1-Chlorobutane

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1-Chlorobutane
1-Chlorobutane.svg
1-chlorobutane-3D-balls.png
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)
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).
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Infobox references

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

Related Research Articles

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Dimethylmercury Organomercury chemical compound

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Titanium tetrachloride Inorganic chemical compound

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Lithium chloride Chemical compound

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Copper(I) chloride Chemical compound

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Copper(II) chloride Chemical compound

Copper(II) chloride is the chemical compound with the chemical formula CuCl2. The anhydrous form is yellowish brown but slowly absorbs moisture to form a blue-green dihydrate.

Chromium(III) chloride Chemical compound

Chromium(III) chloride (also called chromic chloride) describes any of several compounds with the formula CrCl3 · xH2O, where x can be 0, 5, and 6. The anhydrous compound with the formula CrCl3 is a violet solid. The most common form of the trichloride is the dark green hexahydrate, CrCl3 · 6 H2O. Chromium chlorides find use as catalysts and as precursors to dyes for wool.

Thionyl chloride Chemical compound

Thionyl chloride is an inorganic compound with the chemical formula SOCl
2
. It is a moderately volatile colourless liquid with an unpleasant acrid odour. Thionyl chloride is primarily used as a chlorinating reagent, with approximately 45,000 tonnes per year being produced during the early 1990s, but is occasionally also used as a solvent. It is toxic, reacts with water, and is also listed under the Chemical Weapons Convention as it may be used for the production of chemical weapons.

The phosphonium cation describes polyatomic cations with the chemical formula PR+
4
. These cations have tetrahedral structures. The salts are generally colorless or take the color of the anions.

Phosphorus pentachloride Chemical compound

Phosphorus pentachloride is the chemical compound with the formula PCl5. It is one of the most important phosphorus chlorides, others being PCl3 and POCl3. PCl5 finds use as a chlorinating reagent. It is a colourless, water-sensitive and moisture-sensitive solid, although commercial samples can be yellowish and contaminated with hydrogen chloride.

Caesium chloride Chemical compound

Caesium chloride or cesium chloride is the inorganic compound with the formula CsCl. This colorless salt is an important source of caesium ions in a variety of niche applications. Its crystal structure forms a major structural type where each caesium ion is coordinated by 8 chloride ions. Caesium chloride dissolves in water. CsCl changes to NaCl structure on heating. Caesium chloride occurs naturally as impurities in carnallite, sylvite and kainite. Less than 20 tonnes of CsCl is produced annually worldwide, mostly from a caesium-bearing mineral pollucite.

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Ruthenium(III) chloride Chemical compound

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Chromium(II) chloride Chemical compound

Chromium(II) chloride describes inorganic compounds with the formula CrCl2(H2O)n. The anhydrous solid is white when pure, however commercial samples are often grey or green; it is hygroscopic and readily dissolves in water to give bright blue air-sensitive solutions of the tetrahydrate Cr(H2O)4Cl2. Chromium(II) chloride has no commercial uses but is used on a laboratory-scale for the synthesis of other chromium complexes.

Chloro(triphenylphosphine)gold(I) Chemical compound

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Hexafluorophosphate Anion with the chemical formula PF6–

Hexafluorophosphate is an anion with chemical formula of PF
6
. It is an octahedral species that imparts no color to its salts. PF
6
is isoelectronic with sulfur hexafluoride, SF6, and the hexafluorosilicate dianion, SiF2−
6
, and fluoroantimonate SbF
6
. Being poorly nucleophilic, hexafluorophosphate is classified as a non-coordinating anion.

Lithium bis(trimethylsilyl)amide Chemical compound

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Transition metal chloride complex Coordination complex

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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.