H11904
2,5-Hexanediol
99% (mixture of isomers)
Synonym(s):
2,5-Hexylene glycol
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About This Item
Linear Formula:
CH3CH(OH)CH2CH2CH(OH)CH3
CAS Number:
Molecular Weight:
118.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-910-3
Beilstein/REAXYS Number:
1719248
MDL number:
Assay:
99% (mixture of isomers)
Form:
liquid
InChI
1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3
InChI key
OHMBHFSEKCCCBW-UHFFFAOYSA-N
SMILES string
CC(O)CCC(C)O
assay
99% (mixture of isomers)
form
liquid
refractive index
n20/D 1.447 (lit.)
bp
216-218 °C (lit.)
density
0.961 g/mL at 25 °C (lit.)
Quality Level
Related Categories
Application
2,5-Hexanediol can be used as:
- A reactant to synthesize N-substituted pyrroles by oxidative coupling with primary amines.
- An alkylating agent to synthesize substituted carbazoles via Friedel-Crafts alkylation with indoles.
- A monomer in the preparation of polyesters by reacting with diacid chlorides.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
213.8 °F - closed cup
flash_point_c
101 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Corey Frazer et al.
Nature microbiology, 5(11), 1374-1389 (2020-07-29)
Cell identity in eukaryotes is controlled by transcriptional regulatory networks that define cell-type-specific gene expression. In the opportunistic fungal pathogen Candida albicans, transcriptional regulatory networks regulate epigenetic switching between two alternative cell states, 'white' and 'opaque', that exhibit distinct host
On the pattern of changes in the rat nervous system produced by 2,5 hexanediol. A topographical study by light microscopy.
J B Cavanagh et al.
Brain : a journal of neurology, 104(2), 297-318 (1981-06-01)
2,5-Hexane diol induced thymic atrophy and lymphocytotoxicity in rats.
K P Singh et al.
Industrial health, 21(4), 235-242 (1983-01-01)
A K Agrawal et al.
Neurotoxicology, 6(3), 53-59 (1985-01-01)
Single exposure of 150, 300 and 600 mg/kg 2,5-hexanediol, (2,5 HD) a metabolite of n-hexane showed no significant effect on 3H-spiroperidol binding to corpus striatal membranes when compared with control animals, where as repeated exposure of 2,5-HD, 300 and 600
J Haberland et al.
Applied microbiology and biotechnology, 58(5), 595-599 (2002-04-17)
Diastereoselective reduction of diketones with Lactobacillus kefir DSM 20587 was examined. The reduction of both oxo-functions proceeded highly diastereoselectively. (2 R,5 R)-Hexanediol 3 was produced starting from (2,5)-hexanedione 1 in quantitative yields with enantiomeric excess >99% and diastereomeric excess >99%.
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