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Propyl chloroformate

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Identification
Molecular formula
C4H7ClO2
CAS number
109-61-5
IUPAC name
propyl carbonochloridate
State
State

At room temperature, propyl chloroformate is a liquid. It is used primarily as a reagent in organic synthesis given its liquid state at ambient conditions.

Melting point (Celsius)
-90.80
Melting point (Kelvin)
182.40
Boiling point (Celsius)
122.50
Boiling point (Kelvin)
395.60
General information
Molecular weight
122.55g/mol
Molar mass
122.5490g/mol
Density
1.0607g/cm3
Appearence

Propyl chloroformate is a colorless to pale yellow liquid. It has a pungent odor and is typically found in a transparent liquid form.

Comment on solubility

Solubility of Propyl Carbonochloridate

Propyl carbonochloridate, also known by its systematic name propyl chloroformate, exhibits interesting solubility behavior that is significant in various chemical applications.


Generally speaking, the solubility of propyl carbonochloridate can be characterized as follows:

  • Polar Solvents: It is soluble in polar organic solvents such as methanol and ethanol, which facilitate the dissolution process due to their ability to stabilize polar functional groups.
  • Non-Polar Solvents: However, it shows limited solubility in non-polar solvents such as hexane or cyclohexane. This is due to the inherent polar nature of the carbonochloridate group, which does not interact favorably with non-polar environments.
  • Water Solubility: Propyl carbonochloridate is generally considered to have low solubility in water. The presence of the carbonyl and chloro groups makes it less hydrophilic compared to other carboxylic acid derivatives.

In summary, while propyl carbonochloridate demonstrates solubility in polar solvents, its behavior in non-polar media and water suggests a clear preference for environments that can effectively solvate its polar characteristics. Hence, whenever you handle this compound, consider the solvent compatibility to optimize its reactivity and effectiveness in chemical processes.

Interesting facts

Interesting Facts About Propyl Carbonochloridate

Propyl carbonochloridate, an intriguing compound in the world of organic chemistry, is known for its applications and unique properties. Here are a few captivating insights:

  • Functional Group: This compound features the carbonochloridate functional group, which is renowned for its reactivity. These groups are typically involved in acylation reactions, making them essential in the synthesis of various chemical products.
  • Synthesis: Propyl carbonochloridate can be synthesized through the reaction of propyl alcohol with phosgene. This reaction exemplifies how a simple alcohol can be transformed into a more complex compound, showcasing the versatility of organic reactions.
  • Applications: This compound is widely utilized in the production of pharmaceuticals and agrochemicals. The unique reactivity of the carbonochloridate group allows for the formation of various derivatives, which can serve as intermediates in complex syntheses.
  • Safety Precautions: Due to the presence of chlorine, handling propyl carbonochloridate requires strict safety measures. It is crucial to work in well-ventilated areas and wear appropriate protective equipment to mitigate its potential hazards.
  • Research Potential: The ongoing study of carbonochloridate compounds, including propyl carbonochloridate, is an exciting field of research. Chemists continue to explore new synthetic methods and applications, demonstrating the compound's relevance in modern chemistry.

As a versatile and reactive compound, propyl carbonochloridate stands at the crossroads of organic chemistry and practical application. It is a prime example of how basic chemical principles can lead to significant advancements in various scientific fields.

Synonyms
Propyl chloroformate
109-61-5
Propyl chlorocarbonate
propyl carbonochloridate
N-PROPYL CHLOROFORMATE
Carbonochloridic acid, propyl ester
Chloroformic Acid Propyl Ester
HSDB 5392
carbonochloridic acid propyl ester
Formic acid, chloro-, propyl ester
EINECS 203-687-7
UNII-A5Y2T003JU
UN2740
BRN 0906817
chloroformic acid propylester
A5Y2T003JU
chloroformic acid n-propyl ester
DTXSID3042342
QQKDTTWZXHEGAQ-UHFFFAOYSA-
PROPYL CHLOROFORMATE [MI]
EC 203-687-7
UN 2740
UN-2740
propylchloroformate
Carbonochloridic acid, propylester
Chloroformic Acid Propyl Ester; Propyl Carbonochloridate; Propyl Chlorocarbonate; n-Propyl Chloroformate
n-PrOCOCl
1-propyl chloroformate
Propyl chloridocarbonate #
Propyl chloroformate, 98%
SCHEMBL2733
DTXCID1022342
Formic acid, chloro, propyl ester
MFCD00000649
AKOS015907785
LS-12990
DB-040876
NS00007435
n-Propyl chloroformate [UN2740] [Poison]
EN300-207537
A802063
Q27273666