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1-Chlorobutane

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1-Chlorobutane
Skeltal formula
Ball-and-stick model
Names
Preferred IUPAC name 1-Chlorobutane
Other names n-Butyl chloride
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.361 Edit this at Wikidata
EC Number
  • 203-696-6
PubChem CID
RTECS number
  • EJ6300000
UNII
UN number 1127
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H9Cl/c1-2-3-4-5/h2-4H2,1H3Key: VFWCMGCRMGJXDK-UHFFFAOYSA-N
  • InChI=1/C4H9Cl/c1-2-3-4-5/h2-4H2,1H3Key: VFWCMGCRMGJXDK-UHFFFAOYAR
SMILES
  • ClCCCC
Properties
Chemical formula C4H9Cl
Molar mass 92.57 g·mol
Appearance Colorless liquid
Density 0.89 g/mL
Melting point −123.1 °C (−189.6 °F; 150.1 K)
Boiling point 78 °C (172 °F; 351 K)
Solubility in water 0.5 g/L (20 °C)
Solubility Miscible with methanol, ether
log P 2.56
Vapor pressure 103.4±0.1 mmHg at 25°C
Magnetic susceptibility (χ) -67.10·10 cm/mol
Refractive index (nD) 1.396
Viscosity 0.4261 mPa·s
Hazards
GHS labelling:
Pictograms GHS02: Flammable
Signal word Danger
Hazard statements H225
Precautionary statements P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1 3 1
Flash point −12 °C (10 °F; 261 K)
Safety data sheet (SDS) Fischer MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

1-Chlorobutane is an alkyl halide with the chemical formula CH3(CH2)3Cl. It is a colorless, flammable liquid.

Preparation and reactions

It can be prepared from 1-butanol by treatment with hydrogen chloride.

It reacts with lithium metal to give n-butyllithium:

2 Li + CH3(CH2)3Cl → CH3(CH2)3Li + LiCl

References

  1. ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ "1-Chlorobutane CAS#:109-69-3".
  3. Coursey, B. M.; Heric, E. L. (1971). "AApplication of the Congruence Principle to Viscosities of 1-Chloroalkane Binary Mixtures". Canadian Journal of Chemistry. 49 (16): 2631–2635. doi:10.1139/v71-437. ISSN 0008-4042.
  4. Copenhaver, J. E.; Whaley, A. M. (1925). "N-Butyl Chloride". Organic Syntheses. 5: 27. doi:10.15227/orgsyn.005.0027.
  5. Brandsma, L.; Verkraijsse, H. D. (1987). Preparative Polar Organometallic Chemistry I. Berlin: Springer-Verlag. ISBN 3-540-16916-4.


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