5943-30-6

Basic information

• Product Name: sec-Butyl disulfide
• Synonyms: DI-S-BUTYL DISULFIDE;DI-SEC-BUTYL DISULFIDE;DI-SEC-BUTYL DISULPHIDE;SEC-BUTYL DISULFIDE;1-Methylpropyl disulfide;2-(Sec-butyldisulfanyl)butane;3,6-Dimethyl-4,5-dithiaoctane;Bis(1-methyl propyl) disulfide
• CAS NO: 5943-30-6
• Molecular Formula: C₈H₁₈S₂
• Molecular Weight: 178.36
• EINECS: 227-702-1
• Product Categories: Sulfur compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfides/Disulfides
• Mol File: 5943-30-6.mol
• Article Data: 33

Chemical Properties

• Melting Point: -36.74°C (estimate)
• Boiling Point: 230.63°C (estimate)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.957 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.166mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: sec-Butyl disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: sec-Butyl disulfide(5943-30-6)
• EPA Substance Registry System: sec-Butyl disulfide(5943-30-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 5943-30-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 14, p. 717, 1984 DOI: 10.1080/00397918408059586

InChI:InChI=1/C8H18S2/c1-5-7(3)9-10-8(4)6-2/h7-8H,5-6H2,1-4H3/t7-,8-/m1/s1

Upstream product

• 55436-26-5 3,5-diethyl-3,5-dimethyl-[1,2,4]trithiolane 
• 109-73-9 N-butylamine 
• 513-53-1 1-methyl-1-propanethiol 
• 78-86-4 s-butyl chloride 
• 50786-84-0 1-(N,N-dimethylamino)-2,3-dichloropropane hydrochloride 
• 78-76-2 s-butyl bromide 
• 7783-06-4 hydrogen sulfide 
• 17356-08-0 thiourea 
• 15459-93-5 thionitrous acid S-sec-butyl ester 
• 66783-99-1 sodium 2-butanethiolate 
• 72437-46-8 2-tert-Butyldisulfanyl-butane 
• 70856-98-3 ((Z)-2-sec-Butylsulfanyl-vinyl)-benzene 
• 598-30-1 sec.-butyllithium 

Downstream Products

• 56741-09-4 sek.-Butyl-thiolcarbanilat 
• 791-28-6 Triphenylphosphine oxide 
• 51748-05-1 S-sec.Butyl-O-ethylphosphorchloridothiolat 
• 1617520-49-6 C₁₄H₂₂S₂ 
• 1036734-53-8 [2-(2'-tert-butylphenoxy)-3-(sec-butylthio)phenyl]methoxymethane 
• 56592-98-4 Di-sec-butyl diselenide 
• 14905-79-4 1-methylpropyl phenyl sulfide 
• 513-53-1 1-methyl-1-propanethiol 
• 69078-85-9 methyl-(1-methyl-1-methylsulfanyl-propyl)-disulfane 
• 54166-53-9 sec-butyl-ethyl-disulfane 

Relevant articles and documents

Synthesis of sec-butyl disulfide by phase transfer catalysis

Sec-Butyl disulfide was synthesized from sulfur?sodium hydroxide and sec-butyl chloride using tetrabutyl ammonium bromide as the phase transfer catalyst. The optimal experiment condition obtained by orthogonal design and the average product yield was 84.95 %. The samples synthesized under optical conditions were characterized by infrared spectrometry?gas chromatography-mass spectrometer.

Graphene Oxide-Assisted One-Pot and Odorless Synthesis of Symmetrical Disulfides Using Primary and Secondary Alkyl Halides (Tosylates) and Thiourea as Sulfur Source Reagent

Graphene oxide is described as a heterogeneous oxidant for the synthesis of symmetrical disulfides through the in situ generation of thiols from primary and secondary alkyl halides (tosylates) and thiourea in wet acetonitrile. A variety of alkyl halides and alkyl tosylates can be converted to corresponding disulfides in good to excellent yields. This strategy is free of foul-smelling thiols.

One-pot efficient synthesis of disulfides from alkyl halides and alkyl tosylates using thiourea and elemental sulfur without contamination by higher polysulfides

An efficient and odorless synthesis of disulfides from alkyl halides using thiourea and elemental sulfur in the presence of sodium carbonate in wet polyethylene glycol (PEG 200) at 40 C without contamination by higher polysulfides has been developed. This procedure was then extended to preparation of disulfides from alkyl tosylates at 70 C.