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Merck
CN

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
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Quality Level

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

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.


pictograms

Exclamation mark

signalword

Warning

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
P Nylén et al.
Archives of toxicology, 67(6), 435-441 (1993-01-01)
Albino (Sprague-Dawley) and pigmented (Norwegian Brown) male rats were exposed to 2,5-hexanediol (H; 1%) in their drinking water for 5 or 8 weeks, respectively. Half of the rats of each strain were housed in light (average 30 cd/cm2 inside cage
Lv Li et al.
Brain research, 1159, 8-17 (2007-06-19)
Opposing functions of activated microglia, namely neuroprotection or neurotrophy versus neurodestruction or neurotoxicity, have been observed in a number of experimental models of neurotrauma and neurodegenerative diseases. However, the mechanism(s) involved in the determination of which function activated microglia execute



Global Trade Item Number

SKUGTIN
H11904-10G04061832284453
H11904-50G04061832284460