3-methyl-3-pentanol

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Structural formula
Structural formula of 3-methyl-3-pentanol
General
Surname 3-methyl-3-pentanol
other names
  • Diethyl methyl carbinol
  • 3-methylpentan-3-ol
Molecular formula C 6 H 14 O
Brief description

light yellow liquid

External identifiers / databases
CAS number 77-74-7
ECHA InfoCard 100,000,959
PubChem 6493
ChemSpider 6248
Wikidata Q3278336
properties
Molar mass 102.17 g mol −1
Physical state

liquid

density

0.824 g cm −3 (25 ° C)

Melting point

−38 ° C

boiling point

123 ° C

solubility
  • slightly soluble in water
  • miscible with diethyl ether and ethanol
Refractive index

1.418 (20 ° C)

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

Caution

H and P phrases H: 226-302
P: no P-phrases
Toxicological data

710 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

3-methyl-3-pentanol is a chemical compound from the group of alkanols .

Occurrence

Pandan leaves ( Pandanus amaryllifolius )

The compound occurs naturally in pandan leaves , red pepper, and fruits of Lycii fructus .

Extraction and presentation

3-Methyl-3-pentanol ( 2 ) can be obtained by reacting ethylmagnesium bromide with ethyl acetate ( 1 ) in a Grignard reaction in dry diethyl ether or tetrahydrofuran .

3-methyl-3-pentanol synthesis

Other possible variants of the Grignard reaction are the reaction of methyl magnesium bromide with 3-pentanone and the reaction of ethyl magnesium bromide with butanone .

The compound can also be prepared by reacting ( E ) -3-methyl-2-pentene with sulfuric acid .

properties

3-methyl-3-pentanol is a light yellow liquid that is sparingly soluble in water.

use

3-Methyl-3-pentanol can be used to make other chemical compounds (such as Emylcamat ) and as a solvent .

Individual evidence

  1. ↑ a b c d e f g h i j k data sheet 3-methyl-3-pentanol, ≥98%, FG from Sigma-Aldrich , accessed on January 14, 2019 ( PDF ).
  2. ↑ a b c David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 400 ( limited preview in Google Book Search).
  3. ^ Frank C. Whitmore: Organic Chemistry, Volume One Part I: Aliphatic Compounds Part II: Alicyclic Compounds . Courier Corporation, 2012, ISBN 978-0-486-60700-9 , pp. 128 ( limited preview in Google Book search).
  4. ^ Alyn William Johnson: Invitation to Organic Chemistry . Jones & Bartlett Learning, 1999, ISBN 978-0-7637-0432-2 , pp. 199 ( limited preview in Google Book search).
  5. ↑ Franz v. Bruchhausen, Gerd Dannhardt, Siegfried Ebel, August W. Frahm, Eberhard Hackenthal, Ulrike Holzgrabe: Hagers Handbook of Pharmaceutical Practice Volume 8: Substances EO . Springer-Verlag, 2013, ISBN 978-3-642-57994-3 , pp. 21 ( limited preview in Google Book search).
  6. ↑ Vicente Gotor, Ignacio Alfonso, Eduardo García-Urdiales: Asymmetric Organic Synthesis with Enzymes . John Wiley & Sons, 2008, ISBN 3-527-31825-9 , pp. 10 ( limited preview in Google Book search).