2,2-dimethyl-1-propanol

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Structural formula
Structure of neopentanol
General
Surname 2,2-dimethyl-1-propanol
other names
  • neo- pentanol
  • Neopentyl alcohol
Molecular formula C 5 H 12 O
Brief description

white crystalline powder

External identifiers / databases
CAS number 75-84-3
EC number 200-907-3
ECHA InfoCard 100,000,826
PubChem 6404
Wikidata Q3270847
properties
Molar mass 88.15 g mol −1
Physical state

firmly

density

0.81 g cm −3

Melting point

53 ° C

boiling point

113 ° C-114 ° C

solubility

40 g / l (20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 228-319-335
P: 210-305 + 351 + 338-370 + 378
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,2-Dimethyl-1-propanol (also neo- pentanol) is an organic chemical compound from the group of alcohols . It is one of eight structural isomers of pentanols . It is the only alcohol from the pentanol group that is solid at room temperature.

Extraction and presentation

2,2-Dimethyl-1-propanol is obtained by reducing pivalic acid. It can also be produced from diisobutylene via the intermediate step of the peroxide . It can also be obtained via hydroformylation of isobutylene and subsequent hydrogenation .

properties

2,2-Dimethyl-1-propanol forms colorless crystals with a peppermint-like odor.

use

2,2-Dimethyl-1-propanol is used as the solvent. It serves as a ligand for transition complexes and polymerization catalysts and in organic synthesis as a reagent for introducing a neopentyl group into organic compounds.

Individual evidence

  1. a b c d e f g Entry on 2,2-dimethyl-1-propanol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. a b c d e f Entry on pentanols. In: Römpp Online . Georg Thieme Verlag, accessed on May 15, 2018.
  3. Joseph Hoffman: neopentyl ALCOHOL In: Organic Synthesis . 40, 1960, p. 76, doi : 10.15227 / orgsyn.040.0076 ; Coll. Vol. 5, 1973, p. 818 ( PDF ).
  4. Irving Wender, Julian Feldman, Sol Metlin, Bernard H. Gwynn, Milton Orchin: Formation of Neopentyl Alcohol from Isobutylene in the Hydroformylation Reaction . In: Journal of the American Chemical Society . tape 77 , no. 21 , 1955, pp. 5760-5761 , doi : 10.1021 / ja01626a102 .