2-Methylbenzoic acid anhydride

Base Information

• Chemical Name: 2-Methylbenzoic acid anhydride
• CAS No.: 607-86-3
• Molecular Formula: C16H14 O3
• Molecular Weight: 254.285
• Hs Code.: 2916399090
• European Community (EC) Number: 833-752-0
• DSSTox Substance ID: DTXSID80209519
• Nikkaji Number: J136.489H
• Wikidata: Q83083830
• Mol file: 607-86-3.mol

Synonyms:2-methylbenzoic anhydride;607-86-3;o-TOLUIC ANHYDRIDE;2-Methylbenzoic acid anhydride;(2-methylbenzoyl) 2-methylbenzoate;Benzoic acid, 2-methyl-, anhydride;2-Methylphenyl anhydride;Bis(o-toluic)anhydride;2-methylbenzoicanhydride;2-Methylphenyl anhydride #;SCHEMBL777261;DTXSID80209519;AMY25727;MFCD00048077;M2997;T72692

Chemical Property of 2-Methylbenzoic acid anhydride

Chemical Property:

• Vapor Pressure: 6.94E-07mmHg at 25°C
• Melting Point: 37.0 to 41.0 °C
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 408.6°C at 760 mmHg
• Flash Point: 194°C
• PSA: 43.37000
• Density: 1.159g/cm³
• LogP: 3.30060
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

98%min ^*data from raw suppliers

2-Methylbenzoic Anhydride >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)OC(=O)C2=CC=CC=C2C

Technology Process of 2-Methylbenzoic acid anhydride

There total 13 articles about 2-Methylbenzoic acid anhydride 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: 99.0%

ortho-methylbenzoic acid (118-90-1) → 2-methylbenzoic anhydride (607-86-3)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-1981-29544

Reference yield: 83.0%

ortho-methylphenyl iodide (615-37-2) + carbon monoxide (201230-82-2) → 2-methylbenzoic anhydride (607-86-3)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; water; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 20 - 115 ℃; for 6h; under 760.051 Torr; Inert atmosphere; Autoclave;

DOI:10.1039/c2cc16611a

Reference yield: 80.0%

2-methyl-benzyl alcohol (89-95-2) → 2-methylbenzoic anhydride (607-86-3)

Guidance literature:

With tert.-butylhydroperoxide; tetrabutyl phosphonium bromide; In water; chlorobenzene; at 80 ℃; for 3h; Sealed tube;

DOI:10.1055/s-0036-1590905

upstream raw materials:

ortho-methylbenzoic acid

2-methylchlorobenzene

carbon monoxide

toluene

Downstream raw materials:

ortho-toluoyl chloride

(4-methoxyphenyl)(2-methylphenyl)methanone

4'-methoxyhexanophenone

N-(2-methylbenzoyl)-2-nitroanilide

Refernces

• 1、 Eidi, Esmaiel,Kassaee, Mohamad Z.,Nasresfahani, Zahra. "Efficient synthesis of symmetrical anhydrides by cross dehydrogenative coupling of aryl aldehydes over CuFe2O4 nanoparticles". . p. 461 - 468. Retrieved 2021/04/09.
• 2、 Spránitz, Péter,Soregi, Petra,Botlik, Bence Béla,Berta, Máté,Soós, Tibor. "Organocatalytic Desymmetrisation of Fittig's Lactones: Deuterium as a Reporter Tag for Hidden Racemisation". . p. 1263 - 1272. Retrieved 2019/02/26.