Structure via PubChem · Public domain (PubChem)
1,4-butanediol
Sign in to saveAlso known as 1,4-BD, HOCH2CH2CH2CH2OH, HO(CH2)4OH, tetramethylene 1,4-diol, 1,4-butylene glycol, 1,4-tetramethylene glycol, 1,4-dihydroxybutane, butane-1,4-diol
1,4-Butanediol, also called butane-1,4-diol (other names include 1,4-B, BD, BDO, and 1,4-BD), is a primary alcohol and an organic compound with the formula HOCH2CH2CH2CH2OH. It is a colorless viscous liquid first synthesized in 1890 via acidic hydrolysis of N,N'-dinitro-1,4-butanediamine by Dutch chemist Pieter Johannes Dekkers, who called it "tetramethylene glycol".
Chemical data
- Formula
- C4H10O2
- Molecular weight
- 90.12 g/mol
- IUPAC name
- butane-1,4-diol
- SMILES
- C(CCO)CO
- InChIKey
- WERYXYBDKMZEQL-UHFFFAOYSA-N
- XLogP
- -0.8
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- alkanediols
- Has part
- carbon
- Mass
- 90.068
- Autonomy
- 350
Show 12 more facts
- chemical formula
- C₄H₁₀O₂
- canonical SMILES
- C(CCO)CO
- density
- 1.0171
- Commons category
- 1,4-Butanediol
- safety classification and labelling
- Regulation (EC) No. 1272/2008
- melting point
- 20.1
- boiling point
- 235
- surface tension
- 0.0446
- dynamic viscosity
- 0.0849
- flash point
- 121
- pKa
- 14.5
- refractive index
- 1.446
via Wikidata · CC0
~8 min read
Encyclopedic overview
12 sectionsContents
- Synthesis
- Industrial use
- Use as a recreational drug
- Pharmacokinetics
- Pharmacodynamics
- Legality
- 2007 contamination of Bindeez toy
- 2021 poisoning at Darmstadt Technical University
- Derivatives
- See also
- References
- External links
1,4-Butanediol, also called butane-1,4-diol (other names include 1,4-B, BD, BDO, and 1,4-BD), is a primary alcohol and an organic compound with the formula HOCH2CH2CH2CH2OH. It is a colorless viscous liquid first synthesized in 1890 via acidic hydrolysis of N,N'-dinitro-1,4-butanediamine by Dutch chemist Pieter Johannes Dekkers, who called it "tetramethylene glycol".
==Synthesis== class=skin-invert-image|thumb|left|380px|Conversion of butane to butanediol or butyrolactone via oxidation to maleic anhydride followed by hydrogenation over copper chromite.
Excerpted from Wikipedia’s “1,4-butanediol” article, available under the CC BY-SA 4.0 licence.