Acetyl chloride, (benzoyloxy)-

Base Information

• Chemical Name: Acetyl chloride, (benzoyloxy)-
• CAS No.: 54150-57-1
• Molecular Formula: C9H7ClO3
• Molecular Weight: 198.606
• DSSTox Substance ID: DTXSID70447226
• Nikkaji Number: J1.198.178J
• Wikidata: Q82266057
• Mol file: 54150-57-1.mol

Synonyms:54150-57-1;Acetyl chloride, (benzoyloxy)-;(2-chloro-2-oxoethyl) benzoate;2-Benzoyloxyacetylchloride-B2755;2-benzoyloxyacetyl chloride;2-chloro-2-oxoethyl benzoate;benzoyloxyacetyl chloride;(benzoyloxy)acetylchloride;(benzoyloxy)acetyl chloride;2-chloro-2-oxoethylbenzoate;SCHEMBL4655187;DTXSID70447226;HZGAJRVMHROSBR-UHFFFAOYSA-N;Benzoic acid 2-oxo-2-chloroethyl ester

Chemical Property of Acetyl chloride, (benzoyloxy)-

Chemical Property:

• PSA: 43.37000
• LogP: 1.60880
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 198.0083718
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

2-Chloro-2-oxoethylBenzoate ^*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(=O)OCC(=O)Cl
• Uses: 2-Chloro-2-oxoethyl Benzoate is a reagent used in the organic synthesis of various azidoformates from alcohol''s and sodium azide using triphosgene.

Technology Process of Acetyl chloride, (benzoyloxy)-

There total 5 articles about Acetyl chloride, (benzoyloxy)- 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: 91.0%

benzoyloxyacetic acid (614-44-8) → 2-benzoyloxyacetyl chloride (54150-57-1)

Guidance literature:

With thionyl chloride; for 3h; Heating;

DOI:10.1021/ja00291a030

Reference yield:

oxalyl dichloride (79-37-8) + benzoyloxyacetic acid (614-44-8) → 2-benzoyloxyacetyl chloride (54150-57-1)

Guidance literature:

In chloroform; Petroleum ether;

Reference yield:

sodium benzoate (532-32-1) → 2-benzoyloxyacetyl chloride (54150-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaI / H₂O / 6 h / 90 °C

2: 80 percent / aq. HCl / 0.17 h / 75 °C

3: 88 percent / SOCl₂ / 3 h / Heating

With hydrogenchloride; thionyl chloride; sodium iodide; In water;

DOI:10.1002/jps.2600770402

upstream raw materials:

benzoyloxyacetic acid

sodium benzoate

(aminocarbonyl)methyl benzoate

benzoyl chloride

Downstream raw materials:

Benzoic acid [bis-(2-methoxy-ethyl)-carbamoyl]-methyl ester

Benzoic acid [bis-(2-hydroxy-propyl)-carbamoyl]-methyl ester

Benzoic acid dibutylcarbamoylmethyl ester

Benzoic acid dipropylcarbamoylmethyl ester

Refernces

• 1、 -. "Prodrug derivatives of carboxylic acid drugs". . . Retrieved 2008/06/13.
• 2、 -. "Glycolate ester peracid precursors". . . Retrieved 2008/06/13.