3855-24-1

Basic information

• Product Name: Cyclohexane-1,1-dithiol
• Synonyms: 1,1-Cyclohexanedithiol;Cyclohexane-1,1-dithiol
• CAS NO: 3855-24-1
• Molecular Formula: C₆H₁₂S₂
• Molecular Weight: 148.2895
• Mol File: 3855-24-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 215.3°Cat760mmHg
• Flash Point: 83.1°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.218mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: Cyclohexane-1,1-dithiol(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane-1,1-dithiol(3855-24-1)
• EPA Substance Registry System: Cyclohexane-1,1-dithiol(3855-24-1)

Safety Data

• Hazardous Substances Data: 3855-24-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 1041, 1962 DOI: 10.1021/jo01050a510

InChI:InChI=1/C6H12S2/c7-6(8)4-2-1-3-5-6/h7-8H,1-5H2

Upstream product

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Downstream Products

• 15088-57-0 1,1-Dimercapto-cyclohexan-bis-<4-nitro-benzoat> 
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• 55499-38-2 (1-Methylsulfanyl-cyclohexyl)-phosphonic acid dimethyl ester 
• 7413-09-4 Cyclohexyl-phosphonic acid diethyl ester 
• 109619-37-6 4-Pyridin-3-yl-2-thioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile 
• 94833-81-5 4-(4-fluorophenyl)-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 72752-01-3 2-Amino-4-(4-fluoro-phenyl)-1,5-dithia-spiro[5.5]undec-2-ene-3-carbonitrile 
• 72740-50-2 4-amino-6-phenyl-5-cyano-2-cyclohexanespiro-1,3-dithia-4-cyclohexene 
• 83236-49-1 4-phenyl-3-cyano-5,6-tetramethylenepyridine-2<1H>-thione 
• 83236-51-5 4-(4-chlorophenyl)-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 72740-51-3 2-Amino-4-(4-chloro-phenyl)-1,5-dithia-spiro[5.5]undec-2-ene-3-carbonitrile 
• 94640-03-6 4-(4-bromophenyl)-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 94833-76-8 2-Amino-4-(4-bromo-phenyl)-1,5-dithia-spiro[5.5]undec-2-ene-3-carbonitrile 

Relevant articles and documents

Five- and six-membered ring Group 14 chalcogenides of the types (Me2ME)3 (M=Si, Ge, Sn), E(Si2Me4)2E, Me4Si2(E)2MRx (MRx=C(CH2)5, SiMe2, GeMe2, SnMe2, SnPh2, BPh)

The reactions of Me2MCl2 (M=Si, Ge, Sn) with either H2S/NEt3 or Li2E (E=Se, Te) yielded the six-membered-ring compounds (Me2ME)3. Similarly the treatment of ClMe2SiSiMe2Cl (1) with H2S/NEt3 or Li2E resulted in the formation of E(Si2Me4)2E. Mixed species E(Si2Me4)2E′ could be obtained by reaction with mixtures of Li2E and Li2E′ or in the presence of traces of moisture (E′=O). Reactions of 1:1 mixtures of Me2MCl2 and 1 with Li2E resulted in exclusive or at least preferred formation of five-membered rings Me4Si2(E)2MMe2. A carbon analogue, Me4Si2(S)2C(CH2)5, was obtained from 1 and (HS)2C(CH2)5. Boron could also be introduced in these ring systems, starting from PhBCl2 and 1 the compounds PhB(E)2Si2Me4 (E=S, Se) could be synthesized. Mixtures of 1 and Cl2MeSiSiMeCl2 yielded, on treatment either with H2S/NEt3 or Li2E (E=Se, Te), the bis(cyclopentyl) compounds [Me4Si2(E)2SiMe-]2. All products have been characterized by multinuclear NMR (1H, 11B, 13C, 29Si, 77Se, 119Sn, 125Te) measurements including coupling constants. Trends of chemical shifts and coupling constants are discussed. The crystal structures of E(Si2Me4)2E (E=S, Se) and [Me4Si2(S)2SiMe-]2 are reported.