Cyclopentanol

Structural formula
General
Surname	Cyclopentanol
other names	Cyclopentyl alcohol
Molecular formula	C 5 H 10 O
Brief description	flammable colorless liquid with an unpleasant odor
External identifiers / databases
CAS number 96-41-3 EC number 202-504-8 ECHA InfoCard 100.002.278 PubChem 7298 Wikidata Q284201
properties
Molar mass	86.13 g mol −1
Physical state	liquid
density	0.95 g cm −3
Melting point	−19 ° C
boiling point	141 ° C
Vapor pressure	1.3 mbar (at 20 ° C)
solubility	Slightly soluble in water and tetrachloromethane in ethanol, diethyl ether and acetone.
Refractive index	1.4521 (at 20 ° C, 589 nm)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 226 P: 210
Toxicological data	> 2000 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

Cyclopentanol is a chemical compound from the group of alcohols .

Occurrence

Cyclopentanol occurs naturally in passion fruit .

Extraction and presentation

Cyclopentanol can be obtained by reducing cyclopentenone or cyclopentanone with sodium borohydride .

${\displaystyle {\ce {NaBH4 + 4C5H8O + 2H2O -> 4C5H9OH + NaBO2}}}$

properties

Cyclopentanol is a flammable colorless liquid with an unpleasant odor that is sparingly soluble in water.

use

Cyclopentanol is used in the manufacture of medicines , cosmetics and herbicides .

safety instructions

The vapors of cyclopentanol can form an explosive mixture with air ( flash point 51 ° C, ignition temperature 375 ° C).

See also

• Demyanov ring expansion

Individual evidence

1. ↑ ^{a b c d e f g h i j k} Entry on cyclopentanol in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
2. ↑ ^{a b} David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-130.
3. ↑ ^{a b} Data sheet cyclopentanol (PDF) from Merck , accessed on January 5, 2012.
4. ↑ P. factory Hoff, M. Güntert, G. Krammer, H. Sommer, J. Kaulen: Vacuum Headspace Method in Aroma Research: Flavor Chemistry of Yellow Passion Fruits . In: Journal of Agricultural and Food Chemistry . tape 46 , no. 3 , 1998, p. 1076-1093 , doi : 10.1021 / jf970655s ( fantastic-flavour.com [PDF; 283 kB ]).
5. ^ Günter Jeromin: Organic Chemistry A practical textbook . 2nd Edition. German, Frankfurt am Main 2006, ISBN 3-8171-1732-9 , pp. 405 ( limited preview in Google Book search).