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Isopropyl chloroformate

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Identification
Molecular formula
C4H7ClO2
CAS number
108-23-6
IUPAC name
isopropyl carbonochloridate
State
State

Isopropyl chloroformate is a liquid at room temperature. It is commonly used as a reagent in organic synthesis, particularly for the introduction of the isopropoxycarbonyl group.

Melting point (Celsius)
-75.00
Melting point (Kelvin)
198.15
Boiling point (Celsius)
107.00
Boiling point (Kelvin)
380.15
General information
Molecular weight
122.55g/mol
Molar mass
122.5460g/mol
Density
1.0868g/cm3
Appearence

Isopropyl chloroformate is a colorless liquid. It has a pungent, irritating odor and is sensitive to moisture.

Comment on solubility

Solubility of Isopropyl Carbonochloridate

Isopropyl carbonochloridate, with the chemical formula (CH3)2CHOCOCl, exhibits distinctive solubility characteristics that are important in various applications. Understanding its solubility helps to determine how it interacts with other solvents and compounds.

Solubility Characteristics

The solubility of isopropyl carbonochloridate can be summarized through the following points:

  • Polar Solvents: Isopropyl carbonochloridate is generally soluble in polar solvents such as water and alcohols due to its ability to engage in dipolar interactions.
  • Nonpolar Solvents: It also shows solubility in nonpolar solvents like hexane, which is attributed to its carbon chain structure.
  • Temperature Influence: The solubility may increase with temperature due to enhanced molecular activity, potentially allowing it to dissolve better in various media.

Quote: "The solubility of a compound is a balance between its intrinsic properties and the nature of the solvent." This holds true for isopropyl carbonochloridate, where the specific interaction with different solvents is crucial.

In practice, one must consider pH levels and the presence of other ionic compounds, which can significantly impact solubility. This makes isopropyl carbonochloridate a versatile compound, finding utility in several chemical syntheses and applications.

Interesting facts

Interesting Facts About Isopropyl Carbonochloridate

Isopropyl carbonochloridate, also known as isopropyl chloroformate, is an intriguing compound in the realm of organic chemistry. It features a unique structure that contributes to its diverse applications. Here are some fascinating aspects of this compound:

  • Functional Group: This compound belongs to the category of carbonates, which are esters derived from carbonic acid. The presence of both the isopropyl group and the chloroformate moiety makes it a valuable building block in organic synthesis.
  • Reactivity: Isopropyl carbonochloridate is known for its reactivity, particularly in nucleophilic acyl substitution reactions. This property allows it to play a crucial role as a reagent for various chemical transformations.
  • Applications: Some common applications include:
    • As a reagent in the synthesis of isocyanates, which are important intermediates in the production of pharmaceuticals and agrochemicals.
    • In the preparation of carbamate derivatives that are widely used in bioactive compounds.
    • As a protective agent for amines, showcasing its utility in synthetic organic chemistry.
  • Safety Considerations: Handling isopropyl carbonochloridate requires caution due to its reactive nature. It is essential to work in a properly ventilated area and to use appropriate personal protective equipment.
  • Discovery: The compound's fascinating chemistry continues to be explored, with research ongoing into optimizing its use in various synthetic pathways, enhancing efficiency while minimizing side reactions.

In summary, isopropyl carbonochloridate exemplifies the wonders of synthetic organic chemistry. Its versatility and reactivity make it an important compound for chemists looking to design and synthesize novel molecules. As we explore such compounds, we gain insights into the interconnected nature of chemical reactions and their applications in real-world scenarios.

Synonyms
Isopropyl chloroformate
108-23-6
ISOPROPYL CHLOROCARBONATE
Carbonochloridic acid, 1-methylethyl ester
Chloroformic acid isopropyl ester
propan-2-yl carbonochloridate
Isopropyl chloromethanoate
Formic acid, chloro-, isopropyl ester
isopropyl carbonochloridate
1-methylethyl chloroformate
2-propyl chloroformate
UN2407
HSDB 2848
Carbonochloride acid, 1-methylethyl ester
Isopropylester kyseliny chlormravenci
EINECS 203-563-2
8LG1G18VXR
BRN 0506416
AI3-26269
Isopropylester kyseliny chlormravenci [Czech]
isopropoxycarbonyl chloride
propan-2-yl chloroformate
DTXSID7026786
EC 203-563-2
ISOPROPYL CHLOROFORMATE [HSDB]
UN-2407
Isopropyl Chloroformate, 30per cent in Toluene
chlorocarbonic acid isopropyl ester
UNII-8LG1G18VXR
iPrOCOCl
i-PrOCOCl
i-propylchloroformate
MFCD00075068
i-propyl chloroformate
iso-Propylchloroformate
isopropyl-chloro-formate
Isopropyl chloromethanate
propan-2-ylchloroformate
ISOPROPYLCHLOROFORMATE
1-methylethyl chlorocarbonate
SCHEMBL42014
chloroformic acid-isopropylester
ISO-PROPYL CHLOROFORMATE
DTXCID806786
chloro(propan-2-yloxy)methanone
Chloroformic acid, isopropyl ester
Formic acid, chloro, isopropyl ester
AKOS009152723
UN 2407
Carbonochloride acid, 1methylethyl ester
carbonochloridic acid propan-2-yl ester
Carbonochloridic acid 1-methylethyl ester
Carbonochloridic acid, 1methylethyl ester
I0768
NS00002693
EN300-29642
Isopropyl chloroformate [UN2407] [Poison]
D97724
A801826
Q1674529
F1905-7008
InChI=1/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H
Isopropyl chloroformate (ca. 30% in toluene, ca. 2mol/L)
Isopropyl chloroformate solution 30wt% (approx. 2M) in toluene
203-563-2