2-phenyl-2-propanol

Structural formula
General
Surname	2-phenyl-2-propanol
other names	α-cumyl alcohol 2-phenylpropan-2-ol Dimethylphenyl carbinol α, α-dimethylbenzyl alcohol Dimethylbenzenemethanol 1-hydroxycumene
Molecular formula	C 9 H 12 O
Brief description	white to yellowish odorless solid
External identifiers / databases
CAS number 617-94-7 EC number 210-539-5 ECHA InfoCard 100.009.582 PubChem 12053 Wikidata Q15726116
properties
Molar mass	136.19 g mol −1
Physical state	firmly
density	0.973 g cm −3
Melting point	28-32 ° C
boiling point	202 ° C
solubility	practically insoluble in water. soluble in ethanol and benzene
Refractive index	1.5196 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-315-319 P: 280-301 + 330 + 331-302 + 352-305 + 351 + 338-362
Toxicological data	4300 mg kg −1 ( LD 50 ,  rabbit ,  transdermal ) 1300 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Phenyl-2-propanol is a chemical compound from the group of alcohols .

Extraction and presentation

2-Phenyl-2-propanol can be obtained by a Grignard reaction of bromobenzene or phenylmagnesium bromide with acetone .

properties

2-Phenyl-2-propanol is a white to yellowish, flammable, hardly flammable, odorless solid that is practically insoluble in water.

use

2-Phenyl-2-propanol is used as a raw material and intermediate product for organic syntheses, pharmaceuticals, agrochemicals and dyes. 2-Phenyl-2-propanol is the main metabolic product of cumene and can therefore be used as a biomarker for cumene exposure.

safety instructions

According to a report by the Federal Institute for Risk Assessment from 2008, there is clear evidence that 2-phenyl-2-propanol triggers allergic reactions in humans.

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on 2-phenyl-2-propanol in the GESTIS substance database of the IFA , accessed on April 16, 2017(JavaScript required) .
2. ↑ ^{a b c} data sheet 2-phenyl-2-propanol, 98 +% from AlfaAesar, accessed on April 16, 2017 ( PDF )(JavaScript required) .
3. ↑ Gail Vance Civille, B. Thomas Carr: Sensory Evaluation Techniques, Fifth Edition . CRC Press, 2015, ISBN 978-1-4822-0867-2 , pp. 204 ( limited preview in Google Book search).
4. ↑ Data sheet 2-phenyl-2-propanol, 97% from Sigma-Aldrich , accessed on April 16, 2017 ( PDF ).
5. ^ William Brown, Christopher Foote, Brent Iverson, Eric Anslyn: Organic Chemistry . Cengage Learning, 2008, ISBN 978-0-495-38857-9 , pp. 568 ( limited preview in Google Book search).
6. ^ Albany College of Pharmacy and Health Sciences: Preparation of 2-Phenyl-2-propanol (Grignard Reaction) , accessed April 16, 2017.
7. ^ The MAK Collection for Occupational Health and Safety . Wiley-VCH Verlag & Co. KGaA, 2002, ISBN 978-3-527-60041-0 , 2-phenyl-2-propanol in urine [Biomonitoring Methods in German language, 2012], doi : 10.1002 / 3527600418.bi9882d0020 / full .
8. ↑ BfR: Consumers should avoid plastic clogs with a strong odor , BfR opinion No. 047/2008 of 5 November 2008.