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H11904

Sigma-Aldrich

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:
2935-44-6
Molecular Weight:
118.17
Beilstein:
1719248
EC Number:
220-910-3
MDL number:
MFCD00004557
UNSPSC Code:
12352100
PubChem Substance ID:
24895436
NACRES:
NA.22
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Quality Level

100

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.)

SMILES string

CC(O)CCC(C)O

InChI

1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3

InChI key

OHMBHFSEKCCCBW-UHFFFAOYSA-N

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Application

2,5-Hexanediol can be used as:
  • A reactant to synthesize N-substituted pyrroles by oxidative coupling with primary amines.[1]
  • An alkylating agent to synthesize substituted carbazoles via Friedel-Crafts alkylation with indoles.[2]
  • A monomer in the preparation of polyesters by reacting with diacid chlorides.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT3469
MKCP5136
MKCH9878
MKCC6649
MKBW8060V

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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
Comparative study of 2,5-hexanediol and 2,5-hexanedione induced thymic toxicity in weanling and adult rats.
K P Singh et al.
Indian journal of experimental biology, 24(6), 371-377 (1986-06-01)
H B Jones et al.
Journal of neurocytology, 12(3), 439-458 (1983-06-01)
A study has been made of the structural changes of nodal and paranodal regions of the nodes of Ranvier of peripheral nerves of rats in which marked accumulations of neurofilaments have occurred within axons under the influence of 2,5-hexanediol over
H B Jones et al.
Journal of neurocytology, 12(3), 459-473 (1983-06-01)
Changes in the distribution of stainable gap substance and subaxolemmal density at peripheral nodes of Ranvier in hexacarbon-intoxicated rats have been studied by light and electron microscopy. Cupric ion binding to the nodal gap substance was seen in normal nodes
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
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