Phenyl bromoacetate

Base Information

• Chemical Name: Phenyl bromoacetate
• CAS No.: 620-72-4
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29159000
• Mol file: 620-72-4.mol

Synonyms:Aceticacid, bromo-, phenyl ester (6CI,7CI,8CI,9CI);alpha-Phenyl Bromoacetate;Phenyl a-bromoacetate;bromoacetic acidphenyl ester;

Chemical Property of Phenyl bromoacetate

Chemical Property:

• Appearance/Colour: Liquid
• Vapor Pressure: 0.0112mmHg at 25°C
• Melting Point: 31-33 °C(lit.)
• Refractive Index: 1.559
• Boiling Point: 261.9 °C at 760 mmHg
• Flash Point: 112.2 °C
• PSA: 26.30000
• Density: 1.533 g/cm³
• LogP: 1.98690
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Water Solubility.: Soluble in ethanol and ether, insoluble in water.

Purity/Quality:

98%, ^*data from raw suppliers

Phenyl bromoacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Phenyl Bromoacetate is an intermediate used to prepare 1,2,3-triazole derivatives as cannabinoid CB1 receptor antagonists. It is also used in the synthesis of [1,2,4]triazino[4,3-a] benzimidazole acetic acid derivatives as selective aldose reductase inhibitors.

Technology Process of Phenyl bromoacetate

There total 9 articles about Phenyl bromoacetate 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: 92.0%

2-Bromoacetyl bromide (598-21-0) + phenol (108-95-2,27073-41-2) → phenyl 2-bromoacetate (620-72-4)

Guidance literature:

Heating;

Reference yield: 38.0%

methoxybenzene (100-66-3) + 2-Bromoacetyl bromide (598-21-0) → phenyl 2-bromoacetate (620-72-4)

Guidance literature:

With zinc(II) chloride; at 50 - 70 ℃; for 3.5h;

DOI:10.1081/SCC-120002510

Reference yield:

bromoacetic acid (79-08-3) + phenol (108-95-2,27073-41-2) → phenyl 2-bromoacetate (620-72-4)

Guidance literature:

Multistep reaction; (i) DCC, THF, (ii) /BRN= 506167/;

DOI:10.1021/ja00708a044

upstream raw materials:

2-Bromoacetyl bromide

phenol

bromoacetic acid

hydrogenchloride

Downstream raw materials:

(R)-5-phenyl-3,4,5,6-tetrahydro-2H-1,4-oxazin-2-one

(5S)-5-phenylmorpholin-2-one

Benzyl 2-(3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-ethanoate

(5S,6S)-4-Benzyl-5-methyl-6-vinyl-morpholin-2-one

Refernces

• 1、 Delost, Michael D.,Njardarson, Jon T.. "Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures". supporting information. p. 6121 - 6125. Retrieved 2021/08/16.
• 2、 Kardile, Rahul Dadabhau,Liu, Rai-Shung. "Two Distinct Ag(I)- And Au(I)-Catalyzed Olefinations between α-Diazo Esters and N-Boc-Derived Imines". supporting information. p. 6452 - 6456. Retrieved 2019/09/06.