Benzyl 4-methylbenzoate

Base Information

• Chemical Name: Benzyl 4-methylbenzoate
• CAS No.: 5467-99-2
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• NSC Number: 25467
• DSSTox Substance ID: DTXSID90282338
• Nikkaji Number: J600.143B
• Wikidata: Q82016590
• Mol file: 5467-99-2.mol

Synonyms:Benzyl 4-methylbenzoate;5467-99-2;Benzoic acid, 4-methyl-, phenylmethyl ester;1711-35-9;p-Toluic acid, benzyl ester;4-Methylbenzoic acid benzyl ester;Benzyl4-methylbenzoate;Benzyl-4-methylbenzoate;Benzyl 4-methylbenzoate #;SCHEMBL6057219;SCHEMBL9409652;DTXSID90282338;LNXGEZSXCGDUSD-UHFFFAOYSA-N;NSC25467;MFCD04347391;NSC-25467;AKOS003442383;AM83217;DS-8198;CS-0153079

Chemical Property of Benzyl 4-methylbenzoate

Chemical Property:

• Vapor Pressure: 6.67E-05mmHg at 25°C
• Melting Point: 45-47℃
• Boiling Point: 344.2°Cat760mmHg
• Flash Point: 154.4°C
• PSA: 26.30000
• Density: 1.107g/cm³
• LogP: 3.35200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

99%, ^*data from raw suppliers

Benzyl4-methylbenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-methylbenzoate

There total 39 articles about Benzyl 4-methylbenzoate 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: 98.0%

benzyloxydiphenylphosphine (53772-44-4) + p-Toluic acid (99-94-5) → 4-methylbenzoic acid benzyl ester (5467-99-2)

Guidance literature:

With 2,6-dimethyl-1,4-benzoquinone; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1246/cl.2002.1126 DOI:10.1246/bcsj.76.1645

Reference yield: 97.0%

4-methyl-benzaldehyde (104-87-0) + benzyl alcohol (100-51-6,185532-71-2) → 4-methylbenzoic acid benzyl ester (5467-99-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; benzyl chloride; at 110 ℃; for 9h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201201960

Reference yield: 93.0%

2-(benzyloxy)-1,3-diphenyl-1,3,2-diazaphospholidine + p-Toluic acid (99-94-5) → 4-methylbenzoic acid benzyl ester (5467-99-2)

Guidance literature:

With di-isopropyl azodicarboxylate; In dichloromethane; at 40 ℃; for 36h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03709

upstream raw materials:

N,N'-dimethylbenzylamine

4-methyl-benzoic acid methyl ester

bis(4-methylbenzenethiocarbonyl) sulphide

sodium phenyl-methanolate

Downstream raw materials:

p-Toluic acid

1-methyl-3-(phenylmethyl)-benzene

1-methyl-4-(phenylmethyl)benzene

2-benzyltoluene

Refernces

• 1、 Moayyed, Mohammadesmaeil,Saberi, Dariush. "Iodine-catalyzed synthesis of β-uramino crotonic esters as well as oxidative esterification of carboxylic acids in choline chloride/urea: a desirable alternative to organic solvents". . p. 445 - 455. Retrieved 2020/09/07.
• 2、 van Bonn, Pit,Bolm, Carsten,Hernández, José G.. "Mechanochemical Palladium-Catalyzed Carbonylative Reactions Using Mo(CO)6". . p. 2576 - 2580. Retrieved 2020/02/20.