Neopentyl alcohol is a compound with formula (CH3)3CCH2OH. It is a colorless solid. The compound is one of the eight isomers of pentyl alcohol.
Names | |
---|---|
Preferred IUPAC name 2,2-Dimethylpropan-1-ol | |
Other names tert-Butyl carbinol tert-Butylmethanol Neoamyl alcohol Neopentanol | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.826 |
EC Number |
|
PubChem CID | |
UNII | |
UN number | 1325 |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C5H12O | |
Molar mass | 88.150 g·mol−1 |
Density | 0.812 g/mL at 20 °C |
Melting point | 52.5 °C (126.5 °F; 325.6 K) |
Boiling point | 113.5 °C (236.3 °F; 386.6 K) |
36 g/L | |
Solubility | very soluble in ethanol, diethyl ether |
Thermochemistry | |
Std enthalpy of formation (ΔfH⦵298) | -399.4 kJ·mol−1 |
Hazards | |
GHS labelling:[2] | |
Warning | |
H226, H228, H319, H332, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, P501 | |
Flash point | 37 °C (99 °F; 310 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Preparation and reactions
Neopentyl alcohol can be prepared from the hydroperoxide of diisobutylene.[3]It can also be prepared by the reduction of trimethylacetic acid with lithium aluminium hydride. Neopentyl alcohol was the first described in 1891 by L. Tissier, who prepared it by reduction of a mixture of trimethyl acetic acid and trimethylacetyl chloride with sodium amalgam.[4]
Neopentyl alcohol can be converted to neopentyl iodide by treatment with triphenylphosphite/methyl iodide:[5]
- (CH3)3CCH2OH + [CH3(C6H5O)3P]+I− → (CH3)3CCH2I + [CH3(C6H5O)2PO + C6H5OH
See also
References
🔥 Top keywords: Main PageSpecial:SearchWikipedia:Featured picturesYasukeHarrison ButkerRobert FicoBridgertonCleopatraDeaths in 2024Joyce VincentXXXTentacionHank AdamsIt Ends with UsYouTubeNew Caledonia2024 Indian general electionHeeramandiDarren DutchyshenSlovakiaKingdom of the Planet of the ApesAttempted assassination of Robert FicoLawrence WongBaby ReindeerXXX: Return of Xander CageThelma HoustonFuriosa: A Mad Max SagaMegalopolis (film)Richard GaddKepler's SupernovaWicked (musical)Sunil ChhetriXXX (2002 film)Ashley MadisonAnya Taylor-JoyPlanet of the ApesNava MauYoung SheldonPortal:Current eventsX-Men '97