1,3-Dithiane

1,3-Dithiane Structure
1,3-Dithiane structure
Common Name 1,3-Dithiane
CAS Number 505-23-7 Molecular Weight 120.236
Density 1.1±0.1 g/cm3 Boiling Point 195.0±23.0 °C at 760 mmHg
Molecular Formula C4H8S2 Melting Point 52-54 °C(lit.)
MSDS Chinese USA Flash Point 90.6±0.0 °C

Genotoxicity of 1,3-dithiane and 1,4-dithiane in the CHO/SCE assay and the Salmonella/microsomal test.

Mutat. Res. 321(4) , 213-8, (1994)

1,3-Dithiane and 1,4-dithiane are the sulfur-containing Maillard reaction products (MRPs) which have been found in boiled beef extracts. In this study the genotoxicity of these products was examined using the Salmonella/microsomal test and the CHO/SCE assay. ...

Synthesis and applications of masked oxo-sulfinamides in asymmetric synthesis.

Org. Biomol. Chem. 10(26) , 5021-31, (2012)

This short perspective reports on the synthesis and applications of a class of chiral amino carbonyl compounds, masked oxo-sulfinamides where the amine is protected with an N-sulfinyl moiety and the carbonyl group is protected as the ketal or 1,3-dithiane. Th...

Au(PPh(3))Cl-AgSbF(6)-catalyzed rearrangement of propargylic 1,3-dithianes: formation of 8-membered 1,3-bisthio-substituted cyclic allenes.

Chem. Commun. (Camb.) (18) , 2535-7, (2009)

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.

A dimethyl ketal-protected benzoin-based linker suitable for photolytic release of unprotected peptides.

J. Org. Chem. 76(22) , 9409-16, (2011)

Photolabile 3',5'-dimethoxybenzoin-based linkers are advantageous for a variety of solid-phase synthetic procedures and manipulations of biomolecules because UV irradiation in aqueous media provides fast and essentially quantitative release of tethered molecu...

A new approach to the reduction of sulfoxides to sulfides with 1,3-dithiane in the presence of electrophilic bromine as catalyst.

J. Org. Chem. 67(9) , 2826-30, (2002)

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-cyclohexadi...

Synthesis of isotopically labeled 1,3-dithiane.

J. Labelled Comp. Radiopharm. 57(5) , 338-41, (2014)

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...

Lewis base catalyzed 1,3-dithiane addition to carbonyl and imino compounds using 2-trimethylsilyl-1,3-dithiane.

Chem. Asian J. 3(8-9) , 1592-600, (2008)

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 cat...

A new "turn-on" chemodosimeter for Hg2+: ICT fluorophore formation via Hg(2+)-induced carbaldehyde recovery from 1,3-dithiane.

Chem. Commun. (Camb.) 48(42) , 5094-6, (2012)

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+) i...

Asymmetric synthesis of α-amino-1,3-dithianes via chiral N-phosphonyl imine-based Umpolung reaction without using chromatography and recrystallization.

J. Org. Chem. 76(8) , 2792-7, (2011)

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 whic...

Use of 1,3-dithiane combined with aryldiazonium cation for immobilization of biomolecules based on electrochemical addressing.

Chem. Commun. (Camb.) (32) , 4865-7, (2009)

We report the use of 1,3-dithiane combined with aryldiazonium cation for the immobilization of biomolecules based on electrochemical addressing.