(2S)-2-chloropropanoyl chloride

Base Information

• Chemical Name: (2S)-2-chloropropanoyl chloride
• CAS No.: 70110-24-6
• Molecular Formula: C₃H₄Cl₂O
• Molecular Weight: 126.97
• European Community (EC) Number: 823-513-9
• Nikkaji Number: J60.585I
• Mol file: 70110-24-6.mol

Synonyms:(2S)-2-chloropropanoyl chloride;70110-24-6;(s)-2-chloropropanoyl chloride;2-chloropropionylchloride;(s)-2-chloropropanoylchloride;SCHEMBL1065279;(S)-2-chloropropionyl chloride;JEQDSBVHLKBEIZ-REOHCLBHSA-N;(2S)-2-chloranylpropanoyl chloride;[S,(+)]-2-Chloropropionyl chloride;AT22451;EN300-322328;A838651

Chemical Property of (2S)-2-chloropropanoyl chloride

Chemical Property:

• Vapor Pressure: 24.1mmHg at 25°C
• Refractive Index: 1.4400 (estimate)
• Boiling Point: 162.19°C (rough estimate)
• Density: 1.2394
• Water Solubility.: MAY DECOMPOSE
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 125.9639201
• Heavy Atom Count: 6
• Complexity: 61.8

Purity/Quality:

99% ^*data from raw suppliers

(2S)-2-chloropropanoylchloride 95%+ ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C:Corrosive
• Statements: R10:; R35:
• Safety Statements: S16:; S25:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)Cl)Cl
• Isomeric SMILES: C[C@@H](C(=O)Cl)Cl

Technology Process of (2S)-2-chloropropanoyl chloride

There total 4 articles about (2S)-2-chloropropanoyl 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: 99.0%

(S)-2-chloropropanoic acid (29617-66-1) → (S)-2-chloropropionyl chloride (70110-24-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c01127

Reference yield:

(+)-2(S)-fluoropropionyl chloride (87337-51-7) → (S)-2-chloropropionyl chloride (70110-24-6) + (R)-(-)-2-chloropropionyl chloride (70110-25-7)

Guidance literature:

With chlorine; In gas; under 500 Torr; Product distribution; Mechanism; extent of inversion; further halogen; 18F, 34mCl and 38Cl isotope labelling experiments;

DOI:10.1021/j150642a032

Reference yield:

L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) → (S)-2-chloropropionyl chloride (70110-24-6)

Guidance literature:

With thionyl chloride; at 95 - 115 ℃; dextrorotatory α-chloro-propionyl chloride;

upstream raw materials:

L-Lactic acid

(S)-2-chloropropanoic acid

benzoyl chloride

(+)-2(S)-fluoropropionyl chloride

Downstream raw materials:

L-α-Chloro-propionsaeure-(m-bromoanilid)

L-α-Chloro-propionsaeure-(p-fluoro-anilid)

L-α-Chloro-propionsaeure-(p-bromoanilid)

(S)-(+)-5-(2-chloro-1-oxo)propyl-1,3-dihydro-3,3-dimethyl-2H-indol-2-one

Refernces

• 1、 Artalejo, Antonio R.,Barahona, María Victoria,Fernández-Ballester, Gregorio,Fernández-Carvajal, Asia,Ferrer-Montiel, Antonio,González-Mu?iz, Rosario,González-Rodríguez, Sara,Martín-Escura, Cristina,Medina-Peris, Alicia,Olivos-Oré, Luis A.,Spear, Luke A.,de la Torre Martínez, Roberto. "β-Lactam TRPM8 Antagonist RGM8-51 Displays Antinociceptive Activity in Different Animal Models". . . Retrieved 2022/03/03.
• 2、 Raza, Abdul Rauf,Nisar, Bushra,Khalid, Muhammad,Gondal, Humaira Yasmeen,Khan, Muhammad Usman,de Alcantara Morais, Sara Figueirêdo,Tahir, Muhammad Nawaz,Braga, Ataualpa Albert Carmo. "A facile microwave assisted synthesis and structure elucidation of (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones by crystallographic, spectroscopic and DFT studies". . . Retrieved 2020/01/21.