143618

2,5-Dimethyl-2,5-hexanediol

97%

• Synonym(s): 1,1,4,4-Tetramethyl-1,4-butanediol, 2,5-Dihydroxy-2,5-dimethylhexane, 2,5-Dimethyl-2,5-dihydroxyhexane, 2,5-Dimethyl-2,5-hexanediol, 2,5-Dimethylhexane-2,5-diol
• Linear Formula: (CH₃)₂C(OH)CH₂CH₂C(OH)(CH₃)₂
• CAS Number: 110-03-2
• Molecular Weight: 146.23
• Beilstein/REAXYS Number: 1361437
• EC Number: 203-731-5
• MDL number: MFCD00004473
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848597
• NACRES: NA.22

Properties

• assay: 97%
• bp: 214-215 °C (lit.)
• mp: 86-90 °C (lit.)
• SMILES string: CC(C)(O)CCC(C)(C)O
• InChI: 1S/C8H18O2/c1-7(2,9)5-6-8(3,4)10/h9-10H,5-6H2,1-4H3
• InChI key: ZWNMRZQYWRLGMM-UHFFFAOYSA-N

Description

General description

2,5-Dimethyl-2,5-hexanediol on heteropoly acid catalyzed dehydration yields cyclic ethers via stereospecific intramolecular S_N2 mechanism. It reacts with nitriles in concentrated sulfuric acid to yield Δ¹-pyrrolines.

Application

2,5-Dimethyl-2,5-hexanediol was used in the synthesis of six- and seven-membered heterocyclic boron compounds containing intramolecular N-B bond.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 260.6 °F - closed cup
• flash_point_c: 127 °C - closed cup
• ppe: Eyeshields, Gloves, type N95 (US)