278394

3,5-Dimethyl-1-hexyn-3-ol

98%

• Synonym(s): 3,5-Dimethyl-1-hexyne-3-ol, 3,5-Dimethylhexyn-3-ol
• Linear Formula: (CH₃)₂CHCH₂C(CH₃)(OH)C≡CH
• CAS Number: 107-54-0
• Molecular Weight: 126.20
• EC Number: 203-500-9
• MDL number: MFCD00008941
• UNSPSC Code: 12352100
• PubChem Substance ID: 24856811
• NACRES: NA.22

Properties

• vapor density: 4.34 (vs air)
• Quality Level: 200
• vapor pressure: 4.5 mmHg ( 20 °C)
• assay: 98%
• form: liquid
• refractive index: n20/D 1.434 (lit.)
• bp: 150-151 °C (lit.)
• density: 0.859 g/mL at 25 °C (lit.)
• functional group: hydroxyl
• SMILES string: CC(C)CC(C)(O)C#C
• InChI: 1S/C8H14O/c1-5-8(4,9)6-7(2)3/h1,7,9H,6H2,2-4H3
• InChI key: NECRQCBKTGZNMH-UHFFFAOYSA-N

Description

General description

Bimolecular rate constant for the reaction of the hydroxyl radical (OH) with 3,5-dimethyl-1-hexyn-3-ol has been been measured using the relative rate technique. Reaction of CO₂ with 3,5-dimethyl-1-hexyn-3-ol catalyzed by CuCl in different ionic liquids and solvents has been investigated.

Application

3,5-Dimethyl-1-hexyn-3-ol may be used to synthesize:

• 3,5-Dimethyl-1-phenyl-1-hexen-3-ol via one-pot palladium-mediated hydrostannylation/Stille cross-coupling.
• 3,5-dimethyl-1-hexyn-3-acetate via esterification with acetic anhydride in a neutral ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate).
• 3,5-Dimethyl-3-hydroxy-1-hexen-1-yl benzoate via anti-Markovnikov addition of benzoic acid.

Safety Information

• pictograms: GHS02,GHS06
• signalword: Danger
• hcodes: H226,H301 + H311 + H331,H319
• pcodes: P210 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 111.2 °F - closed cup
• flash_point_c: 44 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter