alpha-Hydroxybenzeneacetyl chloride

Base Information

• Chemical Name: alpha-Hydroxybenzeneacetyl chloride
• CAS No.: 50916-31-9
• Molecular Formula: C8H7 Cl O2
• Molecular Weight: 170.595
• Hs Code.: 2918199090
• European Community (EC) Number: 256-845-2
• DSSTox Substance ID: DTXSID40965200
• Mol file: 50916-31-9.mol

Synonyms:alpha-Hydroxybenzeneacetyl chloride;50916-31-9;2-hydroxy-2-phenylacetyl chloride;EINECS 256-845-2;mandelylchlorid;Hydroxy(phenyl)acetyl chloride;SCHEMBL4073357;DTXSID40965200;BCP26091;MFCD25963976;(c) paragraph sign-Hydroxybenzeneacetyl chloride

Chemical Property of alpha-Hydroxybenzeneacetyl chloride

Chemical Property:

• Boiling Point: 262.9oC at 760 mmHg
• Flash Point: 112.8oC
• PSA: 37.30000
• Density: 1.322g/cm3
• LogP: 1.48540
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

98%Min ^*data from raw suppliers

2-Hydroxy-2-phenylacetylchloride 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)Cl)O

Technology Process of alpha-Hydroxybenzeneacetyl chloride

There total 2 articles about alpha-Hydroxybenzeneacetyl chloride 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:

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → 2-hydroxy-2-phenylacetyl chloride (50916-31-9)

Guidance literature:

With (Dichloroiodo)benzene; triphenylphosphine; In dichloromethane; for 0.166667h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201600714

Reference yield:

phosgene (75-44-5) → 2-hydroxy-2-phenylacetyl chloride (50916-31-9)

Guidance literature:

Reference yield: 71.0%

2-hydroxy-2-phenylacetyl chloride (50916-31-9) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → 2-hydroxy-N-methoxy-N-methyl-2-phenylacetamide (143314-51-6)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In toluene; at 0 - 20 ℃; for 3h; Inert atmosphere;

2-hydroxy-2-phenylacetyl chloride; In toluene; Inert atmosphere;

DOI:10.1021/acs.joc.8b02941

upstream raw materials:

phosgene

MANDELIC ACID

Downstream raw materials:

6,8-dibromo-2-(hydroxy-phenyl-methyl)-benzo[d][1,3]oxazin-4-one

C₃₀H₂₂N₂O₇S

N'-(2-hydroxy-2-phenylacetyl)-2-methyl-4,6-dihydroxybenzohydrazide

hydroxy-phenyl-acetic acid ethyl ester

Refernces

• 1、 Carle, Myriam S.,Shimokura, Grace K.,Murphy, Graham K.. "Iodobenzene Dichloride in the Esterification and Amidation of Carboxylic Acids: In-Situ Synthesis of Ph3PCl2". supporting information. p. 3930 - 3933. Retrieved 2016/08/24.