2-Chloro-2-oxo-1-phenylethyl formate

Base Information

• Chemical Name: 2-Chloro-2-oxo-1-phenylethyl formate
• CAS No.: 29169-64-0
• Molecular Formula: C9H7ClO3
• Molecular Weight: 198.606
• Hs Code.: 29181990
• DSSTox Substance ID: DTXSID80865472
• Nikkaji Number: J1.049.790F
• Mol file: 29169-64-0.mol

Synonyms:2-chloro-2-oxo-1-phenylethyl formate;EINECS 249-478-4;(R)-alpha-(Formyloxy)benzeneacetyl chloride;SCHEMBL3298111;DTXSID80865472;ZNLABNPTWSKGDX-UHFFFAOYSA-N;2-formyloxy-2-phenylacetyl chloride;AKOS015963250;AC-19784;FT-0638834;Benzeneacetyl chloride, .alpha.-(formyloxy)-, (.alpha.R)-

Chemical Property of 2-Chloro-2-oxo-1-phenylethyl formate

Chemical Property:

• Appearance/Colour: light yellow clear liquid
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 347 °C at 760 mmHg
• Flash Point: 163.7 °C
• PSA: 43.37000
• Density: 1.411cm³
• LogP: 2.30200
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 198.0083718
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Chloro-2-oxo-1-phenylethylFormate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)Cl)OC=O
• Uses: (R)-(?)-O-Formylmandeloyl chloride can be used as a chiral resolving agent for the resolution of spirobiindane.

Technology Process of 2-Chloro-2-oxo-1-phenylethyl formate

There total 2 articles about 2-Chloro-2-oxo-1-phenylethyl formate 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:

(R)-formiloxy(phenyl)acetic acid (29169-63-9) → D-2-phenyl-2-formyloxyacetyl chloride (29169-64-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; Heating;

Reference yield:

→ 2R-[2β, 4β,6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]-amino]-4-methyl-8-oxo-5-thia-1-azatricyclo[4.2.0/2,4/]octane-2-carboxylic acid (4-nitrophenyl)methyl ester + D-2-phenyl-2-formyloxyacetyl chloride (29169-64-0)

Guidance literature:

Reference yield: 95.0%

oxazol (288-42-6) + D-2-phenyl-2-formyloxyacetyl chloride (29169-64-0) → C12H9NO4

Guidance literature:

oxazol; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

D-2-phenyl-2-formyloxyacetyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo900414n

upstream raw materials:

(R)-formiloxy(phenyl)acetic acid

Downstream raw materials:

(6R)-7t-((R)-2-formyloxy-2-phenyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R)-7t-((Ξ)-2-formyloxy-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(6R)-7t-((R)-2-formyloxy-2-phenyl-acetylamino)-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

(2'R,3S,5R,6R)-6-formyloxy(phenyl)acetylaminopenicillanic acid

Refernces

• 1、 -. "Methylene penam and derivatives thereof". . . Retrieved 2008/06/13.