-acetoxy-6-(benzyloxy)-6-(2,3-dimethoxyphenyl)-5-methylhex-3-enoate
143446-40-6, 147060-58-0

(E)-(2S,5S,6R)-Methyl 2-acetoxy-6-(benzyloxy)-6-(2,3-dimethoxyphenyl)-5-methylhex-3-enoate

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 10h;98%
trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 18h;97%
2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;98%
With aluminum (III) chloride In dichloromethane at -5 - 25℃;94%
With cerium(III) chloride; sodium iodide In acetonitrile for 7h; dealkylation; Heating;89%
With magnesium iodide for 10h; neat (no solvent);80%
With n-butyllithium; lithium 4-methylpiperazin-1-ide In toluene 1.) 15 deg C, 20 min, 2.) 65-70 deg C;55%
3(5)-amino-1,2,4-triazole
61-82-5

3(5)-amino-1,2,4-triazole

dimedone
126-81-8

dimedone

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

9-(2,3-dimethoxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydro-[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one

9-(2,3-dimethoxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydro-[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one

Conditions
ConditionsYield
With acetic acid at 60℃; for 0.333333h; Green chemistry;98%
With nano-AlPO4(SO3H) In acetonitrile at 50℃; for 0.25h;89%
diethyl 3-(allyloxy)-5-methoxybenzylphosphonate

diethyl 3-(allyloxy)-5-methoxybenzylphosphonate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

trans-3-(allyloxy)-2',3',5-trimethoxystilbene

trans-3-(allyloxy)-2',3',5-trimethoxystilbene

Conditions
ConditionsYield
Stage #1: diethyl 3-(allyloxy)-5-methoxybenzylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Horner-Wadsworth-Emmons Olefination;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran at 0℃; Reflux;
98%
5-acetyl-4-methyl-2-phenylthiazole
7520-94-7

5-acetyl-4-methyl-2-phenylthiazole

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(3E)-(2,3-dimethoxy-phenyl)-1-(4-methyl-2-phenyl-thiazol-5-yl)propenone

(3E)-(2,3-dimethoxy-phenyl)-1-(4-methyl-2-phenyl-thiazol-5-yl)propenone

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; Claisen-Schmidt Condensation;98%
3-fluoro-1-diethylphosphonomethyl-benzene
63909-57-9

3-fluoro-1-diethylphosphonomethyl-benzene

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(E)-1-(3-fluorostyryl)-2,3-dimethoxybenzene

(E)-1-(3-fluorostyryl)-2,3-dimethoxybenzene

Conditions
ConditionsYield
Stage #1: 3-fluoro-1-diethylphosphonomethyl-benzene With sodium hydride In tetrahydrofuran at 0 - 5℃; for 0.5h; Horner-Wadsworth-Emmons Olefination;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran at 0 - 20℃; for 20h; Horner-Wadsworth-Emmons Olefination;
98%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

methyl 2-amino-4-(2,3-dimethoxyphenyl)-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromene-3-carboxylate

methyl 2-amino-4-(2,3-dimethoxyphenyl)-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromene-3-carboxylate

Conditions
ConditionsYield
With ammonium acetate In ethanol; water at 20℃; for 0.116667h; Sonication;98%
(1S,2S)-trans-2-amino-1-indanol
32151-02-3

(1S,2S)-trans-2-amino-1-indanol

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(+)-(1S,2S)-2-(2,3-dimethoxybenzylideneamino)indan-1-ol
94077-04-0

(+)-(1S,2S)-2-(2,3-dimethoxybenzylideneamino)indan-1-ol

Conditions
ConditionsYield
In benzene for 10h;97.1%
morpholine
110-91-8

morpholine

Sesamol
533-31-3

Sesamol

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

6-((2,3-dimethoxyphenyl)(morpholino)methyl)benzo[d][1,3]dioxol-5-ol
102616-64-8

6-((2,3-dimethoxyphenyl)(morpholino)methyl)benzo[d][1,3]dioxol-5-ol

Conditions
ConditionsYield
In methanol Heating;97%
In neat (no solvent) at 125℃; for 0.166667h; Solvent; Reagent/catalyst; Microwave irradiation;87%
In ethanol Reflux;57%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

1-ethenyl-2,3-dimethoxybenzene
17055-36-6

1-ethenyl-2,3-dimethoxybenzene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With sodium amide In diethyl ether at 20℃; for 10h; Inert atmosphere;
Stage #2: 2,3-dimethyoxybenzaldehyde In diethyl ether at -10 - 20℃; Wittig reaction; Inert atmosphere;
97%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at -30℃; for 1h; Wittig Olefination;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran at -5 - 20℃; Wittig Olefination;
91%
With Amberlite IR-400 In N,N-dimethyl-formamide at 95℃; for 10h; Inert atmosphere;86%
Stage #1: Methyltriphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 3h; Wittig Olefination; Inert atmosphere;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran for 18h; Wittig Olefination; Inert atmosphere; Reflux;
72%
Stage #1: Methyltriphenylphosphonium bromide In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Alkaline conditions;
Stage #2: 2,3-dimethyoxybenzaldehyde In tetrahydrofuran at 0℃; for 12h; Inert atmosphere;
2-amino-1-tert-butyl-4-cyanopyrrole
269726-49-0

2-amino-1-tert-butyl-4-cyanopyrrole

dimedone
126-81-8

dimedone

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C26H31N3O3
1380775-97-2

C26H31N3O3

Conditions
ConditionsYield
With L-proline In ethanol for 6h; Reflux;97%
3-aminoethyl-2-[(p-trifluoromethoxy)anilino]quinazolin-4(3H)-one
1275601-94-9

3-aminoethyl-2-[(p-trifluoromethoxy)anilino]quinazolin-4(3H)-one

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

C26H23F3N4O4
1461736-82-2

C26H23F3N4O4

Conditions
ConditionsYield
In ethanol at 75℃; for 3h;97%

2,3-Dimethoxybenzaldehyde Chemical Properties

Structure of 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1):

IUPAC Name: 2,3-Dimethoxybenzaldehyde
Molecular Formula: C9H10O3
Molar mass: 166.1739 g/mol
Density: 1.114 g/cm       
Melting Point: 48-52 °C(lit.)
Flash Point: 105.8 °C
Boiling Point: 266.7 °C at 760 mmHg     
Sensitive: air sensitive    
Index of Refraction: 1.534
Molar Refractivity: 46.36 cm3
Molar Volume: 149.1 cm3
Surface Tension: 36.1 dyne/cm
Vapour Pressure: 0.00849 mmHg at 25 °C 
XLogP3: 1.1
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 166.062994
MonoIsotopic Mass: 166.062994
Topological Polar Surface Area: 35.5
Heavy Atom Count: 12 
Canonical SMILES: COC1=CC=CC(=C1OC)C=O
InChI: InChI=1S/C9H10O3/c1-11-8-5-3-4-7(6-10)9(8)12-2/h3-6H,1-2H3
InChIKey: JIVGSHFYXPRRSZ-UHFFFAOYSA-N
EINECS: 201-677-7
Product Categories: Aromatic Aldehydes & Derivatives (substituted); BenzaldehydeDerivative; Benzaldehyde; Aldehydes; C9; Carbonyl Compounds

2,3-Dimethoxybenzaldehyde Uses

 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) can be used as the materials for the organic synthesis intermediates. It also can be used in pharmaceutical industry for the synthesis of berberine and others.

2,3-Dimethoxybenzaldehyde Production

 2,3-Dimethoxybenzaldehyde has been derived from the reaction 2- methoxy-3-hydroxybenzaldehyde (o-vanillin) with dimethyl sulfate .

2,3-Dimethoxybenzaldehyde Toxicity Data With Reference

1.    

orl-rat TDLo:7.3 mg/kg

    BIPBU*    Biological & pharmaceutical bulletin. 24 (2001),1277.

2,3-Dimethoxybenzaldehyde Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: CU5732000
Hazard Note: Irritant
HS Code: 29124900
A poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

2,3-Dimethoxybenzaldehyde Specification

 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) is also named as AI3-00141 ; NSC 403661 ; Benzaldehyde, 2,3-dimethoxy- (9CI) ; o-Veratraldehyde (8CI) . 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) is white to brown crystalline powder.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View