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157872

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:
505-23-7
Molecular Weight:
120.24
Beilstein:
102534
EC Number:
208-006-7
MDL number:
MFCD00006654
UNSPSC Code:
12352100
PubChem Substance ID:
24849705
NACRES:
NA.22

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

157872-25G:
157872-100G:
157872-5G:
157872-1G:
157872-VAR:
157872-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM7357
MKCM3600
MKCL0562
MKCG0031
MKBT2836V

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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
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.
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
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