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Methyl 2-methoxybenzoate

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Name

Methyl 2-methoxybenzoate

EINECS 210-118-6
CAS No. 606-45-1 Density 1.157g/mLat 25°C(lit.)
PSA 35.53000 LogP 1.48180
Solubility N/A Melting Point N/A
Formula C9H10O3 Boiling Point 248°C(lit.)
Molecular Weight 166.177 Flash Point >230°F
Transport Information N/A 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;

Article Data 156

Methyl 2-methoxybenzoate Synthetic route

77-78-1

dimethyl sulfate

69-72-7

salicylic acid

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%
67-56-1

methanol

579-75-9

2-Methoxybenzoic acid

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%
67-56-1

methanol

578-57-4

2-bromoanisole

201230-82-2

carbon monoxide

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%
579-75-9

2-Methoxybenzoic acid

616-38-6

carbonic acid dimethyl 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%
616-38-6

carbonic acid dimethyl ester

69-72-7

salicylic acid

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;
67-56-1

methanol

135-02-4

ortho-anisaldehyde

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%
67-56-1

methanol

529-28-2

4-iodoanisol

201230-82-2

carbon monoxide

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.
67-56-1

methanol

612-16-8

(2-methoxyphenyl)methanol

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%
74-83-9

methyl bromide

69-72-7

salicylic acid

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%
17302-46-4

methyl 2-hydroxy-5-nitrobenzoate

579-75-9

2-Methoxybenzoic acid

A

606-45-1

2-methoxybenzoic acid methyl ester

B

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

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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