Methyl 3,4-dimethoxybenzoate supplier

Name
Methyl 3,4-dimethoxybenzoate
EINECS 218-424-1
CAS No. 2150-38-1
Article Data121
CAS DataBase
Density 1.119 g/cm³
Solubility
Melting Point 58-62 °C
Formula C₁₀H₁₂O₄
Boiling Point 284.1 °C at 760 mmHg
Molecular Weight 196.203
Flash Point 122.2 °C
Transport Information
Appearance Brown granular powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Veratricacid, methyl ester (6CI,7CI,8CI);3,4-Dimethoxybenzoic acid methyl ester;Methyl veratrate;NSC 15668;
PSA 44.76000
LogP 1.49040

Synthetic route

: 67-56-1
methanol

: 93-07-2
Veratric acid

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With sulfuric acid for 4h; Reflux;	100%
With 1,3,5-trichloro-2,4,6-triazine; sodium carbonate at 50℃; for 0.166667h; Sonication;	99%
With sulfuric acid	98%

: 1634-04-4
tert-butyl methyl ether

: 93-07-2
Veratric acid

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With iron(III) trifluoromethanesulfonate at 90℃; Schlenk technique;	98%

: 67-56-1
methanol

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With perchloric acid; sodium percarbonate; vanadia for 0.45h; Cooling;	97%
With 2,2':6,2''-terpyridine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; sodium hydroxide at 90℃; for 6h; Reagent/catalyst; Green chemistry; chemoselective reaction;	95%
With [bis(acetoxy)iodo]benzene; sodium bromide at 20℃; for 2h;	93%

: 67-56-1
methanol

: 93-03-8
(3,4-dimethoxyphenyl)methanol

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With trichloro(2,2':6',2''-terpyridine)rhodium(III); sodium hydrogencarbonate at 90℃; for 18h; Green chemistry; chemoselective reaction;	96%
Stage #1: methanol With sodium tetrachloroaurate(III) dihyrate; potassium carbonate at 20℃; for 0.0166667h; Green chemistry; Stage #2: (3,4-dimethoxyphenyl)methanol at 20℃; for 0.0333333h; Green chemistry; Stage #3: With oxygen at 80℃; under 760.051 Torr; Autoclave; Green chemistry;	92%
With Au#Co; oxygen; potassium carbonate at 80℃; under 750.075 Torr; for 12h; Autoclave;	92%

: 186581-53-3, 908094-01-9
diazomethane

: 645-08-9
Isovanillic acid

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
In diethyl ether Ambient temperature;	95%

: 6702-50-7
3-hydroxy-4-methoxybenzoate

: 74-88-4
methyl iodide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 4.5h; Sealed tube;	95%

: 25563-13-7
3,4-dimethoxy-N-methoxybenzamide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With N-Bromosuccinimide In toluene at 20℃; for 3h; Reagent/catalyst; Solvent; Time; Temperature;	94%
With 3-chloro-benzenecarboperoxoic acid; copper(ll) bromide In 1,4-dioxane at 70℃; for 3h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature;	90%

: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

: 74-88-4
methyl iodide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 65℃; for 16h; Sealed tube; Inert atmosphere;	91%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 365564-10-9
2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; p-benzoquinone at 20℃; under 760.051 Torr; for 18h;	89%

...Expand

: erythro-1-(3,4-dimethoxyphenyl)-3,3-dimethyl-2-(2-methoxyphenoxy)-1,3-propanediol

: 616-38-6
carbonic acid dimethyl ester

A: 91-16-7
1,2-dimethoxybenzene

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With caesium carbonate at 180℃; for 8h;	A 88% B 16%

...Expand

: 5653-65-6
1-(3,4-dimethoxyphenyl)ethanol

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: 93-07-2
Veratric acid

Conditions

Conditions	Yield
With sodium nitrate; water; oxygen In dimethyl sulfoxide at 130℃; for 24h;	A n/a B 88%

: 41764-74-3
3,4-dimethoxybenzohydrazide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With methanol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform at 20℃; for 0.416667h;	85%

: C29H37NO8

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: C19H18O7

C: 498-02-2
1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions

Conditions	Yield
With sulfuric acid In methanol at 80℃; for 1h;	A 80% B 5% C 83%

...Expand

: 494-99-5
1,2-dimethoxy-4-methylbenzene

: 64-19-7
acetic acid

A: 53751-40-9
veratryl acetate

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

C: 120-14-9
3,4-dimethoxy-benzaldehyde

D: 93-07-2
Veratric acid

Conditions

Conditions	Yield
With oxygen; Co/Mn/Br at 80℃; for 8.31667h; Product distribution; Kinetics; Further Variations:; Catalysts; Temperatures;	A 1.8% B 12% C 1.9% D 80%
With hydrogen bromide; oxygen; cobalt(II) acetate; manganese(II) acetate at 60 - 80℃; for 4h; Further byproducts given;	A 3.4% B 0.9% C 51.2% D 19.5%

...Expand

: 67-56-1
methanol

: 46729-91-3
1-(3,4-dimethoxyphenyl)-2-nitroethan-1-one

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate at 80℃; for 2h; Schlenk technique; Inert atmosphere;	80%
With potassium carbonate at 80℃; for 2h; Inert atmosphere; Sealed tube;	80%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 74-88-4
methyl iodide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;	72%

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 77-78-1
dimethyl sulfate

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
Stage #1: 3-methoxy-4-hydroxybenzoic acid With potassium carbonate In acetone at 20℃; for 0.166667h; Stage #2: dimethyl sulfate In acetone for 6h; Reflux;	70%
With potassium carbonate In acetone for 2h; Heating;

: 67-56-1
methanol

: 50766-67-1
2-(3,4-dimethoxyphenyl)-1,3-dithiane

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: 93-07-2
Veratric acid

Conditions

Conditions	Yield
With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene at 20℃; for 2h;	A 26% B 68%

...Expand

: 1184731-49-4
1,2-dimethoxy-4-(1-methoxybut-2-ynyl)benzene

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With methanol; (triphenylphosphine)gold(I) chloride; oxygen; silver(I) triflimide In dichloromethane at 25℃; for 15h;	63%

: C19H24O7

: 616-38-6
carbonic acid dimethyl ester

A: 634-36-6
1,2,3-trimethoxybenzene

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With caesium carbonate at 180℃; for 8h; Catalytic behavior; Autoclave;	A 62% B 16%

...Expand

: erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diyldimethyl biscarbonate

A: 91-16-7
1,2-dimethoxybenzene

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With caesium carbonate; carbonic acid dimethyl ester at 180℃; for 8h;	A 62% B 12%

: 75-91-2
tert.-butylhydroperoxide

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With copper quinolate; tetra-(n-butyl)ammonium iodide In water; dimethyl sulfoxide at 120℃; for 24h;	61%

: erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol

: 616-38-6
carbonic acid dimethyl ester

A: 91-16-7
1,2-dimethoxybenzene

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With caesium carbonate at 180℃; for 8h;	A 60% B 14%

...Expand

: 88344-52-9
dimethyl 2-(3,4-methoxyphenyl)quinoline-3,4-dicarboxylate 1-oxide

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: 88344-57-4
methyl 2-(3,4-dimethoxyphenyl)indole-3-carboxylate

C: 88344-61-0
dimethyl 2-(3,4-dimethoxyphenyl)quinoline-3,4-dicarboxylate

D: 88344-55-2
dimethyl 1-(3,4-dimethoxyphenyl)-2-oxo-1,2-dihydroquinoline-3,4-dicarboxylate

Conditions

Conditions	Yield
In methanol; chloroform a) irradiation, 24 h, b) dark, 90 h; Further byproducts given;	A 15% B 17% C 11% D 58%

...Expand

: 88344-52-9
dimethyl 2-(3,4-methoxyphenyl)quinoline-3,4-dicarboxylate 1-oxide

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: 54781-93-0
1H-indole-2,3-dicarboxylic acid dimethyl ester

C: 88344-57-4
methyl 2-(3,4-dimethoxyphenyl)indole-3-carboxylate

D: 88344-55-2
dimethyl 1-(3,4-dimethoxyphenyl)-2-oxo-1,2-dihydroquinoline-3,4-dicarboxylate

Conditions

Conditions	Yield
In methanol; chloroform a) irradiation, 24 h, b) in the dark, 90 h; Further byproducts given;	A 15% B 7% C 17% D 58%

...Expand

: 3840-28-6
1,2-dimethoxy-4-(methoxymethyl)benzene

A: 2150-38-1
methyl 3,4-dimethoxybenzoate

B: 120-14-9
3,4-dimethoxy-benzaldehyde

Conditions

Conditions	Yield
With laccase; oxygen; benzotriazol-1-ol In various solvent(s) at 20℃; for 24h; Product distribution; Further Variations:; Reagents;	A 25% B 57%
With laccase of Trametes villosa; Poliporus pinsitus; oxygen; benzotriazol-1-ol In acetonitrile at 20℃; for 24h; pH=5; Product distribution; Further Variations:; Reagents;	A 25 % Chromat. B 67 % Chromat.

: C19H24O7

: 616-38-6
carbonic acid dimethyl ester

A: 621-23-8
1,2,3-trimethoxybenzene

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
at 180℃; for 8h; Catalytic behavior; Autoclave;	A 57% B 12%

...Expand

: 17667-32-2
methyl 6-bromo-3,4-dimethoxybenzoate

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

A: 1201566-80-4
2-pinacolboranyl-4,5-dimethoxybenzoic acid methyl ester

B: 2150-38-1
methyl 3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In acetonitrile at 120℃; Inert atmosphere;	A 55% B 43%

...Expand

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 75-05-8
acetonitrile

: 4640-69-1
ω-cyano-3,4-dimethoxyacetophenone

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran; hexane at -78 - -45℃; Further stages.;	100%
With sodium hydride In tetrahydrofuran for 6h; Cooling with ice; Reflux;	96%

: 64-17-5
ethanol

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 3943-77-9
ethyl veratrate

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen at 60℃; under 750.075 - 1500.15 Torr; for 14h; Autoclave; Green chemistry; chemoselective reaction;	99%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 50772-79-7
methyl 5-bromo-3,4-dimethoxybenzoate

Conditions

Conditions	Yield
With bromine; sodium acetate; acetic acid at 70℃;	97%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 93-07-2
Veratric acid

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol; water at 20℃; for 4h;	95%
With potassium hydroxide In methanol at 35℃; for 1h;	94%
With lithium chloride In N,N-dimethyl-formamide for 0.166667h; Microwave irradiation; chemoselective reaction;	57%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 41764-74-3
3,4-dimethoxybenzohydrazide

Conditions

Conditions	Yield
With hydrazine	94.5%
With hydrazine hydrate In methanol Reflux;	90%
With hydrazine hydrate In ethanol for 3h; Reflux;	88%

: 4885-02-3
Dichloromethyl methyl ether

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 53012-84-3
2-formyl-4,5-dimethoxybenzoic acid methyl ester

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane at -20 - 20℃; for 12h;	93%
With tin(IV) chloride In dichloromethane at -20℃; for 0.5h;	93%

: 811-98-3
d(4)-methanol

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: methyl 3-methoxy-4-(methoxy-d3)benzoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	91%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 536-74-3
phenylacetylene

: 38395-07-2
1-(3,4-dimethoxyphenyl)-3-phenyl-2-propyn-1-one

Conditions

Conditions	Yield
Stage #1: phenylacetylene With morpholine; n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran; hexane at -78℃; Stage #3: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; Further stages.;	87%
Stage #1: phenylacetylene With morpholine; n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #3: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; for 0.5h;	87%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 5056-07-5
(S)-methyl p-tolyl sulfoxide

: (+)-(R)-2-(p-tolylsulfinyl)-3',4'-dimethoxyacetophenone

Conditions

Conditions	Yield
Stage #1: (S)-methyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran for 2h; Inert atmosphere;	85%

: 1535-67-7
difluoromethyl phenyl sulfide

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 53012-84-3
2-formyl-4,5-dimethoxybenzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: difluoromethyl phenyl sulfide; methyl 3,4-dimethoxybenzoate With tin(IV) chloride In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; dimethyl sulfoxide at 20℃; for 2h;	85%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 26791-93-5
methyl 4,5-dimethoxy-2-nitrobenzoate

Conditions

Conditions	Yield
With nitric acid; acetic acid; potassium nitrate at 45℃; for 5h;	83%
With nitric acid for 1h; Cooling with ice;	81.3%
With nitric acid at 10 - 15℃;	72%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 86046-10-8
Lithium; (R)-3-tert-butyl-6,7-dihydro-5H-pyrrolo[1,2-c]oxazol-1-olate

A: 86046-25-5, 86116-80-5
(2R,5R)-2-tert-butyl-5-(1'-hydroxy-2'-cyclohexenyl)-1-aza-3-oxabicyclo<3.3.0>octan-4-one

B: 86046-30-2
(3R,7aR)-3-tert-Butyl-7a-(3,4-dimethoxy-benzoyl)-tetrahydro-pyrrolo[1,2-c]oxazol-1-one

Conditions

Conditions	Yield
In tetrahydrofuran; hexane -78 deg C -> -30 deg C, 2 h;	A 50% B 80%

...Expand

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 56184-99-7
o-Tolyl N,N,N',N'-tetramethylphosphorodiamidate

: 127654-87-9
C20H27N2O5P

Conditions

Conditions	Yield
With sec.-butyllithium 1.) -105 deg C;	79%
With sec.-butyllithium 1.) THF, -105 deg C, 1 h, 2.) -105 deg C; Yield given. Multistep reaction;

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 27159-99-5
4-hydroxy(2H2)methyl-1,2-dimethoxybenzene

Conditions

Conditions	Yield
With samarium diiodide; water-d2; triethylamine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;	79%
With lithium aluminium deuteride In tetrahydrofuran for 3h; Heating;	64%

Methyl 3,4-dimethoxybenzoate Specification

The Methyl 3,4-dimethoxybenzoate, with the cas registry number 2150-38-1, is a kind of brown granular powder. And its product categories are including Aromatic Esters; Organic acids. As to its usage, it is usually used in organic synthesis. While using this chemical, avoid contacting with skin and eyes. In addition, you should keep it in a dry, cool and well-ventilated place, with the container closed.

The characteristics of this chemical are as follows: (1)ACD/LogP: 2.06; (2)ACD/LogD (pH 5.5): 2.06; (3)ACD/LogD (pH 7.4): 2.06 ; (4)#H bond acceptors: 4; (5)#H bond donors: 0; (6)#Freely Rotating Bonds: 4; (7)Polar Surface Area: 44.76; (8)Index of Refraction: 1.497; (9)Molar Refractivity: 51.38 cm³; (10)Molar Volume: 175.3 cm³; (11)Polarizability: 20.36 ×10^-24cm³; (12)Surface Tension: 34.6 dyne/cm; (13)Density: 1.119 g/cm³; (14)Flash Point: 122.2 °C; (15)Enthalpy of Vaporization: 52.3 kJ/mol; (16)Boiling Point: 284.1 °C at 760 mmHg; (17)Vapour Pressure: 0.00304 mmHg at 25°C; (18)Exact Mass: 196.073559; (19)MonoIsotopic Mass: 196.073559; (20)Topological Polar Surface Area: 44.8; (21)Heavy Atom Count: 14; (22)Formal Charge: 0; (23)Complexity: 193.

Production method of Methyl 3,4-dimethoxybenzoate is as below: 3,4-dimethoxy-benzoic acid could react with methanol to produce 3,4-dimethoxy-benzoic acid methyl ester, with the following condition: reagent: hydrogen chloride.

Use of Methyl 3,4-dimethoxybenzoate: Methyl 3,4-dimethoxybenzoate could react to produce 4,5-dimethoxy-2-nitro-benzoic acid methyl ester, with the following condition: reagent: nitric acid.

In addition, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: COC1=C(C=C(C=C1)C(=O)OC)OC
(2)InChI: InChI=1S/C10H12O4/c1-12-8-5-4-7(10(11)14-3)6-9(8)13-2/h4-6H,1-3H3
(3)InChIKey: BIGQPYZPEWAPBG-UHFFFAOYSA-N

Product Name

Methyl 3,4-dimethoxybenzoate

Synthetic route

Methyl 3,4-dimethoxybenzoate Specification

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