5166-35-8

Basic information

• Product Name: 3-CHLORO-2-METHYL-1-BUTENE
• Synonyms: 3-CHLORO-2-METHYL-1-BUTENE
• CAS NO: 5166-35-8
• Molecular Formula: C₅H₉Cl
• Molecular Weight: 104.578
• Mol File: 5166-35-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 103.83°C (estimate)
• Flash Point: 2°C
• Appearance: /
• Density: 0.9035
• Vapor Pressure: 55.7mmHg at 25°C
• Refractive Index: 1.4400
• CAS DataBase Reference: 3-CHLORO-2-METHYL-1-BUTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-2-METHYL-1-BUTENE(5166-35-8)
• EPA Substance Registry System: 3-CHLORO-2-METHYL-1-BUTENE(5166-35-8)

Safety Data

• Hazardous Substances Data: 5166-35-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H9Cl/c1-4(2)5(3)6/h5H,1H2,2-3H3

Upstream product

• 507-45-9 2,3-dichloro-2-methylbutane 
• 21326-62-5 3-chloro-2-methyl-butan-2-ol 
• 7782-50-5 chlorine 
• 563-46-2 2-Methyl-1-butene 
• 513-35-9 2-methyl-but-2-ene 
• 10473-14-0 3-methyl-3-buten-2-ol 

Downstream Products

• 563-80-4 3-methyl-butan-2-one 
• 57253-30-2 tiglyl bromide 
• 10473-14-0 3-methyl-3-buten-2-ol 
• 497-02-9 2-methyl-2-buten-1-ol 
• 52897-15-1 2,3,4,5-Tetramethyl-hexan 

Relevant articles and documents

A mild method for the replacement of a hydroxyl group by halogen: 3. the dichotomous behavior of α-haloenamines towards allylic and propargylic alcohols

A study of the deoxyhalogenation of allylic and propargylic alcohols with tetramethyl-α-halo-enamines is reported. Primary allylic and primary and secondary propargylic alcohols gave the corresponding halides in high yields. Secondary allylic and propargylic alcohols yielded the corresponding secondary halides but the reaction also produced some rearranged primary halides (I > Br > Cl). The reactions with tertiary allylic and tertiary propargylic alcohols gave several products and was therefore of little synthetic value. However, the addition of triethylamine to the reaction mixture or the use of lithium alkoxide instead of alcohol brought about a major change of the course of the reaction which led to amides carrying an allyl or an allenyl group at C2. This was shown to result from a Claisen-Eschenmoser rearrangement of an intermediate α-allyloxy- or propargyloxy-enamine.