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Benzyl chloride information


Benzyl chloride
Benzyl chloride
Benzyl chloride
Names
Preferred IUPAC name
(Chloromethyl)benzene
Other names
α-Chlorotoluene
Benzyl chloride
alpha-chlorophenylmethane
Identifiers
CAS Number
  • 100-44-7 checkY
3D model (JSmol)
  • Interactive image
Abbreviations BnCl
ChEBI
  • CHEBI:615597 checkY
ChEMBL
  • ChEMBL498878 checkY
ChemSpider
  • 13840690 checkY
ECHA InfoCard 100.002.594 Edit this at Wikidata
EC Number
  • 202-853-6
KEGG
  • C19167 checkY
PubChem CID
  • 7503
UNII
  • 83H19HW7K6 checkY
CompTox Dashboard (EPA)
  • DTXSID0020153 Edit this at Wikidata
InChI
  • InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2 checkY
    Key: KCXMKQUNVWSEMD-UHFFFAOYSA-N checkY
  • InChI=1/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
    Key: KCXMKQUNVWSEMD-UHFFFAOYAV
SMILES
  • ClCc1ccccc1
Properties
Chemical formula
C7H7Cl
Molar mass 126.58 g·mol−1
Appearance Colorless to slightly yellow, toxic liquid
Odor Pungent, aromatic[1]
Density 1.100 g/cm3
Melting point −39 °C (−38 °F; 234 K)
Boiling point 179 °C (354 °F; 452 K)
Solubility in water
very slightly soluble (0.05% at 20 °C)[1]
Solubility soluble in ethanol, ethyl ether, chloroform, CCl4
miscible in organic solvents
Vapor pressure 1 mmHg (20 °C)[1]
Magnetic susceptibility (χ)
-81.98·10−6 cm3/mol
Refractive index (nD)
1.5415 (15 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic and carcinogenic; lachrymator
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
2
1
Flash point 67 °C (153 °F; 340 K)
Autoignition
temperature
585 °C (1,085 °F; 858 K)
Explosive limits ≥1.1%[1]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
121 mg/kg (rat, oral)
LC50 (median concentration)
150 ppm (rat, 2 hr)
80 ppm (mouse, 2 hr)[2]
LCLo (lowest published)
380 ppm (dog, 8 hr)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1 ppm (5 mg/m3)[1]
REL (Recommended)
C 1 ppm (5 mg/m3) [15-minute][1]
IDLH (Immediate danger)
10 ppm[1]
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula C6H5CH2Cl. This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block.

  1. ^ a b c d e f g NIOSH Pocket Guide to Chemical Hazards. "#0053". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b "Benzyl chloride". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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Benzyl chloride

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Photochlorination

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Benzal chloride

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synthesis. Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride (C6H5CH2Cl) and followed...

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Benzyl group

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refractive index of 1.6334. Benzyl iodide is also a powerful lachrymator. Benzyl bromide Benzyl chloride Benzyl fluoride "BENZYL IODIDE". chemicalbook.com...

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Benzyl mercaptan

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naturally. It is a colorless, malodorous liquid. Benzyl mercaptan can be prepared by the reaction of benzyl chloride and thiourea. The initially formed isothiouronium...

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Benzoic acid

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bond forming reaction in organic chemistry. Benzyl alcohol and benzyl chloride and virtually all benzyl derivatives are readily oxidized to benzoic acid...

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important pheromone in certain species. Benzyl cyanide can be produced via Kolbe nitrile synthesis between benzyl chloride and sodium cyanide and by oxidative...

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Methyl group

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photochemical chlorination of the methyl group in toluene to give benzyl chloride. In the special case where one hydrogen is replaced by deuterium (D)...

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Menshutkin reaction

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Sodium cyanide

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pharmaceuticals. Illustrative is the synthesis of benzyl cyanide by the reaction of benzyl chloride and sodium cyanide. Being highly toxic, sodium cyanide...

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Denatonium

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popular anesthetic, with benzyl chloride or a similar reagent. To obtain other salts, like the benzoate, the formed denatonium chloride is subjected to an anion...

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Dibenzyl ether

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from benzyl alcohol. A colorless, nearly odorless oil, the compound's main use is as a plasticizer. It is prepared by treating benzyl chloride with base...

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Diphenylmethane

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primary (benzyl chloride, β-phenylethyl chloride, and n-octyl bromide) and secondary (benzhydryl chloride, α-phenylethyl chloride, and isopropyl chloride), in...

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Nucleophile

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when combined with Alkyl (60% C14, 25% C12, 15% C16) dimethyl benzyl ammonium chloride (ADBAC). These studies contradict the older toxicology data set...

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Chlorotoluene

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