1-Chlorobutane

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1-Chlorobutane
Skeltal formula 1-Chlorobutane.svg
Skeltal formula
Ball-and-stick model 1-chlorobutane-3D-balls.png
Ball-and-stick model
Names
Preferred IUPAC name
1-Chlorobutane
Other names
n-Butyl chloride
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.361 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 203-696-6
PubChem CID
RTECS number
  • EJ6300000
UNII
UN number 1127
  • InChI=1S/C4H9Cl/c1-2-3-4-5/h2-4H2,1H3 Yes check.svgY
    Key: VFWCMGCRMGJXDK-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C4H9Cl/c1-2-3-4-5/h2-4H2,1H3
    Key: VFWCMGCRMGJXDK-UHFFFAOYAR
  • ClCCCC
Properties
C4H9Cl
Molar mass 92.57 g·mol−1
AppearanceColorless liquid [1]
Density 0.89 g/mL
Melting point −123.1 °C (−189.6 °F; 150.1 K) [1]
Boiling point 78 °C (172 °F; 351 K) [1]
0.5 g/L (20 °C) [1]
Solubility Miscible with methanol, ether[ citation needed ]
log P 2.56 [2]
Vapor pressure 103.4±0.1 mmHg at 25 °C [2]
−67.10·10−6 cm3/mol
1.396 [2]
Viscosity 0.4261 mPa·s [3]
Hazards
GHS labelling:
GHS-pictogram-flamme.svg
Danger
H225
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
NFPA 704 (fire diamond)
NFPA 704.svgHealth 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) [1]
Safety data sheet (SDS) Fischer MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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. [4]

It reacts with lithium metal to give n-butyllithium: [5]

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

References

  1. 1 2 3 4 5 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. 1 2 3 "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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