1,3-Dithiane

Names

[ CAS No. ]:
505-23-7

[ Name ]:
1,3-Dithiane

[Synonym ]:
Dithiane-1,3
1,3-Dithiacyclohexane
1,3-dithaine
EINECS 208-006-7
META-DITHIANE
[1,3]dithiane
1,3-Dithian
1,3-dihtiane
M-DITHIANE
1,3-Dithiane
1,3-Dithane
MFCD00006654

Biological Activity

[Description]:

1,3-Dithiane is a protected formaldehyde anion equivalent that could serve as a useful labeled synthon[1]. 1,3-Dithiane is also a sulfur-containing Maillard reaction products (MRPs) found in boiled beef extracts. 1,3-Dithiane shows a potent direct-acting mutagenicity toward S. typhimurium TA98 and TA100[2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Human Endogenous Metabolite

[References]

[1]. Lee H, et al. Genotoxicity of 1,3-dithiane and 1,4-dithiane in the CHO/SCE assay and the Salmonella/microsomal test. Mutat Res. 1994 Jun;321(4):213-8.

[2]. Martinez RA, et al. Synthesis of isotopically labeled 1,3-dithiane. J Labelled Comp Radiopharm. 2014 May 15;57(5):338-41.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
195.0±23.0 °C at 760 mmHg

[ Melting Point ]:
52-54 °C(lit.)

[ Molecular Formula ]:
C₄H₈S₂

[ Molecular Weight ]:
120.236

[ Flash Point ]:
90.6±0.0 °C

[ Exact Mass ]:
120.006737

[ PSA ]:
50.60000

[ LogP ]:
1.14

[ Vapour Pressure ]:
0.6±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.574

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JO5070000

CHEMICAL NAME :: m-Dithiane

CAS REGISTRY NUMBER :: 505-23-7

LAST UPDATED :: 199412

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C4-H8-S2

MOLECULAR WEIGHT :: 120.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 80 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 321,213,1994

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 1325 4.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
JO5070000

[ Packaging Group ]:
III

[ Hazard Class ]:
4.1

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

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 u...

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 c...

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.