2,3-Dichloro-2-butene

Base Information

• Chemical Name: 2,3-Dichloro-2-butene
• CAS No.: 1587-29-7
• Molecular Formula: C4H6Cl2
• Molecular Weight: 124.998
• European Community (EC) Number: 605-159-5
• DSSTox Substance ID: DTXSID501307517
• Nikkaji Number: J80.250F,J80.789C
• Mol file: 1587-29-7.mol

Synonyms:2,3-Dichloro-2-butene;(E)-2,3-dichlorobut-2-ene;(E)-2,3-Dichloro-2-butene;1587-29-7;trans-2,3-dichloro-but-2-ene;SCHEMBL818784;DTXSID501307517;2-Butene, 2,3-dichloro-, (E)-;NS00079048

Chemical Property of 2,3-Dichloro-2-butene

Chemical Property:

• Melting Point: -27.02°C (estimate)
• Refractive Index: 1.4582
• Boiling Point: 97 - 99 °C (680 mmHg)
• PSA: 0.00000
• Density: 1.1416
• LogP: 2.71540
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 123.9846556
• Heavy Atom Count: 6
• Complexity: 63.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Dichloro-2-butene

There total 11 articles about 2,3-Dichloro-2-butene 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%

2-chloro-but-2-ene (4461-41-0) → (E)-2,3-dichloro-2-butene (1587-29-7) + 2,2,3-trichloro-butane (10403-60-8) + 2,3-dichlorobut-1-ene (7013-11-8)

Guidance literature:

With 3-tert-butylbenzene-1,2-diol; chlorine; iron(III) chloride; at -20 ℃;

Reference yield: 17.5%

2-chloro-but-2-ene (4461-41-0) → 2,3-dichloro-2-butene, cis form (1587-26-4) + (E)-2,3-dichloro-2-butene (1587-29-7) + 2,2,3-trichloro-butane (10403-60-8) + 2,3-dichlorobut-1-ene (7013-11-8)

Guidance literature:

With 3-tert-butylbenzene-1,2-diol; chlorine; at 0 ℃; Title compound not separated from byproducts;

Reference yield:

dimethylacetylene (503-17-3) → 2,3-dichloro-2-butene, cis form (1587-26-4) + (E)-2,3-dichloro-2-butene (1587-29-7) + Acetic acid (E)-2-chloro-1-methyl-propenyl ester (73496-80-7,73496-81-8)

Guidance literature:

With chlorine; In acetic acid; at 25 ℃;

DOI:10.1021/jo01300a024

upstream raw materials:

2,2,3-trichloro-butane

2,2,3,3-tetrachloro-butane

dimethylacetylene

2-chloro-but-2-ene

Downstream raw materials:

1,4-Dimethyl-1,4-dichlor-2,3,5,6-tetroxan

2,2,3,3-tetrachloro-butane

Peressigsaeure-1,1-dichlorethylester

trans-1,2,3-trichloro-2-butene

Refernces

• 1、 Bartsch, Richard A.,Croft, Alan P.. "Orientation in Base-Promoted Dehydrochlorination of 2,2,3-Trichlorobutane". . p. 1364 - 1365. Retrieved 2007/10/02.
• 2、 Yates, Keith,Go, T. Andrew. "Vinyl Cation Intermediates in Electrophilic Additions to Triple Bonds. 2. Chlorination of Alkylacetylenes". . p. 2385 - 2391. Retrieved 2007/10/02.