tert-Butyl Alcohol
Title: tert-Butyl Alcohol
CAS Registry Number: 75-65-0
CAS Name: 2-Methyl-2-propanol
Additional Names: trimethyl carbinol
Molecular Formula: C4H10O
Molecular Weight: 74.12
Percent Composition: C 64.82%, H 13.60%, O 21.59%
Line Formula: (CH3)3COH
Literature References: Prepd from acetyl chloride and dimethylzinc: Butlerow, Ann. 144, 1 (1867). Manuf by catalytic hydration of isobutylene: Kreps, Nachod, US 2477380 (1949 to Atlantic Refining); Serniuk, Vanderbilt, US 2534304 (1950 to Standard Oil); by reduction of tert-butyl hydroperoxide: Lorand, US 2484841 (1949 to Hercules Powder); De Jong, US 2853532 (1958 to Shell). Purification: Biddiscombe et al., J. Chem. Soc. 1963, 1954. Physical properties: eidem, ibid.; Dreisbach, Martin, Ind. Eng. Chem. 41, 2875 (1949). Toxicity: Schaffarzick, Brown, Science 116, 663 (1952).
Properties: Crystals, camphor-like odor, mp 25.6°. At 99.69 mol-% purity, bp 82.41°. mp 25.7°. d420 0.78581, d425 0.78086, d425 (calcd) 0.78080; nD20 1.38468, nD25 1.38231. Flash pt, closed cup: 52°F (11.1°C). Sol in water. Miscible with alcohol, ether. LD50 orally in rats: 3.5 g/kg (Schaffarzick, Brown).
Melting point: mp 25.6°; mp 25.7°
Boiling point: bp 82.41°
Flash point: Flash pt, closed cup: 52°F (11.1°C)
Index of refraction: nD20 1.38468; nD25 1.38231
Density: d420 0.78581; d425 0.78086; d425 (calcd) 0.78080
Toxicity data: LD50 orally in rats: 3.5 g/kg (Schaffarzick, Brown)
CAUTION: Potential symptoms of overexposure are drowsiness, narcosis; irritation of skin, eyes, nose, throat. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 40.
Use: Denaturant for ethanol, mfg flotation agents, flavors, perfumes; as solvent; in paint removers. Octane booster in gasoline.

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