139185-47-0

Basic information

• Product Name: 1,1-Dichloro-4,4-dimethylpent-2-yne
• Synonyms: 1,1-Dichloro-4,4-dimethylpent-2-yne
• CAS NO: 139185-47-0
• Molecular Formula: C₇H₁₀Cl₂
• Molecular Weight: 0
• Mol File: 139185-47-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1-Dichloro-4,4-dimethylpent-2-yne(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dichloro-4,4-dimethylpent-2-yne(139185-47-0)
• EPA Substance Registry System: 1,1-Dichloro-4,4-dimethylpent-2-yne(139185-47-0)

Safety Data

• Hazardous Substances Data: 139185-47-0(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Solubility in water

Not very soluble

Uses

Intermediate in organic synthesis

Applications

Preparation of pharmaceuticals and agrochemicals

Hazardous nature

Yes, considered hazardous

Health hazards

Can cause irritation to skin, eyes, and respiratory system

Environmental impact

Potentially harmful to aquatic organisms

Disposal

Should be properly disposed of to prevent environmental contamination

Industrial applications

Versatile chemical with various uses in the chemical industry

Safety precautions

Handle with care and follow safety guidelines to minimize exposure and potential hazards

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 999-78-0 4,4-dimethyl-2-pentyne 
• 52323-98-5 4,4-dimethylpent-2-yn-1-ol 
• 2579-21-7 4,4-dimethylpent-2-ynal 

Downstream Products

• 173032-92-3 5,6-Epoxy-2,2-dimethyloct-7-ene-3-yne 
• 139185-74-3 Z-1-chloro-1-(3,3-dimethylbutyn-1-yl)-2-phenylcyclopropane 
• 139185-74-3 E-1-chloro-1-(3,3-dimethylbutyn-1-yl)-2-phenylcyclopropane 

Relevant articles and documents

Copper-Catalyzed Asymmetric Silylation of Propargyl Dichlorides: Access to Enantioenriched Functionalized Allenylsilanes

A copper-catalyzed silylation of propargyl dichlorides was developed to access chloro-substituted allenylsilanes under mild reaction conditions. Moreover, enantioenriched chloro-substituted allenylsilanes can be synthesized in moderate to high yields and good enantioselectivities with this protocol.

Copper-catalyzed enantioselective synthesis of axially chiral allenes

A simple copper-catalyzed enantioselective synthesis of axially chiral chloroallenes from the propargylic dichlorides is reported, employing a catalytic amount of easily prepared SimplePhos ligand. Exclusive formation of the desired allenes was observed with good enantioselectivities (ee's 62-96%). Further transformations to trisubstituted allenes or terminal alkynes with a propargylic quaternary carbon center keep a high level of enantiopurity.

Alkynylhalocarbenes: Generation from 1,1-Dihaloalk-2-ynes by Base Solvolysis and Reaction with Alkenes

A series of 1,1-dihaloalk-2-ynes 1-3 has been prepared by halogenation of the formylacetylenes 8 with PCl5 or an equimolar mixture of PCl5 and Br2.A simple, general means of access to the alkynylhalocarbenes 5 has been developed via base-initiated α-elimination of 1,1-dihalo-2-ynes (1-3).The carbenes 5a-i have been trapped by alkenes, to form 1-alkynyl-1-halocyclopropanes (11) in up to 90percent yield.Under the same conditions compound 1g was converted into the butadiene 12.Experimental evidence for the electrophilicity and the singlet nature of carbenes 5 has been obtained.