2,5-Hexanediol

2,5-Hexanediol is an organic compound with the formula CH₃CH(OH)CH₂CH₂CH(OH)CH₃. It is both a glycol and a secondary alcohol.^[1] It is a colorless water-soluble viscous liquid.^[2][3][4] The chemical properties are well understood and have been extensively reported and studied.^[5] It has the IUPAC name of hexane-2,5-diol^[6] and the CAS Registry Number CAS 2935-44-6.^[7]

2,5-Hexanediol

Identifiers
CAS Number	2935-44-6
3D model (JSmol)	Interactive image
ChEBI	CHEBI:84894
ChemSpider	17052
ECHA InfoCard	100.019.010
EC Number	220-910-3
PubChem CID	18049
CompTox Dashboard (EPA)	DTXSID50871000
InChI InChI=1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3 Key: OHMBHFSEKCCCBW-UHFFFAOYSA-N
SMILES CC(CCC(C)O)O
Properties
Chemical formula	C6H14O2
Molar mass	118.176 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Other names

• (2R,5R)-2,5-hexanediol
• 2,5-Dihydroxyhexane
• Diisopropanol
• Hexan-2,5-diol
• [R-(R*,R*)]-2,5-hexanediol
• hexane-2,5-diol

Manufacture

One common method of manufacture of the compound is from yeast.^[8] Another method involves the reduction of acetonylacetone.^[9] The material has two chiral carbons and thus has a number of enantiomers. Processes have been researched and developed to produce enantiopure products and by a continuous process.^[10][11] Some synthesis has been carried out from keto hexanoates.^[12]

Uses

One of the uses of the material is to synthesize polyesters.^[13] and also fine chemicals.^[14]

Toxicity

The toxicity of the material has been studied and is reasonably well understood.^{[15][16][17][18]} It can affect the eyes and has some neurotoxic effects.^[19]