3-hexyne-2,5-diol

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Structural formula
Structural formula of 3-hexyne-2,5-diol without stereochemistry
Structural formula without representation of the stereochemistry
General
Surname 3-hexyne-2,5-diol
other names

Hex-3-yn-2,5-diol

Molecular formula C 6 H 10 O 2
Brief description

yellowish solid

External identifiers / databases
CAS number
  • 3031-66-1 (mixture of stereoisomers)
  • 152694-51-4 [(2 R , 5 R ) -Hex-3- yn -2,5-diol]
  • 152694-52-5 [(2 S , 5 S ) -Hex-3- yn -2,5-diol]
  • 110318-65-5 [ meso - hex -3- yn -2,5-diol]
  • 131375-88-7 [(2 R , 5 R ) - rel - (±) -Hex-3- yn -2,5-diol]
EC number 221-209-5
ECHA InfoCard 100.019.282
PubChem 18198
Wikidata Q21051286
properties
Molar mass 114.16 g mol −1
Physical state

firmly

density

1.01 g cm −3

Melting point
  • 42 ° C
  • 58–60 ° C (2 R , 5 R )
  • 71–72 ° C (2 RS , 5 SR )
boiling point

121 ° C (20 hPa)

Vapor pressure

8 mbar (120 ° C)

solubility

soluble in water

Refractive index

1.4740 (20 ° C)

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 301-315-317-318-411
P: 280-305 + 351 + 338-309-310
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

Unless otherwise stated, 3-hexyne-2,5-diol is a mixture of three isomeric chemical compounds from the group of diols with an additional C≡C triple bond .

properties

The compound is a flammable yellowish solid that is soluble in water. It decomposes when heated above 230 ° C.

Stereochemistry

3-Hexyne-2,5-diol has two stereocenters , there are three stereoisomers :

  • (2 R , 5 R ) -Hex-3-yn-2,5-diol
  • (2 S , 5 S ) -Hex-3-yn-2,5-diol
  • meso- hex-3-yn-2,5-diol

use

3-hexyne-2,5-diol is used in the synthesis of aroma chemicals as well as in corrosion inhibitors.

Individual evidence

  1. ↑ a b c d e f g h i Entry on 3-hexyne-2,5-diol in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
  2. ^ A b J. Buckingham: Dictionary of Organic Compounds . 1996, ISBN 0-412-54090-8 , pp. 3540 ( limited preview in Google Book search).
  3. ↑ a b Data sheet 3-Hexyne-2,5-diol, (±) + meso, 97% from AlfaAesar, accessed on August 26, 2015 ( PDF )(JavaScript required) .
  4. ↑ BASF: Hexindiol ( Memento from September 24, 2015 in the Internet Archive ), accessed on August 26, 2015.