6007-26-7

Basic information

• Product Name: 2-METHYL-1,3-DITHIANE
• Synonyms: 2-methyl-3-dithiane;2-methyl-m-dithian;2-Methyl-m-dithiane;Acetaldehyde, cyclic trimethylene mercaptal;m-Dithiane, 2-methyl-;Methyl-2 dithiane-1,3;methyl-2dithiane-1,3;2-Methyl-1,3-dithiane 98%
• CAS NO: 6007-26-7
• Molecular Formula: C₅H₁₀S₂
• Molecular Weight: 134.26
• EINECS: 227-859-6
• Product Categories: Heterocyclic Compounds;Ring Systems;Heterocyclic Building Blocks;Others;S-Containing;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 6007-26-7.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 56-59 °C3 mm Hg(lit.)
• Flash Point: 180 °F
• Appearance: Colorless to brown/Liquid
• Density: 1.121 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.428mmHg at 25°C
• Refractive Index: n20/D 1.560(lit.)
• Water Solubility: Not miscible or difficult to mix in water. Soluble in alcohol.
• BRN: 102766
• CAS DataBase Reference: 2-METHYL-1,3-DITHIANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1,3-DITHIANE(6007-26-7)
• EPA Substance Registry System: 2-METHYL-1,3-DITHIANE(6007-26-7)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: 3334
• WGK Germany: 3
• RTECS: JO5263000
• Hazardous Substances Data: 6007-26-7(Hazardous Substances Data)

Usage

Description

2-METHYL-1,3-DITHIANE is an organic compound that features a dithiane structure with a methyl group attached to the second carbon atom. It is known for its chemical properties and reactivity, which make it a versatile building block in organic synthesis.

Uses

Used in Chemical Synthesis:
2-METHYL-1,3-DITHIANE is used as a synthetic intermediate for the preparation of various organic compounds, particularly in the synthesis of methyl ketones. Its unique structure allows for selective reactions and the formation of desired products.
Used in the Preparation of Potassium Trifluoro(2-methyl-1,3-dithiano)borate:
2-METHYL-1,3-DITHIANE is used as a key component in the synthesis of potassium trifluoro(2-methyl-1,3-dithiano)borate. 2-METHYL-1,3-DITHIANE has potential applications in various chemical processes, including the formation of boron-containing compounds and as a reagent in organic reactions.

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 6305, 1986 DOI: 10.1016/S0040-4039(00)87793-X

Purification Methods

Wash the dithiane with H2O, 2.5 M aqueous NaOH, H2O, brine, dry over K2CO3 (use toluene as solvent if the volume of reagent is small), filter, evaporate and distil the colourless residue. IR film: 1455, 1371 and 1060 (all medium and CH3), 1451m, 1422s, 1412m, 1275m, 1236m, max 1190m, 1171w, 918m and 866w (all dithiane) cm-1 [Corey & Erickson J Org Chem 36 3553 1971, Seebach & Corey J Org Chem 40 231 1975]. [Beilstein 19 III/IV 49, 19/1 V 53.]

InChI:InChI=1/C5H10S2/c1-5-6-3-2-4-7-5/h5H,2-4H2,1H3

Upstream product

• 18147-08-5 2,2-dimethyl-2-sila-1,3-dithiane 
• 75-07-0 acetaldehyde 
• 13411-42-2 2-(trimethylsilyl)-1,3-dithiane 
• 74-88-4 methyl iodide 
• 68984-53-2 1-(2-Methyl-1,3-dithian-2-yl)-1-phenyl-2-propen-1-ol 
• 917-64-6 methyl magnesium iodide 
• 39915-66-7 1,3-dithian-2-yl tetrafluoroborate 
• 505-23-7 1,3 dithiane 
• 109-80-8 1.3-propanedithiol 

Downstream Products

• 247219-70-1 C₅H₉S₂CH₂OC₆H₄CH₃ 
• 247219-72-3 C₅H₉S₂CH₂OC₆H₄F 
• 918132-22-6 C₁₉H₂₀S₂O₃ 
• 853261-24-2 1-cyclohex-1-enyl-1-(2-methyl-[1,3]dithian-2-yl)ethanol 
• 936231-64-0 1-(2-methyl-[1,3]dithian-2-yl)-1-m-tolyl-ethanol 
• 936231-60-6 1-(3-fluoro-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-67-3 1-(3-methoxy-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-57-1 1-(3,5-difluoro-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-66-2 1-(2-methyl-[1,3]dithian-2-yl)-1-(3-trifluoromethyl-phenyl)-ethanol 
• 936231-61-7 1-(3-chloro-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-45-7 1-(2-methyl-[1,3]dithian-2-yl)-1-phenyl-propan-1-ol 
• 78349-04-9 1-(2-methyl-1,3-dithian-2-yl)-1-phenylethan-1-ol 
• 936231-62-8 1-(3-bromo-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-59-3 1-(4-fluoro-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 

Relevant articles and documents

Exploiting the 1,3-dithiane of 2-oxopropanenitrile oxide to limit competing dimerization in 1,3-dipolar cycloaddition reactions

The 1,3-dithiane of 2-oxopropanenitrile oxide is less prone to dimerization than the parent compound and, as a consequence, it undergoes more efficient cycloaddition reactions with a range of mono- and 1,1- and 1,2-di-substituted alkenes.

2,3,5-Trisubstituted pyridines as selective AKT inhibitors. Part II: Improved drug-like properties and kinase selectivity from azaindazoles

A novel series of AKT inhibitors containing 2,3,5-trisubstituted pyridines with novel azaindazoles as hinge binding elements are described. Among these, the 4,7-diazaindazole compound 2c has improved drug-like properties and kinase selectivity than those of indazole 1, and displays greater than 80% inhibition of GSK3β phosphorylation in a BT474 tumor xenograft model in mice.

Externally sensitized mesolytic fragmentations in dithiane-ketone adducts

The apparent activation enthalpies, ΔH≠, for externally sensitized mesolytic fragmentations in benzophenone-dithiane adducts were obtained in variable temperature photolyses and compared with DFT activation barriers calculated for β-scission in the corresponding oxygen-centered radicals. The results of these experimental and theoretical studies further support the mechanism in which deprotonation of the hydroxy-group, in the transient cation radical, is coupled with intramolecular electron transfer furnishing the O-centered radical, which subsequently fragments. The quantum yields of fragmentation increase for higher alkyl substituted dithiane adducts.