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Phenyl chloroformate

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Identification
Molecular formula
C7H5ClO2
CAS number
1885-14-9
IUPAC name
phenyl carbonochloridate
State
State

Phenyl chloroformate is a liquid at room temperature, making it suitable for various applications in organic synthesis due to its reactive chloroformate group.

Melting point (Celsius)
-40.00
Melting point (Kelvin)
233.15
Boiling point (Celsius)
161.00
Boiling point (Kelvin)
434.15
General information
Molecular weight
156.57g/mol
Molar mass
156.5640g/mol
Density
1.2550g/cm3
Appearence

Phenyl chloroformate is a colorless to pale yellow liquid. It may appear clear and is often associated with a pungent odor typical of chloroformates.

Comment on solubility

Solubility of Phenyl Carbonochloridate

Phenyl carbonochloridate, also known as phenyl chloroformate, exhibits a unique solubility profile that is intriguing for both researchers and industrial applications. This compound is generally soluble in a variety of organic solvents. Here are some key points regarding its solubility:

  • Solvents: Phenyl carbonochloridate shows good solubility in non-polar organic solvents such as benzene, chloroform, and dioxane.
  • Water: It is typically insoluble in water due to its hydrophobic nature, which limits its interaction with polar molecules.
  • Reactivity: In practical applications, the solubility of phenyl carbonochloridate in organic solvents makes it useful for synthesizing ester derivatives.

As a general rule, one can state that "like dissolves like," meaning non-polar substances will dissolve more readily in non-polar solvents. Therefore, the solubility characteristics of phenyl carbonochloridate align well with this principle:

  • Polar Solvents: Poorly soluble
  • Non-Polar Solvents: Highly soluble

Overall, understanding the solubility of phenyl carbonochloridate can greatly enhance its application in synthetic chemistry and provide insight into its behavior in various chemical environments.

Interesting facts

Interesting Facts about Phenyl Carbonochloridate

Pheynl carbonochloridate is a fascinating compound that falls under the category of aryl chloroformates. It plays an essential role in organic synthesis and serves as a valuable reagent in many chemical transformations. Here are some intriguing aspects of this compound:

  • Reactivity: As a chlorinated ester, phenyl carbonochloridate exhibits high reactivity, especially with nucleophiles. This quality makes it an excellent electrophile, enabling a variety of synthetic pathways in organic chemistry.
  • Applications: Phenyl carbonochloridate is commonly used in the synthesis of phenyl esters and other organic derivatives. It serves as a key intermediate in the production of pharmaceuticals and agrochemicals.
  • Mechanism of Action: The compound typically undergoes reactions such as acylation and alkylation. For instance, it can react with alcohols to form the corresponding phenyl esters, utilizing the chiral nature of many alcohols to produce enantiomerically pure products.
  • Safety Considerations: Handling phenyl carbonochloridate requires caution. It is corrosive and can be harmful if ingested or if it comes into contact with skin. Proper laboratory practices and safety equipment are essential when working with this compound.
  • Historical Background: The compound plays a pivotal role in the development of various chemical methodologies, including carbonylation reactions. Its discovery has contributed significantly to the advancement of synthetic organic chemistry.

Overall, phenyl carbonochloridate is an important player in the laboratory, showcasing the beauty and complexity of organic synthesis. Its reactive nature and utility in producing valuable compounds make it a compound of interest for chemists and students alike.

Synonyms
PHENYL CHLOROFORMATE
phenyl carbonochloridate
Phenyl chlorocarbonate
Chloroformic acid phenyl ester
Carbonochloridic acid, phenyl ester
Phenoxycarbonyl chloride
PHENYLCHLOROFORMATE
Formic acid, chloro-, phenyl ester
Fenylester kyseliny chlormravenci
NSC 210946
UNII-6TND0D6D3Y
EINECS 217-547-8
6TND0D6D3Y
TL 398
UN2746
BRN 0606778
Fenylester kyseliny chlormravenci [Czech]
DTXSID9044403
phenyloxycarbonyl chloride
NSC-210946
PHENYLCHLOROFORMIC ACID
DTXCID7024403
EC 217-547-8
4-06-00-00629 (Beilstein Handbook Reference)
UN 2746
Formic acid, chloro, phenyl ester
Formic acid, chloro-, phenyl ester (8CI)
217-547-8
ahwalfgbdfajai-uhfffaoysa-n
1885-14-9
Carbonochloridic acid phenyl ester
MFCD00000637
phenychloroformate
phenylchlorformate
Phenyl chloroformat
Phenyl choroformate
PhOCOCl
Phenyl chioroformate
ClCO2Ph
Phenyl chloroform ate
phenoxycarbonylchloride
phenylcarbonochloridate
Phenyl chloridocarbonate
WLN: GVOR
Phenyl chloridocarbonate #
Phenyl chloroformate, 97%
Phenyl chloroformate, 99%
SCHEMBL3302
chloroformic acid-phenyl ester
BCP14449
Tox21_303763
BBL011406
NSC210946
STL146510
AKOS000120952
FP31271
NCGC00357059-01
BP-31146
CAS-1885-14-9
Phenyl chloroformate [UN2746] [Poison]
NS00001522
EN300-20701
Phenyl chloroformate, purum, >=98.0% (GC)
Q16760605
F0001-0676