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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

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 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

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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
Padmanabha V Kattamuri et al.
The Journal of organic chemistry, 76(8), 2792-2797 (2011-03-17)
A series of α-amino-1,3-dithianes have been synthesized via the asymmetric Umpolung reaction of 2-lithio-1,3-dithianes with chiral N-phosphonyl imines in good chemical yields (up to 82%) and good to excellent diastereoselectivities (>99:1). The manner by which chiral N-phosphonyl imines are slowly
Valerie J Peterson et al.
The Biochemical journal, 362(Pt 1), 173-181 (2002-02-07)
Apo and holo forms of retinoic acid receptors, and other nuclear receptors, display differential sensitivity to proteolytic digestion that likely reflects the distinct conformational states of the free and liganded forms of the receptor. We have developed a method for
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.
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.

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