2-Chlorocrotonic acid

Base Information

• Chemical Name: 2-Chlorocrotonic acid
• CAS No.: 600-13-5
• Molecular Formula: C4H5ClO2
• Molecular Weight: 120.5343
• NSC Number: 227867,1188
• UNII: 6V7VW4N5JE
• DSSTox Substance ID: DTXSID601030977
• Nikkaji Number: J135.984C
• Mol file: 600-13-5.mol

Synonyms:2-Chlorocrotonic acid;(E)-2-chlorobut-2-enoic acid;2-CHLORO-2-BUTENOIC ACID;600-13-5;22038-56-8;(E)-2-Chloro-2-butenoic acid;NSC 1188;NSC-1188;a-Chlorcrotonsaure;NSC1188;Crotonic acid, 2-chloro-;6V7VW4N5JE;2-Butenoic acid, 2-chloro-;SCHEMBL491479;DTXSID601030977;I+/--Chloro-trans-2-butenoic acid;NSC227867;NSC-227867

Chemical Property of 2-Chlorocrotonic acid

Chemical Property:

• Vapor Pressure: 0.0654mmHg at 25°C
• Refractive Index: 1.4704 (estimate)
• Boiling Point: 213.1°C at 760 mmHg
• Flash Point: 82.7°C
• PSA: 37.30000
• Density: 1.282g/cm³
• LogP: 1.21360
• Water Solubility.: 21g/L(19 oC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 119.9978071
• Heavy Atom Count: 7
• Complexity: 106

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C(=O)O)Cl
• Isomeric SMILES: C/C=C(\C(=O)O)/Cl

Technology Process of 2-Chlorocrotonic acid

There total 44 articles about 2-Chlorocrotonic acid 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: 24.0%

(trichloromethyl)vinylcarbinol (815-00-9) → (Z)-2-Chloro-but-2-enoic acid (53993-41-2,600-13-5)

Guidance literature:

With potassium hydroxide; In water; for 7h; Ambient temperature;

Reference yield:

2,3-dibromo-2-chloro-butyric acid → (Z)-2-Chloro-but-2-enoic acid (53993-41-2,600-13-5) + bromine (7726-95-6)

Guidance literature:

bei der Destillation;

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 2,3-dibromo-2-chloro-butyric acid → (Z)-2-Chloro-but-2-enoic acid (53993-41-2,600-13-5) + bromine (7726-95-6)

Guidance literature:

bei der Destillation;

upstream raw materials:

tetrachloromethane

2,3-dichloro-butyric acid amide

Methyl 2,3-dichlorobutanoate

2,3-dichlorobutanenitrile

Downstream raw materials:

(Z)-2-Chloro-but-2-enoic acid

(Z) methyl 2-chloro-2-butenoate

(+/-)-threo-2,3-dichloro-butyric acid

trans-Methyl-2-chlor-2-butenoat

Refernces

• 1、 Danheiser, Rick L.,Gee, Stephen K.,Sard, Howard. "A Annulation Approach to Eight-Membered Carbocyclic Compounds". . p. 7670 - 7672. Retrieved 2007/10/02.
• 2、 Ito. "Synthesis of antibiotics. I. Synthesis of N-substituted compounds of monochloroacylamide and their antitrichophyton effect.". . p. 561 - 566. Retrieved 2007/10/04.