Diacetylene glycol (HCID 94973)

Names & identifiers

Preferred name: Diacetylene glycol
IUPAC: hexa-2,4-diyne-1,6-diol
English name: 2,4-Hexadiyne-1,6-diol
Molecular formula: C6H6O2
Molecular weight: 110.11

Names & synonyms

2,4-Hexadiyne-1,6-diolHexa-2,4-diyne-1,6-diol3031-68-3Diacetylene glycol2,4-Hexadiynediol1,6-Dihydroxy-2,4-hexadiyne37EGG3KXZ3NSC 11686EINECS 221-210-0NSC-11686DTXSID50184400JXMQYKBAZRDVTC-UHFFFAOYSA-

Show more names

HexadiynediolTIMTEC-BB SBB0087932,4-HEXADIENE-1,6-DIOL2,4-ethyldiyne-1,6-diol2,4-Hexadiyne-1,6-diol>

RefChem:586148DTXCID20106891221-210-0InChI=1/C6H6O2/c7-5-3-1-2-4-6-8/h7-8H,5-6H22,4-Hexadiyn-1,6-diolMFCD000206192,6-diolNSC11686

Database identifiers

CAS: 3031-68-3
PubChem CID: 94973
DTXSID: DTXSID50184400
UNII: 37EGG3KXZ3
EC Number: 221-210-0
Nikkaji: J205.341A

Properties

Computed structural properties

XLogP: -0.7
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 146

Experimental & physicochemical properties

SpringerMaterials PropertiesCrystal structure

Physicochemical properties

Melting point: 113 · 113-114 °C (lit.)
Boiling point: 292.1 · 292.1±25.0 °C(Predicted)
Density: 1.234 · 1.234±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: soluble in Methanol
form: powder to crystal
pka: 12.26 · 12.26±0.10(Predicted)
color: White to Light yellow to Light orange
BRN: 773791 · 773791
InChI: 1S/C6H6O2/c7-5-3-1-2-4-6-8/h7-8H,5-6H2
InChIKey: JXMQYKBAZRDVTC-UHFFFAOYSA-N
SMILES: OCC#CC#CCO
CAS DataBase Reference: 3031 · 3031-68-3(CAS DataBase Reference)
FDA UNII: 37 EGG3KXZ3 · 37EGG3KXZ3
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Danger
Hazard statements: 228 · H228
Precautionary statements: 210 · P210
PPE: 3 · Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: F
Risk Statements: 11 · 11
Safety Statements: 16 · 16-22-24/25
RIDADR: 1325 · UN 1325 4.1/PG 2
WGK Germany: 3 · 3
F: 4.5 · 4.5-8
HazardClass: 4.1 · 4.1
PackingGroup: III
HS Code: 29052900 · 29052900
Storage Class: 4.1 B · 4.1B - Flammable solid hazardous materials
Hazard Classifications: 1 · Flam. Sol. 1
Limited Quantities: 5 Kg · 5.0 Kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H228 (100%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P280, and P370+P378 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesFlam. Sol. 1 (100%)

Safety data

F: 4.5-8
PPE: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 1325 4.1/PG 2
hs_code: 29052900
risk_code: 11
Signal word: Danger
Symbol(GHS): GHS02
hazard_code: F
safety_code: 16-22-24/25
hazard_class: 4.1
Storage Class: 4.1B - Flammable solid hazardous materials
packing_group: III
Hazard statements: H228
Limited Quantities: 5.0 Kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Flam. Sol. 1
Precautionary statements: P210

Chemistry & industry

Applications

Uses2,4-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 Description2,4-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.