2-Methyl-2,4-pentanediol

2-Methyl-2,4-pentanediol
Names
Preferred IUPAC name
2-Methylpentane-2,4-diol
Other names
2-Methyl-2,4-pentanediol
Hexylene glycol
Diolane
1,1,3-Trimethyltrimethylenediol
2,4-Dihydroxy-2-methylpentane
Isol
Identifiers
3D model (JSmol)
Abbreviations MPD
1098298
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.173 Edit this at Wikidata
EC Number
  • 203-489-0
RTECS number
  • SA0810000
UNII
UN number 1993
  • InChI=1S/C6H14O2/c1-5(7)4-6(2,3)8/h5,7-8H,4H2,1-3H3 ☒N
    Key: SVTBMSDMJJWYQN-UHFFFAOYSA-N ☒N
  • CC(CC(C)(C)O)O
Properties
C6H14O2
Molar mass 118.176 g·mol−1
Appearance colourless liquid
Odor mild, sweetish[1]
Density 0.92 g/mL
Melting point −40 °C (−40 °F; 233 K)
Boiling point 197 °C (387 °F; 470 K)
miscible[1]
Vapor pressure 0.05 mmHg (20°C)[1]
Hazards
GHS labelling:[3]
GHS07: Exclamation mark
Warning
H315, H319
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
Flash point 98.3 °C (208.9 °F; 371.4 K)[2]
Explosive limits 1.3%-7.4%[1]
NIOSH (US health exposure limits):
PEL (Permissible)
 none[1]
REL (Recommended)
 C 25 ppm (125 mg/m3)[1]
IDLH (Immediate danger)
 N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Methyl-2,4-pentanediol (MPD) is an organic compound with the formula (CH3)2C(OH)CH2CH(OH)CH3. This colourless liquid is a chiral diol. It is produced industrially from diacetone alcohol by hydrogenation.[4] Total European and USA production was 15000 tonnes in 2000.[5]

2-Methyl-2,4-pentanediol exists as two enantiomers, (4R)-(−) and (4S)-(+). In the Protein Data Bank, the 3-letter code "MPD" refers to the (S)-(−) enantiomer, while "MRD" is used to refer to the (R)-(+) version. Commercial products labeled "MPD" are usually the racemate,[6] also sold as and referred to as "hexylene glycol".[7][8]

  1. ^ a b c d e f g NIOSH Pocket Guide to Chemical Hazards. "#0328". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ CDC - NIOSH Pocket Guide to Chemical Hazards
  3. ^ "Hexylene Glycol". pubchem.ncbi.nlm.nih.gov.
  4. ^ Stylianos Sifniades, Alan B. Levy, "Acetone" in Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a01_079.pub3
  5. ^ SIDS Initial Assessment Report for SIAM 13: Hexylene Glycol
  6. ^ MPD at Hampton Research , MPD Product Page
  7. ^ Hexylene Glycol at Sigma Aldrich , Hexylene Glycol Product Page
  8. ^ Hexylene Glycol at Jena Bioscience, Hexylene Glycol Product Page