cis-1,4-Dichloro-2-butene

Base Information

• Chemical Name: cis-1,4-Dichloro-2-butene
• CAS No.: 1476-11-5
• Molecular Formula: C4H6Cl2
• Molecular Weight: 124.998
• Hs Code.: 29032990
• European Community (EC) Number: 212-121-8,216-021-5
• NSC Number: 9452
• UN Number: 2920
• UNII: BQS2752I90
• DSSTox Substance ID: DTXSID3027405
• Nikkaji Number: J7.746A
• Wikidata: Q27274819
• ChEMBL ID: CHEMBL3182662
• Mol file: 1476-11-5.mol

Synonyms:1,4-dichloro-2-butene;1,4-dichloro-2-butene, (E)-isomer;1,4-dichloro-2-butene, (Z)-isomer

Chemical Property of cis-1,4-Dichloro-2-butene

Chemical Property:

• Appearance/Colour: light-yellow clear liquid
• Melting Point: -48 °C
• Refractive Index: n20/D 1.489(lit.)
• Boiling Point: 155.5 °C at 760 mmHg
• Flash Point: 54.4 °C
• PSA: 0.00000
• Density: 1.126 g/cm³
• LogP: 2.02020
• Storage Temp.: 2-8°C
• Sensitive.: Moisture & Light Sensitive
• Solubility.: Chlorform (Sparingly), Methanol (Slightly)
• Water Solubility.: Not miscible or difficult to mix in water. Soluble in alcohol, ether, acetone and benzene.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 123.9846556
• Heavy Atom Count: 6
• Complexity: 34.8
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

cis1,4-Dichlorobutene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,N
• Hazard Codes: T+,N
• Statements: 45-24/25-26-34-50/53
• Safety Statements: 53-26-28-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated,Unsaturated
• Canonical SMILES: C(C=CCCl)Cl
• Isomeric SMILES: C(/C=C\CCl)Cl
• Uses: It is employed as an intermediate for the production of other chemicals such as in the production of chloroprene. It is also used as a starting material in the production of adiponitrile, butane-1,4-diol, and tetrahydrofuran. It is also used in the preparation of functionalized 3,5-disubstituted cyclopent-2-enones.

Technology Process of cis-1,4-Dichloro-2-butene

There total 10 articles about cis-1,4-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: 94.0%

1,4-butenediol (6117-80-2) → Z-1,4-dichlorobutene (1476-11-5)

Guidance literature:

With 1,2,3-Benzotriazole; thionyl chloride; In dichloromethane; at 20 ℃;

DOI:10.1055/s-1999-2943

Reference yield: 60.0%

(Z)-but-2-ene-1,4-diyl dimethanesulfonate (1953-56-6,70886-56-5,2303-47-1) → Z-1,4-dichlorobutene (1476-11-5)

Guidance literature:

With calcium chloride; In dimethyl sulfoxide; for 3h; Ambient temperature;

DOI:10.1021/jo00053a054

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → Z-1,4-dichlorobutene (1476-11-5) + trans-1,4-dichlorobut-2-ene (110-57-6) + 3,4-dichlorobut-1-ene (310447-99-5,310448-01-2,64037-54-3)

Guidance literature:

With iodine; copper dichloride; In benzene; at 70 ℃; for 2h;

DOI:10.1021/jo00814a013

upstream raw materials:

2,5-dihydrofuran

1,4-butenediol

buta-1,3-diene

trans-1,4-dichlorobut-2-ene

Downstream raw materials:

optically inactive 1,2,3,4,7-pentachloro-5,6-bis-chloromethyl-norborn-2-ene

(Z)-1,4-dibenzyloxy-2-butene

1,4-bis-cyclohexyloxy-but-2c-ene

(E)-1-(phenylthio)buta-1,3-diene

Refernces

• 1、 -. "PREPARATION OF AMINO ACIDS AND AMINO ACID DERIVATIVES". Paragraph 0220. . Retrieved 2018/04/20.
• 2、 -. "SUBSTITUTED PYRAZOLES AND USES THEREOF". Paragraph 0392; 0393. . Retrieved 2015/07/02.