3-Chloropropionyl chloride

Base Information

• Chemical Name: 3-Chloropropionyl chloride
• CAS No.: 625-36-5
• Deprecated CAS: 118261-34-0
• Molecular Formula: C3H4Cl2O
• Molecular Weight: 126.97
• Hs Code.: 29159080
• European Community (EC) Number: 210-890-4
• NSC Number: 84180
• UNII: 24PO18998I
• DSSTox Substance ID: DTXSID5060801
• Nikkaji Number: J501K
• Wikidata: Q27253868
• Mol file: 625-36-5.mol

Synonyms:3-Chloropropionyl chloride;625-36-5;3-Chloropropanoyl chloride;Propanoyl chloride, 3-chloro-;3-chloropropionylchloride;Propionyl chloride, 3-chloro-;beta-Chloropropionyl chloride;.beta.-Chloropropanoyl chloride;.beta.-Chloropropionyl chloride;3-Chloropropionic acid chloride;Chloropropionyl chloride;NSC 84180;3-chloro-propionyl chloride;beta-Chloropropanoyl chloride;beta-Chloropropionoyl chloride;.beta.-Chloropropionoyl chloride;UNII-24PO18998I;EINECS 210-890-4;NSC-84180;24PO18998I;ss-Chloropropionyl Chloride;EC 210-890-4;beta-Chloropropionic acid chloride;omega-Chloropropanoyl chloride;omega-Chloropropionyl chloride;MFCD00000747;chloropropanoyl chloride;3chloropropionyl chloride;3-chloropropioyl chloride;3-chloroproponyl chloride;3-cloropropionyl chloride;3-Chloropropanyl chloride;3-chioropropanoyl chloride;3-chloropropionic chloride;3-Chioropropionyl chloride;betachloropropionyl chloride;3-chloropropionoyl chloride;3-chloro propionyl chloride;3-chloro-propionyl-chloride;3-chloropropano yl chloride;3-chloro-propionyl -chloride;beta-chloro-propionyl chloride;SCHEMBL152575;3-chloropropanoic acid chloride;DTXSID5060801;3-Chloropropionyl chloride, 98%;BCP09962;NSC84180;STR01988;(CHLOROMETHYL)ACETYL CHLORIDE;.beta.-Chloropropionic acid chloride;STL163553;AKOS000120416;SB40504;.OMEGA.-CHLOROPROPANOYL CHLORIDE;.OMEGA.-CHLOROPROPIONYL CHLORIDE;PROPANOIC ACID,3-CHLORO,CHLORIDE;BP-30172;BETA.-CHLOROPROPIONIC ACID CHLORIDE;3-Chloropropionyl chloride, technical grade;LS-192508;FT-0615521;EN300-20450;3-Chloropropionyl chloride, purum, >=98.0% (GC);J-512329;Q27253868;F2190-0034

Chemical Property of 3-Chloropropionyl chloride

Chemical Property:

• Appearance/Colour: Clear colorless to dark brown liquid
• Vapor Pressure: 4.97mmHg at 25°C
• Melting Point: -32 °C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 144.9 °C at 760 mmHg
• Flash Point: 61.7 °C
• PSA: 17.07000
• Density: 1.296 g/cm³
• LogP: 1.38070
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: reacts
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 125.9639201
• Heavy Atom Count: 6
• Complexity: 52.8

Purity/Quality:

99% ^*data from raw suppliers

3-Chloropropionyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 14-22-26-34-35-10
• Safety Statements: 23-26-36/37/39-45-38-16-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C(CCl)C(=O)Cl
• Description: 3-Chloropropionyl chloride is an important bifunctional reagent. It is capable of acylation and possesses a 2-chloro-ethyl fragment (CH2CH2Cl), which can be subjected to nucleophilic substitution and serves as a masked vinyl group. It can be used as a starting material in many reactions to construct a variety of (hetero)cyclic compounds.
• Uses: 3-Chloropropionyl chloride is a reagent used in the synthesis of Beclamide (B119400), which is a chlorinated benzylpropanamide used as an anticonvulsant drug. It is used in the treatment of tonic-clonic seizyres and has sedative properties.

Technology Process of 3-Chloropropionyl chloride

There total 23 articles about 3-Chloropropionyl 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: 98.5%

chloropropionic acid (107-94-8) → 2-chloropropionyl chloride (625-36-5)

Guidance literature:

With bis(trichloromethyl) carbonate; In toluene; at 25 ℃; for 8h; Reagent/catalyst; Temperature;

Reference yield: 98.0%

β-Propiolactone (57-57-8) → 2-chloropropionyl chloride (625-36-5)

Guidance literature:

With bis(trichloromethyl) carbonate; N,N-dimethylpiperidine-4-carboxamide hydrochloride; at 25 ℃; for 10h; Reagent/catalyst; Large scale;

Reference yield: 94.0%

acrylic acid (79-10-7) → acryloyl chloride (814-68-6,25189-84-8) + 2-chloropropionyl chloride (625-36-5)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 80 ℃; for 0.416667h; under 2068.65 Torr; Reagent/catalyst; Pressure;

DOI:10.1002/chem.201802208

upstream raw materials:

phosgene

ethene

chloropropionic acid

β-Propiolactone

Downstream raw materials:

N-acryloylpyrrolidine

3-chloro-N-(1,3-thiazol-2-yl)propanamide

3-chloro-propionic acid-([2]thienylmethyl-amide)

3-chloro-propionic acid-[4-(4-oxo-4H-quinazolin-3-yl)-anilide]

Refernces

• 1、 -. "Preparation method of 3-chloropropionyl chloride". Paragraph 0017; 0020-0021; 0024-0025;. . Retrieved 2021/05/08.
• 2、 -. "Preparation method of 3-chloropropionyl chloride". Paragraph 0019-0021. . Retrieved 2021/10/27.