Methyl benzoate

Base Information

• Chemical Name: Methyl benzoate
• CAS No.: 93-58-3
• Deprecated CAS: 1082718-77-1
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 2916.31 Oral rat LD50: 1177 mg/Kg
• European Community (EC) Number: 202-259-7
• ICSC Number: 1187
• NSC Number: 9394
• UN Number: 2938
• UNII: 6618K1VJ9T
• DSSTox Substance ID: DTXSID5025572
• Nikkaji Number: J9.149I
• Wikipedia: Methyl_benzoate
• Wikidata: Q417328
• RXCUI: 1314316
• Metabolomics Workbench ID: 46315
• ChEMBL ID: CHEMBL16435
• Mol file: 93-58-3.mol

Synonyms:methyl benzoate

Chemical Property of Methyl benzoate

Chemical Property:

• Appearance/Colour: colourless to light yellow fragrant liquid
• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: -12 °C
• Refractive Index: 1.516 - 1.518 NFPA RATINGS
• Boiling Point: 199.5 °C at 760 mmHg
• Flash Point: 80.2 °C
• PSA: 26.30000
• Density: 1.069 g/cm³
• LogP: 1.47320
• Storage Temp.: Store at +5°C to +30°C.
• Solubility.: ethanol: soluble60%, clear (1mL/4ml)
• Water Solubility.: <0.1 g/100 mL at 22.5℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99.9% ^*data from raw suppliers

Benzoic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COC(=O)C1=CC=CC=C1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Description: Methyl benzoate is an organic compound. It is an ester with the chemical formula C6H5CO2CH3. It is a colorless liquid that is poorly soluble in water, but miscible with organic solvents. Methyl benzoate has a pleasant smell, strongly reminiscent of the fruit of the feijoa tree, and it is used in perfumery. It also finds use as a solvent and as a pesticide used to attract insects such as orchid bees.
• Physical properties: Methyl benzoate is a colorless, oily, transparent, liquid that has a pleasant fruity odor, similar to cananga. miscible with ether, soluble in methanol and ether, insoluble in water and glycerol. It is used in perfume bases, such as ylang-ylang and tuberose types.
• Uses: Methyl benzoate is used in perfumery. It also finds use as a solvent. It acts as an intermediate and odor agents. Further, it is used to attract insects such as orchid bees. It is also used for cellulose esters, cellulose ethers, synthetic resin and rubber solvent and polyester fibers to assist in the preparation of flavor.

Technology Process of Methyl benzoate

There total 1637 articles about Methyl benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methyl 2-(methyl(nitroso)amino)benzoate (68061-82-5) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 4-nitrobenzoic acid methyl ester (619-50-1) + diphenic acid dimethyl ester (5807-64-7) + dimethyl [1,1'-biphenyl]-2,4'-dicarboxylate (55676-77-2) + dimethyl (1,1'-biphenyl)-2,3'-dicarboxylate (32947-58-3) + 2-(benzoyl-methylamino)benzoic acid methyl ester (75541-61-6) + 2-carbomethoxyaniline (134-20-3) + Methyl N-methylanthranilate (85-91-6) + methyl 2-(benzamido)benzoate (7510-49-8) + N-formylanthranilic acid methyl ester (41270-80-8)

Guidance literature:

at 220 ℃; for 0.25h; Sealed tube;

DOI:10.1039/c5ra07612a

Reference yield: 90.0%

methanol (67-56-1) + benzyl alcohol (100-51-6,185532-71-2) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + benzaldehyde (100-52-7)

Guidance literature:

With Oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; at 60 ℃; for 48h; Sealed tube;

DOI:10.1002/chem.201403786

Reference yield: 71.0%

methanol (67-56-1) + bromobenzene (108-86-1,52753-63-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + N,N-dimethylbenzamide (611-74-5)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

methanol; Further stages;

DOI:10.1016/j.tet.2012.04.016

upstream raw materials:

diazomethane

diethyl ether

benzoic acid anhydride

benzoic acid

Downstream raw materials:

2-methylsulfanyl-1H-imidazole

propyl benzoate

3-phenylpentan-3-ol

benzoic acid benzyl ester

Refernces

• 1、 An, Yue,Fu, Weiru,Tan, Shangzhi,Wang, Lianyue,Yu, Xiangzhu,Zhao, Zhengjia,Zhu, Lina. "Aerobic oxidative cleavage and esterification of C[dbnd]C bonds catalyzed by iron-based nanocatalyst". . . Retrieved 2022/02/03.
• 2、 Ashbrook, Chloe,Carnell, Andrew J.,Goulding, Ellie,Hatton, Harry,Johnson, James R.,Kershaw, Neil M.,McCue, Hannah V.,Rigden, Daniel J.,Ward, Lucy C.. "Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis". supporting information. . Retrieved 2022/02/21.