52490
2,4-Hexadiyne-1,6-diol
≥98.0% (GC)
Synonym(s):
1,6-Dihydroxy-2,4-hexadiyne, 2,4-Hexadiynediol, Diacetylene glycol
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About This Item
Linear Formula:
HOCH2C≡CC≡CCH2OH
CAS Number:
Molecular Weight:
110.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-210-0
Beilstein/REAXYS Number:
773791
MDL number:
Assay:
≥98.0% (GC)
Product Name
2,4-Hexadiyne-1,6-diol, ≥98.0% (GC)
InChI
1S/C6H6O2/c7-5-3-1-2-4-6-8/h7-8H,5-6H2
InChI key
JXMQYKBAZRDVTC-UHFFFAOYSA-N
SMILES string
OCC#CC#CCO
assay
≥98.0% (GC)
mp
113-114 °C (lit.)
functional group
hydroxyl
storage temp.
2-8°C
Quality Level
Related Categories
Application
2,4-Hexadiyne-1,6-diol may be used as a starting material in the synthesis of thiarubrine A (an antibiotic). It may also be used to synthesize disodium salt of 2,4-hexadiyne 1,6-disulfate (HDDS).
General description
2,4-Hexadiyne-1,6-diol can be prepared from propargyl alcohol. 2,4-Hexadiyne-1,6-diol readily undergoes polymerization when heated under vacuum or inert gas atmosphere.
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Self-assembled alternating multilayers built-up from diacetylene bolaamphiphiles and poly (allylamine hydrochloride): polymerization properties, structure, and morphology.
Saremi F, et al.
Langmuir, 11(4), 1068-1071 (1995)
Solid-state thermal polymerization of 2, 4-hexadiyne-1, 6-diol.
Bloor D and Stevens GC.
Journal of Polymer Science. Part B, Polymer Physics, 15(4), 703-714 (1977)
Chemistry of 1, 2-dithiins. Synthesis of the potent antibiotic thiarubrine A.
Koreeda M and Yang W.
Journal of the American Chemical Society, 116(23), 10793-10794 (1994)
Notes-use of amines in the glaser coupling reaction.
Cameron M and Bennett G.
The Journal of Organic Chemistry, 22(5), 557-558 (1957)
The low-temperature polarized optical absorption of a crystalline diacetylene: 2, 4-hexadiyne-1, 6-diol.
Kawaoka, K.
Chemical Physics Letters, 37(3), 561-565 (1976)
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