64047-99-0

Basic information

• Product Name: 4-chlorobutyl thiocyanate
• Synonyms: 4-Chlorobutyl thiocyanate; thiocyanic acid, 4-chlorobutyl ester
• CAS NO: 64047-99-0
• Molecular Formula: C₅H₈ClNS
• Molecular Weight: 149.6417
• Mol File: 64047-99-0.mol

Chemical Properties

• Boiling Point: 242.9°C at 760 mmHg
• Flash Point: 100.7°C
• Density: 1.152g/cm³
• Vapor Pressure: 0.0331mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 4-chlorobutyl thiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorobutyl thiocyanate(64047-99-0)
• EPA Substance Registry System: 4-chlorobutyl thiocyanate(64047-99-0)

Safety Data

• Hazardous Substances Data: 64047-99-0(Hazardous Substances Data)

Upstream product

• 6940-78-9 4-chlorobutyl bromide 
• 333-20-0 potassium thioacyanate 
• 1147550-11-5 ammonium thiocyanate 
• 26910-61-2 4-chlorobutyl methanesulfonate 
• 110-56-5 1,4-dichlorobutane 
• 10297-05-9 1-chloro 4-iodobutane 

Relevant articles and documents

Eosin-Mediated Alkylsulfonyl Cyanation of Olefins

Eosin-Y (EY)-mediated alkylsulfonyl cyanation of olefins was shown to afford alkylsulfonyl nitriles in good yields. On the basis of transient absorption spectroscopy, the reaction was shown to proceed via photoinduced electron transfer from 3EY? to an O-cyanated derivative of the photocatalyst, formed in situ, with generation of the corresponding sulfinate that is oxidized by EY?.+ into a sulfonyl radical. Addition of the latter on the olefin, followed by a radical cyano group transfer, then furnished the nitrile along with a RSO2 radical sustaining the radical chain.

Synthesis of six- and seven-membered heterocycles by reaction of 1-(2-chloroethylthio)-1-alkynes and 1-(3-chloropropylthio)-1-alkynes with alkali metal sulfide, selenide and telluride

Reaction of RCC-S-CH2CH2Cl (1, R=alkyl) compounds with dilithium disulfide (Li2S2) in ethanol gives 3-alkyl-5,6-dihydro-1,4-dithiins (2, n=2, X=S).With the alkali monosulfide, M2S, dehydrochlorination to (vinylthio)alkynes RCC-S-CH=CH2 (3) predominates.Interaction between 1, n=2, and M2Se or M2Te (M=Li or Na) in liquid ammonia gives rise to dehydrochlorination as well as to attack on chlorine with intermediate formation of alkynethiolates RCC-S- (4); if this reaction is carried out in ammonia-free ethanol, the desired 5,6-dihydro-1,4-thiaselenins and -thiatellurins (2, n=2, X=Se or Te) are, in some cases, obtained.The chloro sulfides RCC-S-(CH2)3Cl (1, R=alkyl or phenyl) with alkali metal sulfide, selenide and telluride yield respectively 3-alkyl- or 3-aryl-6,7-dihydro-5H-1,4-dithiepins, the corresponding 6,7-dihydro-5H-1,4-thiaselenepins and 6,7-dihydro-5H-thiatellurepins (2, n=3).When R in the starting compounds 2 is a Me3Si group, the unsubstituted compounds 2 (n=3, R=H) are formed.