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1,2-dithiane

Chemical Structure

General Material Information

Preferred name 1,2-dithiane
Trivial Name 1,2-Dithiane
Short Description tetramethylene disulfide
Formula C4 H8 S2
CAS Number 505-20-4
FDA UNII Search
Nikkaji Number J101.092A
Beilstein Number 102504
xLogP3-AA 1.40 (est)
NMR Predictor External link
Synonyms
  • 1,2-dithiacyclohexane
  • dithiane
  • o- dithiane
  • ortho- dithiane
  • tetramethylene disulfide
  • o-Dithiane
  • 1,2-Dithiacyclohexane
  • NSC 521078

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Literature & References

dithiane
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):136335
Pubchem (sid):135091995
Pherobase:View
Publications by PubMed
A theoretical investigation of internal conversion in 1,2-dithiane using non-adiabatic multiconfigurational molecular dynamics.
Synthesis of a novel 1,2-dithianenucleoside via Pummerer-like reaction, followed by Vorbruggen glycosylation between a 1,2-dithiane derivative and uracil.
Solution phase photolysis of 1,2-dithiane alone and with single-walled carbon nanotubes.
Identification of a 2-cys peroxiredoxin as a tetramethyl benzidine-hydrogen peroxide stained protein from the thylakoids of the extreme halophyte Arthrocnemum macrostachyum L.
Modulating the endoplasmic reticulum stress response with trans-4,5-dihydroxy-1,2-dithiane prevents chemically induced renal injury in vivo.
Endoplasmic reticulum stress due to altered cellular redox status positively regulates murine hepatic CYP2A5 expression.
Synthesis, resolution, and determination of the absolute configuration of the enantiomers of cis-4,5-dihydroxy-1,2-dithiane 1,1-dioxide, an HIV-1NCp7 inhibitor.
Protection of renal epithelial cells against oxidative injury by endoplasmic reticulum stress preconditioning is mediated by ERK1/2 activation.
Effect of ring strain on the thiolate-disulfide exchange. A computational study.
Effect of polyamine-induced compaction and aggregation of DNA on the formation of radiation-induced strand breaks: quantitative models for cellular radiation damage.
Reduction of trans-4,5-dihydroxy-1,2-dithiane by cellular oxidoreductases activates gadd153/chop and grp78 transcription and induces cellular tolerance in kidney epithelial cells.
Endoplasmic reticulum chaperones GRP78 and calreticulin prevent oxidative stress, Ca2+ disturbances, and cell death in renal epithelial cells.
Reaction of dithiothreitol and para-nitroacetophenone with different radical precursors of .OH radical-induced strand break formation of single-stranded DNA in anoxic aqueous solution.
Thiol-mediated oxidation of nonphenolic lignin model compounds by manganese peroxidase of Phanerochaete chrysosporium.
The nonenzymatic oxidation of glutathione in the presence of plasmalike concentrations of disulfides and copper ions.
[Thermal decomposition of cysteine, cystine, N-acetylcysteine, 4-thiazolidinecarboxylic acid and cysteine methyl ester in soy bean oil (authors transl)].

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 120.23776245117
Boiling Point 173 to 174°C @ 760 mm Hg
Vapor Pressure 1.669 mmHg @ 25 °C
Flash Point TCC Value 96.9 °C TCC
logP (o/w) 2.532 est
Solubility
alcohol, hot Yes
water, 455.1 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Sulfurous
General comment At 0.01 % in propylene glycol. sulfurous
Flavor Type: Garlic
garlic, metallic, sulfurous
General comment Garlic metallic sulfurous

Potential Uses

Applications
Flavoring purposes Horseradish, Vegetable

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
information only not used for fragrances or flavors
Recommendation for 1,2-dithiane usage levels up to:
not for fragrance use.
Recommendation for 1,2-dithiane flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :136335
National Institute of Allergy and Infectious Diseases:Data
dithiane
Chemidplus:0000505204