2-propyl-1-heptanol

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	2-propyl-1-heptanol
other names	2-propylheptan-1-ol ( IUPAC ); 2-propylheptanol;
Molecular formula	C 10 H 22 O
Brief description	colorless liquid with a mild odor
External identifiers / databases
EC number	233-126-1
ECHA InfoCard	100.030.102
PubChem	24847
Wikidata	Q7250471
properties
Molar mass	158.28 g mol −1
Physical state	liquid
density	0.8323 g cm −3 (20 ° C)
Melting point	−116.6 ° C
boiling point	218.4 ° C
Vapor pressure	0.021 h Pa (25 ° C)
solubility	practically insoluble in water (58 mg l −1 at 20 ° C); miscible with most organic solvents;
Refractive index	1.4371
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 315-319-412
	P: 280-302 + 352-332 + 313-337 + 313
	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-Propyl-1-heptanol (short: 2-PH ) is a fully synthetic, branched primary alcohol with a mild alcohol-like odor. It is of little importance as a solvent . Most of it is chemically processed.

Isomerism

2-Propylheptan-1-ol occurs in two enantiomeric forms because it has a center of chirality on the C2 carbon . Thus, there exist (R) -2-propylheptan-1-ol and (S) -2-propylheptan-1-ol. A 1: 1 mixture of the two enantiomers is called a racemate .

(R) -2-propylheptanol
(S) -2-propylheptanol

Extraction and presentation

The technical production of racemic 2-propyl-1-heptanol takes place by aldol condensation of valeraldehyde , which is first converted to 2-propylhept-2-enal. After a catalytic hydrogenation , 2-propyl-1-heptanol is obtained.

properties

Physical Properties

2-Propylheptan-1-ol has a relative gas density of 5.47 (density ratio to dry air at the same temperature and pressure ) and a density of 0.8323 g / cm ³ at 20 ° C. It also has a vapor pressure of 0.021 hPa at 25 ° C. The dynamic viscosity at 20 ° C. is given as 15.3 mPas.

Chemical properties

2-Propylheptan-1-ol is a flammable, hardly inflammable liquid from the group of alcohols . It is difficult or very difficult to volatilize . 2-Propylheptan-1-ol is lighter than water and practically insoluble in it (58 mg · l ⁻¹ at 20 ° C).

use

2-Propyl-1-heptanol is used as an intermediate in the production of other chemical compounds (e.g. the plasticizer DPHP ).

safety instructions

2-Propyl-1-heptanol is a hardly flammable liquid . The substance is classified as hazardous to water , so it is harmful to aquatic organisms with long-term effects. Ingestion or contact can cause severe irritation to the eyes and skin . 2-Propyl-1-heptanol has a lower explosion limit (LEL) of 0.8% by volume and an upper explosion limit (UEL) of 5.7% by volume. The ignition temperature is 265 ° C. The substance therefore falls into temperature class T3. With a flash point of 100 ° C, 2-propyl-1-heptanol is considered flame-retardant.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-propylheptan-1-ol in the GESTIS substance database of the IFA , accessed on January 27, 2020(JavaScript required) .
↑ ^a ^b Propylheptanol. In: BASF product search. BASF SE, 2014, accessed January 30, 2019 (German, English).
↑ Propylheptanol. In: BASF Technical Information. BASF SE, December 2014, accessed on January 30, 2019 .
↑ Entry on 2-propylheptan-1-ol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 30, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Data sheet 2-n-propyl-1-heptanol, 98% from AlfaAesar, accessed on January 30, 2019 ( PDF )(JavaScript required) .
^ Armin Börner, Robert Franke: Hydroformylation Fundamentals, Processes, and Applications in Organic Synthesis . John Wiley & Sons, 2016, ISBN 978-3-527-33552-7 , pp. 290 ( limited preview in Google Book Search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-propylheptan-1-ol in the GESTIS substance database of the IFA , accessed on January 27, 2020(JavaScript required) .

[BASF-2] Propylheptanol. In: BASF product search. BASF SE, 2014, accessed January 30, 2019 (German, English).

[BASF_2-3] Propylheptanol. In: BASF Technical Information. BASF SE, December 2014, accessed on January 30, 2019 .

[CLP_100.030.102-4] Entry on 2-propylheptan-1-ol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 30, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .

[Alfa-5] Data sheet 2-n-propyl-1-heptanol, 98% from AlfaAesar, accessed on January 30, 2019 ( PDF )(JavaScript required) .

[6] Armin Börner, Robert Franke: Hydroformylation Fundamentals, Processes, and Applications in Organic Synthesis . John Wiley & Sons, 2016, ISBN 978-3-527-33552-7 , pp. 290 ( limited preview in Google Book Search).