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2-Chloroethyl chloroformate

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Identification
Molecular formula
C3H4Cl2O2
CAS number
627-11-2
IUPAC name
2-chloroethyl carbonochloridate
State
State

At room temperature, 2-chloroethyl chloroformate is typically in a liquid state. It should be stored in a cool, dry place, away from any sources of ignition.

Melting point (Celsius)
-64.10
Melting point (Kelvin)
209.05
Boiling point (Celsius)
145.80
Boiling point (Kelvin)
418.95
General information
Molecular weight
144.49g/mol
Molar mass
144.4920g/mol
Density
1.3488g/cm3
Appearence

2-Chloroethyl chloroformate is a colorless to pale-yellow liquid with a pungent odor. The compound can be volatile and should be handled with care, as it may release toxic fumes. It is often used in chemical synthesis.

Comment on solubility

Solubility of 2-chloroethyl carbonochloridate

The solubility of 2-chloroethyl carbonochloridate, with the chemical formula C3Cl3O2, is significantly influenced by its polar nature and the presence of chlorine atoms. This compound exhibits the following solubility characteristics:

  • Solvent Compatibility: 2-chloroethyl carbonochloridate is typically soluble in organic solvents such as ether and acetonitrile. However, it shows limited solubility in water due to its hydrophobic alkyl chain.
  • Temperature Influence: Solubility can vary considerably with temperature. As temperatures increase, the solubility in organic solvents often improves, making it easier to dissolve.
  • pH Sensitivity: The compound's solubility may be affected by the pH of the solution, particularly if acidic or basic conditions are introduced, as this can cause hydrolysis.

In summary, for effective use of 2-chloroethyl carbonochloridate in chemical applications, it is essential to consider its solubility profile in various solvents, and to approach its handling with these *important factors* in mind.

Interesting facts

Interesting Facts about 2-Chloroethyl Carbonochloridate

2-Chloroethyl carbonochloridate, often referred to in the scientific community as a versatile intermediate, plays a significant role in the field of organic synthesis. Here are some key points that highlight its importance:

  • Industry Uses: This compound is primarily utilized in the production of various pharmaceuticals and agrochemicals. Its ability to introduce chlorine into organic molecules makes it a valuable reagent in the synthesis of more complex compounds.
  • Mechanism of Action: The reactivity of 2-chloroethyl carbonochloridate can be attributed to its electrophilic nature. This characteristic allows it to readily participate in Nucleophilic substitution reactions, making it a key player in forming new carbon-carbon bonds.
  • Safety Considerations: As with many chlorinated compounds, handling 2-chloroethyl carbonochloridate requires caution due to its potential toxicity and corrosive properties. Proper lab safety protocols, including the use of personal protective equipment (PPE), are essential when working with this reagent.
  • Environmental Impact: The production and use of chlorinated compounds, including 2-chloroethyl carbonochloridate, have raised environmental concerns. Awareness of their biotoxicity and potential to accumulate in the ecosystem drives research towards safer alternatives in synthesis.

In summary, 2-chloroethyl carbonochloridate is more than just a chemical formula; it embodies the complexity and beauty of organic chemistry. As scientists and students, understanding its properties, applications, and safety measures enhances our appreciation for this essential compound in modern chemistry.

Synonyms
2-Chloroethyl chloroformate
CHLOROETHYL CHLOROFORMATE
Carbonochloridic acid, 2-chloroethyl ester
HSDB 6402
(2-Chloroethoxy) carbonyl chloride
EINECS 210-982-4
UNII-4D32H07Z9I
BRN 0506639
DTXSID2060832
SVDDJQGVOFZBNX-UHFFFAOYSA-
CHLOROETHYL CHLOROFORMATE [HSDB]
Chloroformic acid beta-chloroethyl ester
Chloroformic acid .beta.-chloroethyl ester
2chloroethyl chloroformate
betaChloroethyl chlorocarbonate
DTXCID8043490
(2Chloroethoxy) carbonyl chloride
Chloroformic acid 2chloroethyl ester
UN3277
2Chlorethylester kyseliny chlormravenci
Chloroformic acid, betachloroethyl ester
Formic acid, chloro, 2chloroethyl ester
Carbonochloridic acid, 2chloroethyl ester
210-982-4
4-03-00-00024 (beilstein handbook reference)
inchi=1/c3h4cl2o2/c4-1-2-7-3(5)6/h1-2h2
svddjqgvofzbnx-uhfffaoysa-n
627-11-2
2-chloroethyl carbonochloridate
Chloroformic acid 2-chloroethyl ester
Formic acid, chloro-, 2-chloroethyl ester
TL 207
chloroethylchloroformate
2-Chlorethylester kyseliny chlormravenci
2-Chloroethyl chlorocarbonate
.beta.-Chloroethyl chloroformate
(2-Chloroethoxy)carbonyl chloride
4D32H07Z9I
2-chloroethylchloroformate
2-Chloroethyl carbonochloridate; 2-Chloroethyl chlorocarbonate; 2-Chloroethyl chloroformate
beta-Chloroethyl chlorocarbonate
Chloroformic acid, beta-chloroethyl ester
beta-Chloroethyl chloroformate
2-Chloroethoxycarbonyl chloride
2-Chlorethylester kyseliny chlormravenci [Czech]
MFCD00000646
chloroethylchloro-formate
O-chloroethyl chloroformate
2-chloroethyl-chloroformate
2-Chioroethyl chloroformate
chloroethyl carbonochloridate
2-chloroethylcarbonochloridate
SCHEMBL113676
2-Chloroethyl chloridocarbonate
2-Chloroethyl chloridocarbonate #
2-Chloroethyl chloroformate, 97%
chloroformic acid 2-chloroethylester
AKOS000120053
AT19702
Chloroformic acid, 2-chloroethyl ester
carbonochloridic acid 2-chloroethyl ester
chlorocarbonic acid 2-chloro-ethyl ester
.BETA.-CHLOROETHYL CHLOROCARBONATE
FC163581
MS-20590
C1052
NS00020858
EN300-20483
A833945
CHLOROFORMIC ACID, .BETA.-CHLOROETHYL ESTER
Q27259425
27-11-2