467979
1,3-Dithiolane
97%
Synonym(s):
1,3-Dithiacyclopentane
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About This Item
Empirical Formula (Hill Notation):
C3H6S2
CAS Number:
Molecular Weight:
106.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
refractive index
n20/D 1.599 (lit.)
bp
183 °C (lit.)
density
1.235 g/mL at 25 °C (lit.)
SMILES string
C1CSCS1
InChI
1S/C3H6S2/c1-2-5-3-4-1/h1-3H2
InChI key
IMLSAISZLJGWPP-UHFFFAOYSA-N
General description
1,3-Dithiolane ,a sulfur containing heterocyclic building block, is a cyclic thioether. Fragmentation modes of 1,3-oxathiolane under electron-impact have been investigated.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
154.4 °F - closed cup
Flash Point(C)
68 °C - closed cup
Certificates of Analysis (COA)
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Differentiation between carbonyls and acetals in 1, 3-dithiane and 1, 3-dithiolane synthesis catalyzed by organotin triflates.
Sato T, et al.
The Journal of Organic Chemistry, 58(18), 4971-4978 (1993)
Ionization and dissociation of cyclic ethers and thioethers by electron-impact. A comparison between 1, 3-dioxolane, 1, 3-dithiolane and 1, 3-oxathiolane.
Conde-Caprace G and Collin JE.
Org. Mass Spectrom., 6(4), 415-423 (1972)
Elemental fluorine. Part 5. Reactions of 1, 3-dithiolanes and thioglycosides with fluorine-iodine mixtures.
Chambers RD, et al.
Journal of the Chemical Society. Perkin Transactions 1, 16, 1941-1944 (1996)
Sylvie Goncalves et al.
Chemical communications (Cambridge, England), 46(31), 5778-5780 (2010-07-06)
A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.
Alexandra Papanikos et al.
Journal of combinatorial chemistry, 6(2), 181-195 (2004-03-09)
A synthetic strategy for the formation of resin-bound internal alpha-keto amide peptides suitable for protease inhibitor screening on solid support is presented. This general approach is based on the incorporation of alpha-keto amide building blocks during solid-phase peptide synthesis (SPPS).
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