4161-25-5

Basic information

• Product Name: butyl 4-chlorobutyl ether
• Synonyms: butyl 4-chlorobutyl ether
• CAS NO: 4161-25-5
• Molecular Weight: 164.675
• Mol File: 4161-25-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: butyl 4-chlorobutyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: butyl 4-chlorobutyl ether(4161-25-5)
• EPA Substance Registry System: butyl 4-chlorobutyl ether(4161-25-5)

Safety Data

• Hazardous Substances Data: 4161-25-5(Hazardous Substances Data)

Upstream product

• 109-99-9 tetrahydrofuran 
• 71-36-3 butan-1-ol 
• 110-56-5 1,4-dichlorobutane 

Relevant articles and documents

ON THE MECHANISM OF SELECTIVE CHLORINATION OF ETHERS WITH SULFURYL CHLORIDE IN THE DARK

Alkyl 4-chlorobutyl ethers reacted in the dark with an excess of sulfuryl chloride at 70-85 deg C (bath) to afford α,β,β-trichlorinated ethers.The reactions were accelerated 3- to 6-fold by N,N-dimethyloctylammonium salts (0,12 to 1 mmol/mol ether).This catalyst promoted decomposition of sulfuryl chloride to chlorine and sulfur dioxide and thereby caused serious loss of sulfuryl chloride.The proportions of chlorination at α or α1 position were identical in the catalyzed or uncatalyzed version and depended on inductive effects, correlating well with Taft's linear free energy relationship log k/kref=ρ*?* for R = H, Me, Et, Pr in RCH2O(CH2)4Cl with ρ* = -2.6 +/- 0.1.The overall reactivity of ethers appears to vary like the nucleophilicity of the ether oxygen.It is concluded that hydride abstraction occurs indirectly, probably involving a chloroxonium ion pair.