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

Uses

Different sources of media describe the Uses of 6007-26-7 differently. You can refer to the following data:
1. It has been employed in the synthesis of methyl ketones. 2-Methyl-1,3-dithiane is suitable for use in the preparation of potassium trifluoro(2-methyl-1,3-dithiano)borate.
2. 2-Methyl-1,3-dithiane is suitable for use in the preparation of potassium trifluoro(2-methyl-1,3-dithiano)borate.

Synthesis Reference(s)

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

General Description

2-Methyl-1,3-dithiane is a versatile acyl anion equivalent. Role of hyperconjugation in the conformational analysis of 2-methyl-1,3-dithiane has been reported.

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

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

Downstream Products

• 1026222-70-7 3-[hydroxy-(2-methyl-[1,3]dithia-2-yl)-methyl]-benzonitrile 
• 247219-71-2 (4-methoxy-phenyl)-(2-methyl-[1,3]dithian-2-yl)-methanol 
• 247219-75-6 4-[hydroxy-(2-methyl-[1,3]dithia-2-yl)-methyl]-benzonitrile 
• 918132-22-6 C₁₉H₂₀S₂O₃ 
• 19451-21-9 (1,3-Dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methane 
• 870685-91-9 N-[(1S)-1-benzyl-2-hydroxyethyl]-2-methyl-1,3-dithiane-2-carboxamide 
• 1027356-00-8 C₁₇H₂₆O₂S₂ 
• 1073174-90-9 C₃₁H₅₄O₂S₄Si₂ 
• 1141748-12-0 tert-butyl 2-chloro-3-methoxy-5-((2-methyl-1,3-dithian-2-yl)methyl)-phenylcarbamate 
• 1208129-62-7 5-(4-methoxyphenyl)-2-(2-methyl-1,3-dithian-2-yl)oxazole 
• 1351557-63-5 4-amino-4-(4-fluorophenyl)-1-(2-methyl-1,3-dithian-2-yl)-2-methylenebutan-1-ol 

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.