Benzyl 4-(bromomethyl)benzoate

Base Information

• Chemical Name: Benzyl 4-(bromomethyl)benzoate
• CAS No.: 113100-79-1
• Molecular Formula: C15H13 Br O2
• Molecular Weight: 305.171
• DSSTox Substance ID: DTXSID80594957
• Wikidata: Q82489888
• Mol file: 113100-79-1.mol

Synonyms:Benzyl 4-(bromomethyl)benzoate;113100-79-1;4-(BROMOMETHYL)BENZOIC ACID BENZYL ESTER;benzyl 4-bromomethylbenzoate;benzyl4-(bromomethyl)benzoate;benzyl-4-(bromomethyl)benzoate;SCHEMBL6511919;DTXSID80594957;NNYOSNCCRWSYQF-UHFFFAOYSA-N

Chemical Property of Benzyl 4-(bromomethyl)benzoate

Chemical Property:

• Melting Point: 62 °C
• Boiling Point: 406.8±33.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.402±0.06 g/cm3(Predicted)
• LogP: 3.93850
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 304.00989
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

98%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)COC(=O)C2=CC=C(C=C2)CBr

Technology Process of Benzyl 4-(bromomethyl)benzoate

There total 9 articles about Benzyl 4-(bromomethyl)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: 86.0%

4-bromomethylbenzoyl chloride (52780-16-2) + benzyl alcohol (100-51-6,185532-71-2) → 4-bromomethylbenzoic acid benzyl ester (113100-79-1)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃; for 5h;

DOI:10.1021/ja993570b

Reference yield: 83.0%

benzyl 4-(hydroxymethyl)benzoate (67853-01-4) → 4-bromomethylbenzoic acid benzyl ester (113100-79-1)

Guidance literature:

With phosphorus tribromide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c02063

Reference yield: 80.0%

4-bromomethylbenzoic Acid (6232-88-8) + benzyl alcohol (100-51-6,185532-71-2) → 4-bromomethylbenzoic acid benzyl ester (113100-79-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 18h; Heating;

DOI:10.1039/a908090b

upstream raw materials:

benzyl 4-(hydroxymethyl)benzoate

4-bromomethylbenzoic Acid

benzyl alcohol

4-bromomethylbenzoyl chloride

Downstream raw materials:

(2S,5R)-(+)-5-(4-benzyloxycarbonyl-phenylmethyl)-2-(t-butyl)-5-methyl-1,3-dioxolan-4-one

(2R,5R)-(+)-5-(4-benzyloxycarbonyl-phenylmethyl)-2-(t-butyl)-5-methyl-1,3-dioxolan-4-one

Benzyl 4-[(4-cyanophenyl)methyl]benzoate

4-[Ethoxy-(3-phenyl-propyl)-phosphinoylmethyl]-benzoic acid benzyl ester

Refernces

• 1、 Moutevelis-Minakakis, Panagiota,Papavassilopoulou, Eleni,Michas, George,Georgikopoulou, Kalliopi,Ragoussi, Maria-Eleni,Neophytou, Niki,Zoumpoulakis, Panagiotis,Mavromoustakos, Thomas,Hadjipavlou-Litina, Dimitra. "Synthesis, in silico docking experiments of new 2-pyrrolidinone derivatives and study of their anti-inflammatory activity". experimental part. p. 2888 - 2902. Retrieved 2011/06/17.
• 2、 Konya, Klara G.,Paul, Thomas,Lin, Shuqiong,Lusztyk, Janusz,Ingold. "Laser flash photolysis studies on the first superoxide thermal source. First direct measurements of the rates of solvent-assisted 1,2-hydrogen atom shifts and a proposed new mechanism for this unusual rearrangement". . p. 7518 - 7527. Retrieved 2007/10/03.