| Identification | More | [Name]
2-Butyne-1,4-diol | [CAS]
110-65-6 | [Synonyms]
1,2-DIHYDROXYDIMETHYLACETYLENE
1,4-BUTYNEDIOL
1,4-DIHYDROXY-2-BUTYNE
2-BUTYNE-1,4-DIOL
1,4-butinodiol
1,4-Dimethoxyacetylene
2-Butin-1,4-diol
2-butin-1,4-diol(czechoslovakia)
2-Butine-1,4-diol
2-Butynediol
agrisynthb3d
Bis(hydroxymethyl)acetylene
But-2-yne-1,4-diol
Butynediol
butynediol-1,4(french)
Dihydroxydimethylacetylene
Butynediol,99%
1,4-butynedilol(liquid)
1,4-butynediol(solid)
2-BUTYNE-1,4-DIOL, CRYSTALLIZED | [EINECS(EC#)]
203-788-6 | [Molecular Formula]
C4H6O2 | [MDL Number]
MFCD01075157 | [Molecular Weight]
86.09 | [MOL File]
110-65-6.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow solid | [Melting point ]
54 °C | [Boiling point ]
238 °C(lit.)
| [density ]
1.2
| [vapor pressure ]
<0.1 mm Hg ( 55 °C)
| [refractive index ]
1.4804
| [Fp ]
306 °F
| [storage temp. ]
Refrigerator | [solubility ]
3740g/l | [form ]
Crystalline Platelets or Flakes | [pka]
12.72±0.10(Predicted) | [color ]
slightly brown
| [PH]
4-7.5 (100g/l, H2O, 23℃) | [Stability:]
Stable. Highly flammable solid. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong acids, strong bases. | [Water Solubility ]
3740 g/L (20 ºC) | [BRN ]
1071237 | [Exposure limits]
ACGIH: TWA 0.1 ppm; STEL 0.3 ppm
OSHA: TWA 0.75 ppm; STEL 2 ppm
NIOSH: IDLH 20 ppm; TWA 0.016 ppm; Ceiling 0.1 ppm | [LogP]
-0.73 at 25℃ | [CAS DataBase Reference]
110-65-6(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Butyne-1,4-diol(110-65-6) | [EPA Substance Registry System]
110-65-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,C | [Risk Statements ]
R21:Harmful in contact with skin.
R23/25:Toxic by inhalation and if swallowed .
R34:Causes burns.
R43:May cause sensitization by skin contact.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed . | [Safety Statements ]
S25:Avoid contact with eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S46:If swallowed, seek medical advice immediately and show this container or label . | [RIDADR ]
UN 2716 6.1/PG 3
| [WGK Germany ]
2
| [RTECS ]
ES0525000
| [F ]
23-10 | [Autoignition Temperature]
410 °C | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29053980 | [Safety Profile]
A poison by ingestion.
A skin sensitizer upon long or repeated
contact. Moderately explosive. When heated
to decomposition it emits acrid smoke and
fumes and may explode. Explosive reaction
with traces of alkaltes, alkali earth
hydroxides, halide salts, strong acids,
mercury salts + strong acids. See also
ACETYLENE COMTOUNDS. | [Hazardous Substances Data]
110-65-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 100 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Formaldehyde-->Paraformaldehyde-->Calcium carbide-->Acetylene-->Propargyl alcohol-->2-Butyne-1,4-diol, monoacetate-->1,4-BIS-TERT-BUTYLDIMETHYLSILYLOXY-2-BUTYNE-->2H-Pyran, 2,2'-[2-butyne-1,4-diylbis(oxy)]bis[tetrahydro--->(E)-2,3-Diiodobut-2-ene-1,4-diol | [Preparation Products]
3-FURANMETHANOL-->1,4-Butanediol-->Ethyl 3-furancarboxylate-->Propargyl alcohol-->3-Bromofuran-->2-Butene-1,4-diol-->1,2,4-Butanetriol-->Erythritol-->1,4-Dihydroxy-2-butanone-->BARBAN-->BE-strong efficient nickel plating brightener-->1,4-Bis(2-hydroxyethoxy)-2-butyne-->5-Oxa-2-octyne-1,7-diol-->Acetylenedicarboxylic acid |
| Hazard Information | Back Directory | [General Description]
White to light-brown solid or brownish-yellow aqueous solution. Solid sinks and mixes with water. | [Reactivity Profile]
Pure BUTYNEDIOL(110-65-6) is non-explosvie. Small amounts of certain impurities-alkali hydroxides, alkaline earth hydroxides, halides-may cause explosive decomposition upon distillation. BUTYNEDIOL(110-65-6) should not be treated with basic catalysts in the absence of a solvent at room temperature, and its stability is less with elevated temperatures. In strong acids, contamination with mercury salts can also result in violent decomposition [NFPA 491M 1991]. | [Air & Water Reactions]
Water soluble. | [Hazard]
Toxic by ingestion. May explode on con-
tamination with mercury salts, strong acids, and
alkaline earth hydroxides and halides at high tem-
peratures.
| [Health Hazard]
May cause dermatitis. | [Chemical Properties]
yellow solid | [Uses]
2-Butyne-1,4-diol(110-65-6) is used to produce butanedioland butenediol, in metal plating andpickling baths, and in making the carbamateherbicide Barban (Carbyne).
| [Uses]
Basic brightener in nickel electroplating baths,also an important intermediate for organic synthesis | [Application]
Intermediate; corrosion inhibitor; electroplating brightener; defoliant ; polymerization accelerator;
stabilizer for chlorinated hydrocarbons; cosolvent for paint and varnish
removal. | [Definition]
ChEBI: 2-Butyne-1,4-diol(110-65-6) is a butynediol that is but-2-yne substituted by hydroxy groups at positions 1 and 4. It is used to produce butanedioland butenediol, in metal plating andpickling baths, and in making the carbamateherbicide Barban (Carbyne). | [Fire Hazard]
Noncombustible solid, flash point (open cup)
152°C (305.6°F). It is stable at room temperature.
But the dry compound explodes in the
presence of certain heavy metal salts, such
as mercuric chloride. Heating with alkaline
solution may result in an explosion. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
2-butyne-1,4-diol is carried out by reaction under pressure of acetylene and an aqueous solution of formaldehyde, catalyzed by copper acetylide. | [storage]
2-Butyne-1,4-diol can be stored in steel,aluminum, nickel, glass, epoxy, and phenolicliner containers. Rubber hose may be usedfor transfer. Avoid contact with heavy metalsalt contaminants. | [Purification Methods]
Crystallise the diol from EtOAc. [Beilstein 1 IV 2687.] |
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