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Allyl chloroformate

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Identification
Molecular formula
C4H5ClO2
CAS number
2937-50-0
IUPAC name
allyl carbonochloridate
State
State

Allyl chloroformate is a liquid at room temperature. It should be handled with care as it is an irritant and can be hazardous.

Melting point (Celsius)
-76.00
Melting point (Kelvin)
197.15
Boiling point (Celsius)
121.00
Boiling point (Kelvin)
394.15
General information
Molecular weight
122.55g/mol
Molar mass
122.5500g/mol
Density
1.1280g/cm3
Appearence
Allyl chloroformate is a colorless liquid with a pungent odor. It is often utilized in organic synthesis and can be stored in glass containers as it is relatively stable under standard conditions.
Comment on solubility

Solubility of Allyl Carbonochloridate

Allyl carbonochloridate, also known by its structural formula, is a compound with intriguing solubility characteristics. As a member of the carbonochloridate family, its solubility can be influenced by several factors. Here’s what you should know:

  • Polarity: The polarity of allyl carbonochloridate affects its solubility in various solvents. It tends to be more soluble in polar solvents compared to non-polar ones due to the presence of polar functional groups.
  • Organic Solvents: Generally, |allyl carbonochloridate| is soluble in common organic solvents such as ether and alcohol. This makes it useful for reactions that require organic medium.
  • Water Solubility: This compound exhibits limited solubility in water due to its organic nature. The larger hydrocarbon portion of the molecule hinders strong interactions with water molecules.

As a practical insight, when dealing with allyl carbonochloridate, it is crucial to choose the right solvent for your chemical processes, ensuring that the solubility conditions are optimal for desired reactions. Understanding these solubility properties allows chemists to effectively utilize this compound in various applications.

Interesting facts

Interesting Facts About Allyl Carbonochloridate

Allyl carbonochloridate, also known as allyl chloroformate, is a fascinating compound with unique properties and applications in organic synthesis. Here are some intriguing aspects that every chemistry enthusiast should know about this compound:

  • Versatile Reagent: Allyl carbonochloridate is regarded as a highly versatile reagent in synthetic organic chemistry. It serves as a crucial intermediate in the preparation of various functional groups, enabling the synthesis of esters, amides, and other essential compounds.
  • Activation of Alcohols: This compound is widely utilized for the activation of alcohols in nucleophilic substitution reactions. By converting alcohols into allyl esters, it enhances the reactivity of these substrates, facilitating subsequent chemical transformations.
  • Carbon Dioxide Production: When allyl carbonochloridate is subjected to hydrolysis, it undergoes a reaction that leads to the production of carbon dioxide. This transformation is of interest in studies of gas generation and could have implications in various chemical processes.
  • Role in Polymer Chemistry: Due to its unique reactive groups, allyl carbonochloridate finds applications in polymer chemistry, specifically in the production of allyl-functionalized polymers. These materials can possess enhanced properties such as improved adhesion and thermal stability.
  • Safety Considerations: It is crucial to handle allyl carbonochloridate with care as it is classified as a hazardous material. Proper safety protocols are essential when working with this compound to avoid any potential risks, as it can be irritating to the skin and respiratory system.

In conclusion, allyl carbonochloridate's role as a reagent in organic synthesis and its applications in polymer chemistry underscore its importance. As scientists continue to explore its potential, the versatility and chemical reactivity of this compound make it an exciting subject for both research and application.

Synonyms
ALLYL CHLOROFORMATE
2937-50-0
Chloroformic acid allyl ester
Allyl chlorocarbonate
allylchloroformate
allyl carbonochloridate
2-Propenyl chloroformate
Carbonochloridic acid, 2-propenyl ester
Carbonochloridic acid, 2-propen-1-yl ester
Formic acid, chloro-, allyl ester
HSDB 621
allyloxycarbonyl chloride
Allylester kyseliny chlormravenci
EINECS 220-916-6
UN1722
BRN 0773915
Allylester kyseliny chlormravenci [Czech]
Allyl chloridocarbonate
7672CAR559
DTXSID2051972
2-PROPEN-1-YL CHLOROFORMATE
2-PROPENYL CHLOROFORMATE [HSDB]
ALLYL CHLOROFORMATE (ALLYL CHLOROCARBONATE)
ALLYL CHLOROFORMATE {ALLYL CHLOROCARBONATE}
2Propenyl chloroformate
DTXCID5030535
Formic acid, chloro, allyl ester
Carbonochloridic acid, 2propenyl ester
220-916-6
prop-2-enyl carbonochloridate
MFCD00000648
prop-2-en-1-yl carbonochloridate
560088-71-3
allylchoroformate
AllyChloroformate
aliylchloroformate
UNII-7672CAR559
Alloc-Cl
allyl chlorformate
Ally Chloroformate
Allyl chloridocarbonate #
prop-2-enyl chloroformate
Allyl chloroformate, 97%
SCHEMBL37486
CAEWJEXPFKNBQL-UHFFFAOYSA-
chloro(prop-2-en-1-yloxy)methanone
BBL011109
STK802356
AKOS000121050
FS-4334
UN 1722
Allyl chloroformate [UN1722] [Poison]
A1268
NS00028678
EN300-21727
D87847
Q27266461
InChI=1/C4H5ClO2/c1-2-3-7-4(5)6/h2H,1,3H2