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Sigma-Aldrich

1,3-Dithiane

97%

Synonym(s):

m-Dithiane (7CI), m-Dithiane (8CI)

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About This Item

Empirical Formula (Hill Notation):
C4H8S2
CAS Number:
Molecular Weight:
120.24
Beilstein:
102534
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

52-54 °C (lit.)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
Nasser Iranpoor et al.
The Journal of organic chemistry, 67(9), 2826-2830 (2002-04-27)
A new, mild, and novel method is described for the efficient deoxygenation of sulfoxides to their corresponding sulfides with 1,3-dithiane at room temperature in the presence of catalytic amounts of N-bromosuccinimide (NBS), 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO), or Br(2) as the source of
Rodolfo A Martinez et al.
Journal of labelled compounds & radiopharmaceuticals, 57(5), 338-341 (2014-05-28)
The 1,3-dithiane is a protected formaldehyde anion equivalent that could serve as a useful labeled synthon. We report a facile synthesis of 1,3-[2-(13)C]- and 1,3-[2-(13)C, 2-(2)H2]dithiane in two steps from [(13)C]- or [(13) C, (2)H3 ]methyl phenyl sulfoxide. We have

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