butane-1,4-diol

• ChemBase ID: 1722
• Molecular Formular: C4H10O2
• Molecular Mass: 90.121
• Monoisotopic Mass: 90.06807956
• SMILES: OCCCCO
• Canonical SMILES: OCCCCO
• InChI: InChI=1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2
• InChIKey: WERYXYBDKMZEQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: butane-1,4-diol
• IUPAC Traditional name: 1,4-butanediol; butanediol
• Synonyms: Additive Screening Solution 04/Fluka kit no 78374; 1,4-Butanediol solution; 1,4-Butanediol 4 M solution; 1,4-Butanediol; Tetramethylene glycol; 1,4-Butanediol; Butane-1,4-diol; 1,4-Butylene glycol; 1,4-Dihdyroxybutane; Tetramethylene 1,4-diol; 1,4-Tetramethylene glycol; 1,4-BUTANEDIOL, CERTIFIED GRADE; 1,4-二羟基丁烷; 丁撑二醇; 1,4-丁二醇

Database IDs

• CAS Number: 110-63-4
• EC Number: 203-786-5
• MDL Number: MFCD00002968
• Beilstein Number: 1633445
• PubChem SID: 160965178; 24854421; 24872855; 46506248
• PubChem CID: 8064
• CHEMBL: 171623
• Chemspider ID: 13835209
• DrugBank ID: DB01955
• Unique Ingredient Identifier: 7XOO2LE6G3
• Wikipedia Title: 1,4-Butanediol

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.669728
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.63135666
• LogD (pH = 7.4): -0.63135666
• Log P: -0.63135666
• Molar Refractivity: 24.0636 cm^3
• Polarizability: 9.358869 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.63
• LOG S: 0.87
• Solubility (Water): 6.75e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Miscible in water; Soluble in ethanol
• Melting Point: 16 °C(lit.); 16°C; 19-20°C; 20.1°C
• Boiling Point: 229-230°C; 230 °C(lit.); 230°C; 235°C
• Flash Point: 110°C; 121 °C (open cup); 134 °C; 135°C(275°F); 273.2 °F
• Auto Ignition Point: 350 °C; 385°C; 698 °F
• Density: 1.017; 1.017 g/ml; 1.017 g/mL at 25 °C(lit.); 1.0171 g/cm^3 (20 °C)
• Refractive Index: 1.4460; 1.4460 (20 °C); n20/D 1.445(lit.); n20/D 1.446
• Vapor Pressure: < 1 hPa @ 20 deg C
• Vapor Density: 3.1 (vs air); 3.1 g/L
• Partition Coefficient: -0.88 @ 25 deg C
• Hydrophobicity(logP): -0.83 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: EK0525000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22; 22-67; R:22
• Safety Statements: 23-36; 36; S:36/37/39-46
• TSCA Listed: 是
• EU Index: not listed
• GHS Pictograms: : Acute Tox. (oral) 4; GHS07
• GHS Signal Word: WARNING; Warning
• NFPA704:
  

  1

  1

  0
• GHS Hazard statements: 302; H302; H302-H336; H336
• GHS Precautionary statements: 264, 270, 301+312, 330, 501; P261; P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99%; 99%
• Grade: purum; ReagentPlus®
• Linear Formula: HO(CH2)4OH

DETAILS

DrugBank - DB01955

• Drug Groups: experimental
• References: Satta R, Dimitrijevic N, Manev H: Drosophila metabolize 1,4-butanediol into gamma-hydroxybutyric acid in vivo. Eur J Pharmacol. 2003 Jul 25;473(2-3):149-52. [Pubmed] ; Zvosec DL, Smith SW, McCutcheon JR, Spillane J, Hall BJ, Peacock EA: Adverse events, including death, associated with the use of 1,4-butanediol. N Engl J Med. 2001 Jan 11;344(2):87-94. [Pubmed] ; Poldrugo F, Snead OC 3rd: 1,4 Butanediol, gamma-hydroxybutyric acid and ethanol: relationships and interactions. Neuropharmacology. 1984 Jan;23(1):109-113. [Pubmed]
• External Links: Wikipedia

Sigma Aldrich - 240559

Packaging
100 g in poly bottle
2 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 493732

Packaging
1, 3 L in poly bottle
18 L in steel drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Poldrugo F, Snead OC 3rd: 1,4 Butanediol, gamma-hydroxybutyric acid and ethanol: relationships and interactions. Neuropharmacology. 1984 Jan;23(1):109-113. Pubmed
• Satta R, Dimitrijevic N, Manev H: Drosophila metabolize 1,4-butanediol into gamma-hydroxybutyric acid in vivo. Eur J Pharmacol. 2003 Jul 25;473(2-3):149-52. Pubmed
• Zvosec DL, Smith SW, McCutcheon JR, Spillane J, Hall BJ, Peacock EA: Adverse events, including death, associated with the use of 1,4-butanediol. N Engl J Med. 2001 Jan 11;344(2):87-94. Pubmed