157872
1,3-Dithiane
97%
Synonym(s):
m-Dithiane (7CI), m-Dithiane (8CI)
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C4H8S2
CAS Number:
Molecular Weight:
120.24
Beilstein/REAXYS Number:
102534
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
97%
form
solid
mp
52-54 °C (lit.)
functional group
thioether
SMILES string
C1CSCSC1
InChI
1S/C4H8S2/c1-2-5-4-6-3-1/h1-4H2
InChI key
WQADWIOXOXRPLN-UHFFFAOYSA-N
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General description
1,3-Dithiane, a protected formaldehyde anion equivalent, serves as useful labeled synthon.
Application
1,3-Dithiane was used as reagent for deoxygenation of sulfoxides to their corresponding sulfides.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Al-Monsur Jiaul Haque et al.
Chemical communications (Cambridge, England), (32)(32), 4865-4867 (2009-08-05)
We report the use of 1,3-dithiane combined with aryldiazonium cation for the immobilization of biomolecules based on electrochemical addressing.
A I Noskov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 77(1), 6-10 (2010-07-17)
The IR spectra of 1,3-dithiane-1-oxide (I) and 1,3-dithia-1-oxocyclohept-5-ene (II) were recorded in solution, solid and liquid phase over 4000-400 cm(-1) spectral range. It was found that both (I) and (II) in liquid phase and solutions exist in two conformations: (I)
Yuncong Chen et al.
Chemical communications (Cambridge, England), 48(42), 5094-5096 (2012-04-20)
A novel sensitive and specific Hg(2+) chemodosimeter, derived from 1',3'-dithiane-substituted 2,1,3-benzoxadiazole, displays "turn-on" fluorescent and colorimetric responses via an Hg(2+)-triggered aldehyde recovery reaction. Its potential to monitor Hg(2+) in living organisms has been demonstrated using zebrafish larvae.
Xia Zhao et al.
Chemical communications (Cambridge, England), (18)(18), 2535-2537 (2009-06-18)
Au(PPh(3))Cl-AgSbF(6)-catalyzed rearrangement of propargylic 1,3-dithiane leads to the formation of 8-membered dithio-substituted cyclic allenes, which are remarkably stable.
Makoto Michida et al.
Chemistry, an Asian journal, 3(8-9), 1592-1600 (2008-06-21)
Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and N-substituted aldimines with 2-trimethylsilyl-1,3-dithiane (TMS-dithiane) is described. By the activation of the carbon-silicon bond in the presence of a Lewis base catalyst such as tetrabutylammonium phenoxide (PhONnBu(4)), a 1,3-dithiane
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