1,3-Dithiane

Base Information

• Chemical Name: 1,3-Dithiane
• CAS No.: 505-23-7
• Molecular Formula: C4H8S2
• Molecular Weight: 120.24
• Hs Code.: 29349990
• European Community (EC) Number: 208-006-7
• NSC Number: 157830
• UNII: 63527N060G
• DSSTox Substance ID: DTXSID40198516
• Nikkaji Number: J101.091C
• Wikidata: Q27120823
• Metabolomics Workbench ID: 44900
• Mol file: 505-23-7.mol

Synonyms:1,3-dithiane

Chemical Property of 1,3-Dithiane

Chemical Property:

• Appearance/Colour: white to pale beige crystals, needles or powder
• Vapor Pressure: 0.602mmHg at 25°C
• Melting Point: 52-54 °C(lit.)
• Refractive Index: 1.573
• Boiling Point: 194.965 °C at 760 mmHg
• PKA: 31(at 25℃)
• Flash Point: 90.556 °C
• PSA: 50.60000
• Density: 1.141 g/cm³
• LogP: 1.81400
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in benzene, ether, chloroform and terahydrofuran. Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.00674260
• Heavy Atom Count: 6
• Complexity: 32.5

Purity/Quality:

98% ^*data from raw suppliers

1,3-Dithiane ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CSCSC1
• Uses: 1,3-Dithiane is used in umpolung reactions such as the Corey-Seebach reaction. It acts as a reagent for the deoxygenation of sulfoxides to their corresponding sulfides. Further, it is used as a protecting group for carbonyl compounds used in organic synthesis. It serves as a useful labeled synthon. In addition to this, it is used in the preparation of 2-ethyl-[1,3]dithiane.

Technology Process of 1,3-Dithiane

There total 35 articles about 1,3-Dithiane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1.3-propanedithiol (109-80-8) + diiodomethane (75-11-6) → 1,3 dithiane (505-23-7)

Guidance literature:

With 1-pentyl-3-methylimidazolium bromide; at 60 ℃; for 6h;

DOI:10.1002/adsc.200505122

Reference yield: 90.0%

2-styryl-1,3-dithiane (69178-10-5) + formaldehyde diethyl acetal (462-95-3) → 1,3 dithiane (505-23-7) + (E)-3-phenylpropenal (14371-10-9)

Guidance literature:

With oxalic acid; In nitromethane; at 60 ℃; for 26h;

DOI:10.1016/j.tetlet.2006.06.131

Reference yield: 90.0%

1.3-propanedithiol (109-80-8) + formaldehyde diethyl acetal (462-95-3) → 1,3 dithiane (505-23-7)

Guidance literature:

With 4 A molecular sieve; clay KSF; In benzene; for 8h; Heating;

upstream raw materials:

1.3-propanedithiol

1,3-dithiacyclohexan-5-one

1,3-dibromo-propane

4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

1,3-dithiane 1,1,3,3-tetraoxide

9-heptadecanol

1,1-diphenyl-6,10-dithia-1-sila-spiro[4.5]decane

7-methyl-7-phenyl-1,5-dithia-7-sila-spiro[5.5]undecane

Refernces

• 1、 Page, Philip C. Bulman,Klair, Sukhbinder S.,Brown, Michael P.,Harding, Marjoire M.,Smith, Christopher S.,et al.. "CARBON-SULPHUR BOND FORMATION CATALYSED BY BIS(DIPHENYLPHOSPHINO)-METHANE COMPLEXES OF PLATINUM(II)". . p. 4477 - 4480. Retrieved 1988.
• 2、 Rauch, Michael,Strater, Zack,Parkin, Gerard. "Selective Conversion of Carbon Dioxide to Formaldehyde via a Bis(silyl)acetal: Incorporation of Isotopically Labeled C1 Moieties Derived from Carbon Dioxide into Organic Molecules". supporting information. p. 17754 - 17762. Retrieved 2019/11/05.
• 3、 Guo, Zhiqiang,Zhang, Bo,Wei, Xuehong,Xi, Chanjuan. "Reduction of CO2 into Methylene Coupled with the Formation of C-S Bonds under NaBH4/I2 System". supporting information. p. 6678 - 6681. Retrieved 2018/10/24.