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52490

Sigma-Aldrich

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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1 G
₹9,677.55
5 G
₹31,251.78

₹9,677.55

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1 G
₹9,677.55
5 G
₹31,251.78

About This Item

Linear Formula:
HOCH2C≡CC≡CCH2OH
CAS Number:
3031-68-3
Molecular Weight:
110.11
Beilstein:
773791
EC Number:
221-210-0
MDL number:
MFCD00020619
UNSPSC Code:
12352100
PubChem Substance ID:
57651375
NACRES:
NA.22

₹9,677.55

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Quality Level

100

Assay

≥98.0% (GC)

mp

113-114 °C (lit.)

functional group

hydroxyl

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.[1] 2,4-Hexadiyne-1,6-diol readily undergoes polymerization when heated under vacuum or inert gas atmosphere.[2]

Application

2,4-Hexadiyne-1,6-diol may be used as a starting material in the synthesis of thiarubrine A (an antibiotic).[3] It may also be used to synthesize disodium salt of 2,4-hexadiyne 1,6-disulfate (HDDS).[4]

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H228

Precautionary Statements

P210

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9281
MKCV4307
MKCT6232
MKCS5062
MKCR2356

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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)
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)
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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