2-Oxo-2-phenylacetyl chloride

Base Information

• Chemical Name: 2-Oxo-2-phenylacetyl chloride
• CAS No.: 25726-04-9
• Molecular Formula: C8H5ClO2
• Molecular Weight: 168.579
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80454582
• Nikkaji Number: J1.239.757G
• Wikidata: Q82276187
• Mol file: 25726-04-9.mol

Synonyms:2-oxo-2-phenylacetyl chloride;25726-04-9;Benzeneacetyl chloride, a-oxo-;benzoylformyl chloride;oxo(phenyl)acetyl chloride;2-oxo-2-phenyl-acetyl Chloride;phenylglyoxylyl chloride;phenylglyoxyloyl chloride;benzoylformic acid chloride;phenylglyoxylic acid chloride;SCHEMBL263843;2-Phenyl-2-oxoacetyl chloride;DTXSID80454582;BNGOFPJWZUXKNR-UHFFFAOYSA-N;CS-0235628;EN300-1590591

Chemical Property of 2-Oxo-2-phenylacetyl chloride

Chemical Property:

• Boiling Point: 264.7±23.0 °C at 760 mmHg
• Flash Point: 109.4±23.2 °C
• PSA: 34.14000
• Density: 1.3±0.1 g/cm³
• LogP: 1.63470
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.9978071
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-Oxo-2-phenylacetylchloride ^*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)C(=O)Cl

Technology Process of 2-Oxo-2-phenylacetyl chloride

There total 20 articles about 2-Oxo-2-phenylacetyl 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: 100.0%

Benzoylformic acid (611-73-4) → phenylglyoxylyl chloride (25726-04-9)

Guidance literature:

With Dichloromethyl methyl ether; at 50 ℃; for 0.5h;

DOI:10.1039/b210943n

Reference yield: 78.0%

Dichloromethyl methyl ether (4885-02-3) + Benzoylformic acid (611-73-4) → phenylglyoxylyl chloride (25726-04-9) + Methyl formate (107-31-3)

Guidance literature:

at 25 - 50 ℃;

DOI:10.15227/orgsyn.061.0001

Reference yield:

acetophenone (98-86-2) → phenylglyoxylyl chloride (25726-04-9) + benzoyl chloride (98-88-4)

Guidance literature:

With thionyl chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) pyridin, 2) heating;

upstream raw materials:

oxalyl dichloride

Benzoylformic acid

sodium benzoylformate

acetophenone

Downstream raw materials:

(2R)-5,7-dimethoxy-2r-(4-methoxy-phenyl)-3c-phenyloxoacetyloxy-chroman

N,N-dibenzyl-2-oxo-2-phenylacetamide

N-(Phenylglyoxyloyl)-1-piperidincarboximidoylchlorid

methyl 2-oxo-2-phenylacetate

Refernces

• 1、 Nicolle, Simon M.,Nortcliffe, Andrew,Bartrum, Hannah E.,Lewis, William,Hayes, Christopher J.,Moody, Christopher J.. "C?H Insertion as a Key Step to Spiro-Oxetanes, Scaffolds for Drug Discovery". . p. 13623 - 13627. Retrieved 2017.
• 2、 Tanner,Das. "". . p. 3972. Retrieved 1970.
• 3、 Barresi, Elisabetta,Giacomelli, Chiara,Marchetti, Laura,Baglini, Emma,Salerno, Silvia,Greco, Giovanni,Da Settimo, Federico,Martini, Claudia,Trincavelli, Maria Letizia,Taliani, Sabrina. "Novel positive allosteric modulators of A2B adenosine receptor acting as bone mineralisation promoters". . p. 286 - 294. Retrieved 2020/12/22.
• 4、 Junaid, Qazi Mohammad,Kandasamy, Jeyakumar,Popuri, Sureshbabu,Sabiah, Shahulhameed,Singh, Shweta. "Diversification of α-ketoamides: Via transamidation reactions with alkyl and benzyl amines at room temperature". supporting information. p. 7134 - 7140. Retrieved 2021/08/30.