22796-26-5

Basic information

• Product Name: 2,3-dihydro-5,6-dimethyl-1,4-dithiin
• Synonyms: 2,3-dihydro-5,6-dimethyl-1,4-dithiin;1,4-Dithiin, 2,3-dihydro-5,6-dimethyl-;Einecs 245-225-7
• CAS NO: 22796-26-5
• Molecular Formula: C₆H₁₀S₂
• Molecular Weight: 146.2736
• EINECS: 245-225-7
• Mol File: 22796-26-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 228.3°Cat760mmHg
• Flash Point: 94.5°C
• Appearance: /
• Density: 1.086g/cm³
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 2,3-dihydro-5,6-dimethyl-1,4-dithiin(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-5,6-dimethyl-1,4-dithiin(22796-26-5)
• EPA Substance Registry System: 2,3-dihydro-5,6-dimethyl-1,4-dithiin(22796-26-5)

Safety Data

• Hazardous Substances Data: 22796-26-5(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Strong

Natural occurrence

Commonly found in garlic and other members of the Allium genus

Taste and odor characteristics

Sulfur-containing structure gives distinctive taste and odor

Health benefits

Potential antimicrobial, anti-inflammatory, and antioxidant properties

Potential uses

Natural food preservative and flavoring agent

InChI:InChI=1/C6H10S2/c1-5-6(2)8-4-3-7-5/h3-4H2,1-2H3

Upstream product

• 513-86-0 3-hydroxy-2-butanon 
• 540-63-6 ethane-1,2-dithiol 
• 4091-39-8 3-chloro-2-butanone 
• 814-75-5 3-bromo-butanone 
• 69382-62-3 ethandithiol 
• 33266-07-8 2-acetyl-2-methyl-1,3-dithiolane 
• 221047-35-4 2-[1(S)-hydroxyethyl]-2-methyl-1,3-dithiolane 
• 74637-13-1 1-(2-Methyl-[1,3]dithiolan-2-yl)-ethanol 
• 6008-81-7 2-ethyl-2-methyl-1,3-dithiolane 

Downstream Products

• 55290-64-7 dimethipin 
• 33266-07-8 2-acetyl-2-methyl-1,3-dithiolane 

Relevant articles and documents

Stereoselective azide introduction during 1,2-sulfur migration in α-hydroxyalkyldithioacetals

A series α-hydroxyalkyldithiolanes were reacted with a mixture of triphenylphosphine, diethyl azodicarboxylate and hydrazoic acid to give 2-azido-l,4-dithianes stereoselectively. Reduction of the azido group to an amine resulted in racemisation.

Synthesis of 2,3-dihydro-1,4-dithiins and 2-alkylidene-1,4-dithianes by 1,2-sulfur migration in 2-(1-hydroxyalkyl)-1,3-dithiolanes

2,3-Dihydro-1,4-dithiins and the isomeric 2-alkylidene-1,4-dithianes were synthesized from 1,2-diketones and alkyl pyruvates by kinetically controlled ring expansion of 2-(1-hydroxyalkyl)-1,3-dithiolanes with p-toluenesulfonyl chloride in pyridine. In addition, 2,3-dihydro-1,4-dithiins, the thermodynamic products, were formed exclusively by using p-toluenesulfonic acid in refluxing benzene. The 2-alkylidene-1,4-dithianes were readily isomerised to the corresponding 2,3-dihydro-1,4-dithiins. Similarly, 2,3-dimethyl-6,7-dihydro-5H-1,4-dithiepine and (+)-2-methylene-3-methyl-1,4-diethiepane were obtained from 2-[(S)-1-hydroxyethyl]-2-methyl-1,3-dithiane.

Reactivity of ethanediyl S,S-acetals; 2. Synthesis of 2,3-dihydro-1,4-dithiins

A new, reliable one-step synthesis of 2,3-dihydro-1,4-dithiins from ethanediyl S,S-acetal derivatives of carbonyl compounds is reported.