4-Chloro-3-methylbuta-1,2-diene

Base Information

• Chemical Name: 4-Chloro-3-methylbuta-1,2-diene
• CAS No.: 76397-24-5
• Molecular Formula: C5H7Cl
• Molecular Weight: 102.564
• DSSTox Substance ID: DTXSID80504430
• Nikkaji Number: J797.795F
• Mol file: 76397-24-5.mol

Synonyms:4-Chloro-3-methylbuta-1,2-diene;76397-24-5;SCHEMBL7108810;DTXSID80504430;AKOS006387330

Chemical Property of 4-Chloro-3-methylbuta-1,2-diene

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 102.0236279
• Heavy Atom Count: 6
• Complexity: 77.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C=C)CCl

Technology Process of 4-Chloro-3-methylbuta-1,2-diene

There total 1 articles about 4-Chloro-3-methylbuta-1,2-diene 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:

2-methylbut-1-en-3-yne (78-80-8) → 3-chloro-3-methylbut-1-yne (1111-97-3) + 2,3-Dichloro-3-methyl-1-butene (29871-32-7) + 2-chloro-3-methylbutadiene (1809-02-5) + 4-chloro-3-methyl-1,2-butadiene (76397-24-5) + (E)-1,3-dichloro-2-methyl-2-butene (52842-49-6) + (Z)-1,3-dichloro-2-methyl-2-butene (52842-50-9)

Guidance literature:

With hydrogenchloride; at 26 ℃; for 72h; Product distribution; Mechanism; variat. of the rk.-time and the conc. of HCl;

Reference yield: 90.0%

tetrakis(triphenylphosphine) palladium(0) (14221-01-3) + 4-chloro-3-methyl-1,2-butadiene (76397-24-5) → trans-PdCl(PPh3)2(η(1)-CH2=C(Me)C=CH2)

Guidance literature:

In tetrahydrofuran; N2; 40 min stirring at room temperature;; removal of the volatiles; dissoln. of the residue in toluene; filtration through Celite; solven removal; washing with diethyl ether; elem. anal.;;

DOI:10.1039/DT9930003785

Reference yield: 89.0%

ethylenebis(triphenylphosphine)platinum(0) (12120-15-9) + 4-chloro-3-methyl-1,2-butadiene (76397-24-5) → trans-chloro(1-isoprenylvinyl)bis(triphenylphosphine)platinum(II)

Guidance literature:

In tetrahydrofuran; 20 minutes at room temperature; by-product assessed by in situ NMR at -30°C; quantitative isomerisation on warming to room temp.; no other intermediates could be detected;

upstream raw materials:

2-methylbut-1-en-3-yne

Downstream raw materials:

formic acid

chloroacetone

4-isothiocyanato-5-methylcyclohex-1,4-diene-1,2-dicarboxylic acid dimethyl ester

N-(2-methylbuta-2,3-dienyl)triphenyliminophosphorane