1-Chloro-2-methylpropene

Base Information

• Chemical Name: 1-Chloro-2-methylpropene
• CAS No.: 513-37-1
• Molecular Formula: C4H7 Cl
• Molecular Weight: 90.5526
• Hs Code.: 2903299090
• European Community (EC) Number: 208-158-4
• UN Number: 1993
• UNII: JP8N4M44OP
• DSSTox Substance ID: DTXSID5020520
• Nikkaji Number: J1.572E
• Wikidata: Q27155864
• NCI Thesaurus Code: C44379
• RXCUI: 2469243
• ChEMBL ID: CHEMBL160508
• Mol file: 513-37-1.mol

Synonyms:1-chloro-2-methylpropene;2,2-dimethylvinyl chloride;DMVC

Chemical Property of 1-Chloro-2-methylpropene

Chemical Property:

• Vapor Pressure: 154mmHg at 25°C
• Melting Point: -96°C (estimate)
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 68.1°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.911g/cm³
• LogP: 2.14890
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 90.0236279
• Heavy Atom Count: 5
• Complexity: 41.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Chloro-2-methylpropene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 45-11-23/24/25-36/37/38
• Safety Statements: 53-16-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: CC(=CCl)C
• Uses: Dimethylvinyl chloride is not used commercially, but is used for research purposes. It has been used in organic syntheses and as a chemical intermediate for the production of isobutylene compounds for laboratory use (IARC 1995, HSDB 2009). 1-Chloro-2-methylpropene was used to study multiple infrared photon excitation of α-chloro olefins.

Technology Process of 1-Chloro-2-methylpropene

There total 33 articles about 1-Chloro-2-methylpropene 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: 66.0%

isobutyryl chloride (79-30-1) → 2-methylprop-1-enyl chloride (513-37-1) + isopropyl chloride (75-29-6)

Guidance literature:

With pyrographite; at -196.16 ℃; under 1E-05 - 0.0001 Torr;

DOI:10.1016/j.tetlet.2008.07.105

Reference yield: 10.0%

3-Methylbutenoic acid (541-47-9) → 2-methylprop-1-enyl chloride (513-37-1) + 1,1-dichloro-2-hydroxy-2-methylpropane (4773-53-9) + 3-Chloro-4,4-dimethyl-oxetan-2-one

Guidance literature:

With calcium hypochlorite; water; In dichloromethane; for 5h;

Reference yield:

isobutene (115-11-7,15220-85-6) → 2-methylprop-1-enyl chloride (513-37-1) + 1,2-dichloro-2-methylpropane (594-37-6) + tertiary butyl chloride (507-20-0) + 3-Chloro-2-methylpropene (563-47-3)

Guidance literature:

at 80 ℃; Chlorierung;

upstream raw materials:

1,1-dichloro-2-methyl-propane

1,2-dichloro-2-methylpropane

tert-butylhypochlorite

acetic acid

Downstream raw materials:

1-ethoxy-2-methylpropene

2-methylpropenal

3-chloro-2-methylpropan-2-ol

1-chloro-1-fluoro-2-methyl-propane

Refernces

Amido pincer nickel catalyzed kumada cross-coupling of aryl, heteroaryl, and vinyl chlorides

10.1055/s-0033-1339653

The research investigates the catalytic activity of amido pincer nickel complexes in the Kumada cross-coupling reaction, aiming to explore effective catalyst systems for C–Cl bond activation and to probe the structural effects on catalytic activity. The study found that amido pincer nickel complexes with [4,5]-fused nickel rings, such as {Ni(Cl)[2P(Ph2)C6H4NC(Ph)=NAr]} (Ar = 4-MeC6H4, 1; Ar = 4-ClC6H4, 2; Ar = 4-MeOC6H4, 3), efficiently catalyzed the cross-coupling of various aryl, heteroaryl, and vinyl chlorides with aryl Grignard reagents. Key chemicals used include 4-MeOC6H4Cl, 4-MeC6H4MgBr, 2-chloropyridine and vinyl chlorides like 1-chloro-2-methylprop-1-ene. The study concluded that these complexes are effective catalysts for a wide range of substrates, including activated, unactivated, and deactivated aryl chlorides, heteroaryl chlorides, vinyl chlorides, and 1,4-dichlorobenzene. In contrast, pincer nickel complexes with [5,5]- and [5,6]-fused nickel rings exhibited much lower catalytic activity.