Methanediyl dibenzoate

Base Information

• Chemical Name: Methanediyl dibenzoate
• CAS No.: 5342-31-4
• Molecular Formula: C15H12O4
• Molecular Weight: 256.258
• Hs Code.: 2916399090
• NSC Number: 2204
• DSSTox Substance ID: DTXSID40277390
• Nikkaji Number: J93.705C
• Wikidata: Q82008506
• Mol file: 5342-31-4.mol

Synonyms:5342-31-4;methanediyl dibenzoate;Methylendibenzoat;NSC2204;(benzoyloxy)methyl benzoate;C6H5COOCH2OCOC6H5;SCHEMBL51601;METHANEDIOL, DIBENZOATE;Bisbenzoic acid methylene ester;DTXSID40277390;NSC 2204;NSC-2204

Chemical Property of Methanediyl dibenzoate

Chemical Property:

• Vapor Pressure: 6.74E-07mmHg at 25°C
• Melting Point: 99°C
• Refractive Index: 1.4872 (estimate)
• Boiling Point: 409°Cat760mmHg
• Flash Point: 208.4°C
• PSA: 52.60000
• Density: 1.222g/cm³
• LogP: 2.65790
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 271

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methanediyl dibenzoate

There total 26 articles about Methanediyl dibenzoate 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%

dichloromethane (75-09-2) + benzoic acid (65-85-0,8013-63-6) → bis(benzoyloxy)methane (5342-31-4)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 130 ℃; for 5h;

DOI:10.1016/j.cclet.2019.04.053

Reference yield: 96.0%

Potassium benzoate (582-25-2) + 1,1-dibromomethane (74-95-3) → bis(benzoyloxy)methane (5342-31-4)

Guidance literature:

With poly(ethylene glycol)-600; In acetonitrile; for 10h; Ambient temperature;

DOI:10.1080/00397919708004081

Reference yield: 75.0%

dichloromethane (75-09-2) + benzaldehyde (100-52-7) → bis(benzoyloxy)methane (5342-31-4)

Guidance literature:

benzaldehyde; With tert.-butylhydroperoxide; potassium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 5h;

dichloromethane; at 90 ℃; for 3h;

DOI:10.1039/c3ra43615b

upstream raw materials:

chloromethyl benzoate

Potassium benzoate

(E)-3-Ureido-but-2-enoic acid ethyl ester

benzoyloxymethyl ether

Downstream raw materials:

N-(n-propyl)benzamide

N,N'-methylenebisbenzamide

formaldehyd

benzoic acid anhydride

Refernces

• 1、 Wang, Shuiliang,Fu, Zhengjiang,Huang, Zhicong,Jiang, Yongqing,Guo, Shengmei,Cai, Hu. "Dichloromethane as a methylene synthon for regioselective linkage of diverse carboxylic acids: Direct access to methylene diesters under metal-free conditions". supporting information. p. 1173 - 1177. Retrieved 2019/05/07.
• 2、 Lin, Feng,Feng, Qiang,Cui, Xiuling,Song, Qiuling. "Synthesis of esters from aldehydes or carboxylic acids with dichloromethane, dichloroethane or dichloropropane under mild conditions". . p. 20246 - 20253. Retrieved 2013/11/06.