Product Name

  • Name

    Methyl 2-methoxybenzoate

  • EINECS 210-118-6
  • CAS No. 606-45-1
  • Article Data156
  • CAS DataBase
  • Density 1.157g/mLat 25°C(lit.)
  • Solubility
  • Melting Point
  • Formula C9H10O3
  • Boiling Point 248°C(lit.)
  • Molecular Weight 166.177
  • Flash Point >230°F
  • Transport Information
  • Appearance clear colorless to slightly yellow liquid
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 606-45-1 (Methyl 2-methoxybenzoate)
  • Hazard Symbols IrritantXi
  • Synonyms Benzoicacid, o-methoxy-, methyl ester (4CI);o-Anisic acid, methyl ester(6CI,7CI,8CI);2-Methoxybenzoic acid methyl ester;Methyl 2-methoxybenzoate;Methyl o-anisate;Methyl o-methoxybenzoate;NSC 406256;o-Methoxybenzoic acidmethyl ester;
  • PSA 35.53000
  • LogP 1.48180

Synthetic route

dimethyl sulfate
77-78-1

dimethyl sulfate

salicylic acid
69-72-7

salicylic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone at 50 - 60℃; for 27h; Time; Large scale;99%
With potassium carbonate In acetone at 0 - 10℃; for 4h; Reflux; Inert atmosphere;91.1%
With potassium carbonate In acetone at 20℃; for 3.16667h; Heating / reflux;80%
methanol
67-56-1

methanol

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 18h; Cooling with ice; Inert atmosphere;99%
With Oxone In toluene at 60℃; for 48h; Green chemistry;97%
With 2-(dimethoxymethylidene)propanedinitrile at 60℃; for 48h;95%
methanol
67-56-1

methanol

2-bromoanisole
578-57-4

2-bromoanisole

carbon monoxide
201230-82-2

carbon monoxide

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); triethylamine at 100℃; under 2585.74 Torr; for 16h;99%
2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With 5 wt percent zeolite NaY-Bf at 200℃; for 5h; Autoclave; Green chemistry;98%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere; Green chemistry;96%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

salicylic acid
69-72-7

salicylic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With diiron nonacarbonyl at 180℃; for 1h; Sealed tube;97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0208333h; microwave irradiation;92%
With potassium carbonate at 150℃; for 10h;
methanol
67-56-1

methanol

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With perchloric acid; sodium percarbonate; vanadia for 1.3h; Cooling;96%
With dihydrogen peroxide at 20℃; for 20h;95%
With aluminium(III) chloride hexahydrate; urea hydrogen peroxide adduct at 60℃; Green chemistry;90%
methanol
67-56-1

methanol

4-iodoanisol
529-28-2

4-iodoanisol

carbon monoxide
201230-82-2

carbon monoxide

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With triethylamine at 100℃; under 3750.38 Torr; for 1.5h; Inert atmosphere;96%
With triethylamine; palladium on activated charcoal at 130℃; under 3750.38 Torr; for 2h; Sonogashira coupling;77%
With triethylamine; G1-C2 PAMAM dendrimer*PPh2*PdCl2 at 105℃; under 5171.62 Torr; for 19h;100 % Chromat.
methanol
67-56-1

methanol

(2-methoxyphenyl)methanol
612-16-8

(2-methoxyphenyl)methanol

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With bismuth(III) chloride; palladium diacetate; potassium carbonate at 20℃; for 2h; chemoselective reaction;95%
With sodium methylate; potassium iodide at 15℃; Electrochemical reaction;85%
With oxygen; potassium carbonate at 70℃; under 750.075 Torr; for 48h;53%
methyl bromide
74-83-9

methyl bromide

salicylic acid
69-72-7

salicylic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium hydroxide In water at 15 - 20℃; Concentration; Temperature;94%
With sodium hydroxide In water at 20 - 25℃; Temperature;94%
With sodium hydroxide In water at 11 - 20℃; Temperature; Cooling;94%
methyl 2-hydroxy-5-nitrobenzoate
17302-46-4

methyl 2-hydroxy-5-nitrobenzoate

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

A

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

B

5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

Conditions
ConditionsYield
Stage #1: 2-Methoxybenzoic acid With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h;
Stage #2: methyl 2-hydroxy-5-nitrobenzoate at 110℃; for 24h;
A 93%
B n/a
2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

methyl salicylate
119-36-8

methyl salicylate

A

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
Stage #1: 2-Methoxybenzoic acid With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h;
Stage #2: methyl salicylate at 110℃; for 24h; Solvent; Reagent/catalyst; Temperature;
A 92%
B n/a
salicylic acid
69-72-7

salicylic acid

methyl iodide
74-88-4

methyl iodide

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;91%
With silver(l) oxide; benzene
With potassium hydroxide; Aliquat 336 1.) 60 deg C, 0.1 Torr, 6 h, 2.) room temp., 24 h; Yield given. Multistep reaction;
With potassium carbonate In N,N-dimethyl-formamide at 90℃;
With potassium carbonate In acetone at 20℃; Reflux; Darkness;
methanol
67-56-1

methanol

N-(2-methoxybenzoyl)-N-phenylhydroxylamine
34661-16-0

N-(2-methoxybenzoyl)-N-phenylhydroxylamine

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With sodium perchlorate In acetonitrile electrolysis;87%
Methyltrimethoxysilan
1185-55-3

Methyltrimethoxysilan

o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With oxygen; copper diacetate; caesium carbonate In N,N-dimethyl-formamide at 145℃; under 760.051 Torr; for 18h;86%
Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

2-bromobenzoic acid methyl ester
610-94-6

2-bromobenzoic acid methyl ester

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With oxygen; copper diacetate; caesium carbonate In N,N-dimethyl-formamide at 145℃; under 760.051 Torr; for 18h;86%
methanol
67-56-1

methanol

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
In dichloromethane for 2h; Heating;85%
With pyridine for 2h; Yield given;
With triethylamine In dichloromethane at 0℃;
With triethylamine In dichloromethane at 0℃; Inert atmosphere;1.56 g
methanol
67-56-1

methanol

2-bromoanisole
578-57-4

2-bromoanisole

carbon monoxide
201230-82-2

carbon monoxide

A

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

B

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 20h; Irradiation;A 84.5%
B 8%
2-bromoanisole
578-57-4

2-bromoanisole

carbon monoxide
201230-82-2

carbon monoxide

A

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

B

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 20h; Irradiation;A 84.5%
B 8%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

2-Chloroanisole
766-51-8

2-Chloroanisole

lithium methanolate
865-34-9

lithium methanolate

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; 5 mol% Pd/C; sodium fluoride In 1,4-dioxane at 150℃; Inert atmosphere;83%
methyl iodide
74-88-4

methyl iodide

methyl salicylate
119-36-8

methyl salicylate

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl salicylate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 15h;
81%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 4h;74%
With potassium hydroxide In methanol for 3h; Reflux;53%
With methanol; sodium methylate
With potassium carbonate; potassium iodide In acetone Reflux;
diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

methyl salicylate
119-36-8

methyl salicylate

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; hexane; acetonitrile for 15h; Ambient temperature;78%
dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With pyridine; copper (II) carbonate hydroxide at 90℃; for 24h; Chan-Lam Coupling;78%
methanol
67-56-1

methanol

2-Chloroanisole
766-51-8

2-Chloroanisole

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With 1,3-bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) salt; palladium diacetate; potassium carbonate In dimethyl sulfoxide at 120℃; for 20h; Molecular sieve;74%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-methoxybenzylamine
6850-57-3

2-methoxybenzylamine

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; 2-methoxybenzylamine In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
74%
dimethyl sulfate
77-78-1

dimethyl sulfate

methyl salicylate
119-36-8

methyl salicylate

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 70℃; for 0.5h;72%
O-methyl S-p-methylphenyl thiocarbonate
3186-53-6

O-methyl S-p-methylphenyl thiocarbonate

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); copper(I) thiophene-2-carboxylate; trifuran-2-yl-phosphane In 1,4-dioxane at 60℃; for 16h; Sealed tube; Inert atmosphere;70%
methyl 2,6-dimethoxybenzoate
2065-27-2

methyl 2,6-dimethoxybenzoate

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,1,3,3-Tetramethyldisiloxane; tricyclohexylphosphine In toluene at 110℃; for 12h; Glovebox; Inert atmosphere; Sealed tube;68%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With copper (II)-fluoride In water; dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;67%
methanol
67-56-1

methanol

1-(2-methoxyphenyl)ethanol
13513-82-1

1-(2-methoxyphenyl)ethanol

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

Conditions
ConditionsYield
With N-iodo-succinimide; 1,10-Phenanthroline; oxygen; potassium carbonate; copper dichloride In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 24h; Molecular sieve;60%
With oxygen; potassium carbonate at 150℃; under 4500.45 Torr; for 24h; Autoclave;84 %Chromat.
methanol
67-56-1

methanol

methoxybenzene
100-66-3

methoxybenzene

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

N,N-dimethyl-formamide

A

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

B

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

Conditions
ConditionsYield
Stage #1: methoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; for 2h;
Stage #3: methanol Further stages;
A 53%
B 6%
pyrrolidine
123-75-1

pyrrolidine

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

(2-methoxyphenyl)(pyrrolidin-1-yl)methanone
120173-04-8

(2-methoxyphenyl)(pyrrolidin-1-yl)methanone

Conditions
ConditionsYield
In acetonitrile at 35℃; under 6000480 Torr; for 96h;100%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

methyl 2-methoxy-5-iodobenzoate
40757-09-3

methyl 2-methoxy-5-iodobenzoate

Conditions
ConditionsYield
With iodine; silver sulfate In methanol at 20℃; for 0.5h; Inert atmosphere;99%
With gold(III) chloride; N-iodo-succinimide In dichloromethane at 20℃; for 24h; Inert atmosphere;96%
With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In dichloromethane; toluene at 20℃; for 14h; regioselective reaction;91%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

methyl 5-bromo-2-methoxybenzoate
7120-41-4

methyl 5-bromo-2-methoxybenzoate

Conditions
ConditionsYield
With N-Bromosuccinimide; silver hexafluoroantimonate; 1-methylthiotriptycene In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;99%
With gold(III) chloride; N-Bromosuccinimide In dichloromethane at 80℃; for 23h; Inert atmosphere;96%
With iodine pentoxide; potassium bromide In water at 20℃; for 20h; regioselective reaction;92%
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

tert-butyl 2-methoxybenzoate
16537-20-5

tert-butyl 2-methoxybenzoate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran Ambient temperature;98%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

dimethyl [2-(2-methoxyphenyl)-2-oxoethyl]phosphonate
918874-30-3

dimethyl [2-(2-methoxyphenyl)-2-oxoethyl]phosphonate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran Barbier reaction; Cooling with ice; Inert atmosphere;97%
With n-butyllithium In tetrahydrofuran at -78 - 0℃; Inert atmosphere;
ethanol
64-17-5

ethanol

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

ethyl 2-methoxybenzoate
7335-26-4

ethyl 2-methoxybenzoate

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen at 60℃; under 750.075 - 1500.15 Torr; for 16h; Autoclave; Green chemistry; chemoselective reaction;97%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

methyl salicylate
119-36-8

methyl salicylate

Conditions
ConditionsYield
With aluminium trichloride; sodium iodide at 70 - 80℃; for 2h;95%
With aluminum (III) chloride In dichloromethane at -5 - 25℃;94%
With aluminium(III) iodide In carbon disulfide for 0.9h; Heating;76%
With cerium(III) chloride; sodium iodide In acetonitrile for 20h; dealkylation; Heating;67%
With niobium pentachloride In 1,2-dichloro-ethane for 6h; Heating;
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester
1146214-77-8

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2-(dimethyl(phenyl)silyl)-1-(6-methoxypyridin-2-yl)-2,3-dihydro-1H-naphtho[1,8-de]-[1,3,2]diazaborinine In hexane at 80℃; for 20h; Time; Schlenk technique; Inert atmosphere;95%
With silica-SMAP-Ir(OCH3)(C8H12) In hexane ligand reacted with B-compound in hexane in presence of Ir-complex as catalyst at 25°C for 2 h;85%
With Silica-SMAP-Ir(OMe)(cod) In hexane at 25℃; for 2h; Autoclave; regioselective reaction;85%
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; (2-(diisopropylsilyl)phenyl)di-p-tolylphosphane In tetrahydrofuran at 80℃; for 16h; Inert atmosphere; Glovebox; Sealed tube;82%
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; (2-(diisopropylsilyl)phenyl)di-p-tolylphosphane In tetrahydrofuran at 80℃; Inert atmosphere;
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

Conditions
ConditionsYield
Stage #1: 2-methoxybenzoic acid methyl ester With sodium hydroxide In methanol; water for 2h; Reflux;
Stage #2: With hydrogenchloride In methanol; water pH=1;
94%
With sodium hydroxide In methanol at 40℃; for 2.5h;94.3%
With potassium hydroxide In methanol at 35℃; for 1h;93%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

2-methoxybenzoylhydrazine
7466-54-8

2-methoxybenzoylhydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 4h; Reflux;94%
With hydrazine hydrate In ethanol at 80℃; for 1h; Inert atmosphere;92%
With hydrazine hydrate for 5h; Heating;90%
[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

phenyl(4-methoxy-3-methoxycarbonylphenyl)iodonium tosylate

phenyl(4-methoxy-3-methoxycarbonylphenyl)iodonium tosylate

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 17h;94%
Diphenylmethane
101-81-5

Diphenylmethane

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

A

benzophenone
119-61-9

benzophenone

B

methyl 5-benzhydryl-2-methoxybenzoate
1169764-31-1

methyl 5-benzhydryl-2-methoxybenzoate

C

1,1,2,2-tetraphenylethane
632-50-8

1,1,2,2-tetraphenylethane

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; iron(II) chloride In 1,2-dichloro-ethane at 100℃; for 36h; Inert atmosphere; regioselective reaction;A 0.14 mmol
B 94%
C 0.07 mmol
1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

methyl 2-methoxy-5-(phenyl(p-tolyl)methyl)benzoate
1169764-40-2

methyl 2-methoxy-5-(phenyl(p-tolyl)methyl)benzoate

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; iron(II) chloride In 1,2-dichloro-ethane at 100℃; for 36h; Inert atmosphere; regioselective reaction;94%
methanesulfonic acid
75-75-2

methanesulfonic acid

hexamethylenetetramine
100-97-0

hexamethylenetetramine

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

methyl 5-formyl-2-methoxybenzoate
78515-16-9

methyl 5-formyl-2-methoxybenzoate

Conditions
ConditionsYield
at 0 - 90℃; for 16h; Temperature; Large scale;94%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;93%
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;90%
With iodine; aluminium In cyclohexane at 80℃; for 18h; Solvent; Reagent/catalyst;86%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

(p-fluorophenyl)trimethylsilane
455-17-4

(p-fluorophenyl)trimethylsilane

4'-fluoro-4-methoxy-biphenyl-3-carboxylic acid methyl ester
64465-74-3

4'-fluoro-4-methoxy-biphenyl-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With (Ph3P)Au(I)(OTs); [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid In methanol; chloroform at 20℃;92%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

C18H18IO6(1+)*CF3O3S(1-)

C18H18IO6(1+)*CF3O3S(1-)

Conditions
ConditionsYield
With iodine; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 6h; Sealed tube;92%
With iodine; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 6h;92%
With iodine; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 6h;92%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

1-methoxy-2-methoxymethylbenzene
21998-86-7

1-methoxy-2-methoxymethylbenzene

Conditions
ConditionsYield
With aluminium(III) triflate; tris(2,4-pentanedionato)ruthenium(III); hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In deuteromethanol; toluene at 130℃; under 30402 Torr; for 12h; Autoclave;91%

Methyl 2-methoxybenzoate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl 2-methoxybenzoate Specification

The Methyl 2-methoxybenzoate, with the CAS registry number 606-45-1, is also known as o-Methoxybenzoic acid methyl ester. It belongs to the product category of Aromatic Esters. Its EINECS registry number is 210-118-6. This chemical's molecular formula is C9H10O3 and molecular weight is 166.1739. Its IUPAC name is called methyl 2-methoxybenzoate. This chemical is clear colorless to slightly yellow liquid. The product should be sealed and stored in cool, dry place.

Physical properties of Methyl 2-methoxybenzoate: (1)H-Bond Donor: 0; (2)H-Bond Acceptor: 3; (3)Rotatable Bond Count: 3; (4)Exact Mass: 166.062994; (5)MonoIsotopic Mass: 166.062994; (6)Topological Polar Surface Area: 35.5; (7)Heavy Atom Count: 12; (8)Formal Charge: 0; (9)Complexity: 156; (10)Covalently-Bonded Unit Count: 1; (11)Feature 3D Acceptor Count: 2; (12)Feature 3D Ring Count: 1; (13)Effective Rotor Count: 3; (14)Conformer Sampling RMSD: 0.6; (15)CID Conformer Count: 4.

Preparation: this chemical can be prepared by 2-hydroxy-benzoic acid methyl ester and iodomethane. This reaction will need reagent sodium methylate and methanol.

Uses of Methyl 2-methoxybenzoate: it can be used to produce 2-methoxy-benzyl alcohol at temperature of 160 - 162 °C. This reaction will need reagents methanol, barium oxide and copper oxide-chromium oxide.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COC1=CC=CC=C1C(=O)OC
(2)InChI: InChI=1S/C9H10O3/c1-11-8-6-4-3-5-7(8)9(10)12-2/h3-6H,1-2H3
(3)InChIKey: PFYHAAAQPNMZHO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Chemical Toxicology. Vol. 26, Pg. 385, 1988.
rat LD50 oral 3800mg/kg (3800mg/kg)   Food and Chemical Toxicology. Vol. 26, Pg. 385,

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