trans-3-Chloroacrylic acid

Base Information

• Chemical Name: trans-3-Chloroacrylic acid
• CAS No.: 2345-61-1
• Molecular Formula: C3H3ClO2
• Molecular Weight: 106.509
• Hs Code.: 29161995
• European Community (EC) Number: 219-070-0
• DSSTox Substance ID: DTXSID401030907
• Nikkaji Number: J1.684E,J1.807D
• Wikidata: Q27103077
• Metabolomics Workbench ID: 1757
• Mol file: 2345-61-1.mol

Synonyms:3-chloroacrylic acid;trans-3-chloroacrylate

Chemical Property of trans-3-Chloroacrylic acid

Chemical Property:

• Vapor Pressure: 0.216mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.4100 (estimate)
• Boiling Point: 192.3 °C at 760 mmHg
• PKA: pK1: 3.65 (18°C,μ=0.1)
• Flash Point: 70.1 °C
• PSA: 37.30000
• Density: 1.371 g/cm³
• LogP: 0.82350
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 105.9821570
• Heavy Atom Count: 6
• Complexity: 76.9

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-Chloroacrylic acid 99% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CCl)C(=O)O
• Isomeric SMILES: C(=C/Cl)\C(=O)O
• Uses: trans-3-Chloroacrylic acid is a chlorinated carboxylic acid for proteomics research.

Technology Process of trans-3-Chloroacrylic acid

There total 14 articles about trans-3-Chloroacrylic 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: 43.7%

acrylic acid (79-10-7) → (E)-3-chloroacrylic acid (2345-61-1)

Guidance literature:

With hydrogenchloride; copper(l) chloride; at 125 ℃; for 6.5h;

DOI:10.1016/S1386-1425(00)00259-6

Reference yield: 31.0%

Propiolic acid (471-25-0) → (E)-3-chloroacrylic acid (2345-61-1) + 3-chloroacrylic acid (1609-93-4)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 30 ℃; for 0.75h;

Reference yield: 30.0%

3,3,3-trichloro-2-hydroxy-propionic acid (599-01-9) → (E)-3-chloroacrylic acid (2345-61-1)

Guidance literature:

With chromium dichloride; In water;

upstream raw materials:

(E)-4-chloro-3-buten-2-one

3-chloroacrylic acid

Propiolic acid

3,3,3-trichloro-2-hydroxy-propionic acid

Downstream raw materials:

3t-(2-chloro-phenylsulfanyl)-acrylic acid

3t-(2-methoxy-phenylsulfanyl)-acrylic acid

(2E)-3-(phenylselanyl)acrylic acid

(+/-)-trans-6-chloro-cyclohex-3-enecarboxylic acid

Refernces

• 1、 Riegel, George F.,Kass, Steven R.. "N-Vinyl and N-Aryl Hydroxypyridinium Ions: Charge-Activated Catalysts with Electron-Withdrawing Groups". . p. 6017 - 6026. Retrieved 2020/05/26.
• 2、 Urdaneta, Neudo A.,Herrera, Julio C.,Salazar, Jose,Lopez, Simon E.. "Hydrochlorination of 2,3-acetylenic acids with thionyl chloride in dimethylformamide". . p. 3003 - 3009. Retrieved 2007/10/03.