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
Beilstein:
773791
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
≥98.0% (GC)
mp
113-114 °C (lit.)
storage temp.
2-8°C
SMILES string
OCC#CC#CCO
InChI
1S/C6H6O2/c7-5-3-1-2-4-6-8/h7-8H,5-6H2
InChI key
JXMQYKBAZRDVTC-UHFFFAOYSA-N
Related Categories
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.
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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 1
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Notes-use of amines in the glaser coupling reaction.
Cameron M and Bennett G.
The Journal of Organic Chemistry, 22(5), 557-558 (1957)
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)
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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