2-Phenyl-2-propanol
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Names | |
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IUPAC name
2-Phenyl-2-propanol
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.009.582 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C9H12O | |
Molar mass | 136.19 g/mol |
Appearance | White to pale yellow odorless solid[1] |
Density | 0.973 g/cm3[1] |
Melting point | 28–32 °C (301–305 K)[1] |
Boiling point | 202[1] °C (396 °F; 475 K) |
Practically insoluble[2] | |
Solubility | Soluble in ethanol and benzene[3] |
Refractive index (nD)
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1.49146 (20 °C)[4] |
Hazards | |
GHS labelling: | |
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Danger | |
H302, H315, H319 | |
P280, P301+P330+P331, P302+P352, P305+P351+P338, P362[1] | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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4300mg/kg (rabbit,transdermal);[1] 1300mg/kg (rat, oral) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Phenyl-2-propanol is a chemical compound that belongs to the alcohol group. It is a derivative of cumene.
Synthesis
[edit]2-Phenyl-2-propanol can be synthesized through Grignard reaction between phenylmagnesium bromide and acetone.[5][6]
Properties
[edit]2-Phenyl-2-propanol is a white to pale-yellow, odorless solid which is combustible yet difficult to ignite and barely dissolves in water.[1][2]
Applications
[edit]2-Phenyl-2-propanol can either be applied in organic syntheses, or be reactants or intermediates in agrochemical, medical, and dyestuff fields.[2]
2-Phenyl-2-propanol is the main metabolite of cumene, and therefore 2-phenyl-2-propanol can serve as a biomarker of cumene.[7]
Hazards
[edit]According to a report of Federal Institute for Risk Assessment in 2008, there is strong evidence that 2-phenyl-2-propanol may lead to allergic reactions for humans.[8]
References
[edit]- ^ a b c d e f g h i Record of 2-Phenyl-2-propanol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2017-04-16.
- ^ a b c 2-Phenyl-2-propanol, 98+% at AlfaAesar, accessed on 2017-04-16 (PDF) (JavaScript required).[dead link]
- ^ Gail Vance Civille, B. Thomas Carr (2015), Sensory Evaluation Techniques, Fifth Edition, CRC Press, p. 204, ISBN 978-1-4822-0867-2
- ^ Sigma-Aldrich Co., 2-Phenyl-2-propanol, 97%.
- ^ William Brown; Christopher Foote; Brent Iverson; Eric Anslyn (2008), Organic Chemistry, Cengage Learning, p. 568, ISBN 978-0-495-38857-9
- ^ Albany College of Pharmacy and Health Sciences: Preparation of 2-Phenyl-2-propanol (Grignard Reaction), retrieved 16 April 2017.
- ^ Knecht, U. (2002), "2-Phenyl-2-propanol in Urin [Biomonitoring Methods in German language, 2012]", The MAK-Collection for Occupational Health and Safety, Wiley-VCH Verlag & Co. KGaA, pp. 1–10, doi:10.1002/3527600418.bi9882d0020, ISBN 978-3-527-60041-0
- ^ BfR: Verbraucher sollten Plastik-Clogs mit starkem Geruch meiden, Stellungnahme Nr. 047/2008 des BfR of 5 November 2008.