Diethyl Chlorophosphite (CAS 589-57-1)

Physical Properties:

  • Appearance:Clear colorless to yellow liquid.
  • Odor:Pungent (implied by hazardous nature, not explicitly listed).
  • Molecular Formula:C₄H₁₀ClO₂P.
  • Molecular Weight:55 g/mol.
  • Melting Point:Around 25°C (near room temp).
  • Boiling Point:153-155 °C (lit.); 56-57.5 °C/30 mmHg (lit.).
  • Density:089 g/mL at 20 °C.
  • Refractive Index (n20/D):434 (lit.).
  • Flash Point:~34°F (1°C) (closed cup).
  • Solubility:Reacts with water (hydrolyzes).
  • Storage:2-8°C (refrigerated, cool, dark place).
  • Synonyms:

Diethyl Chlorophosphite

Ethyl Phosphorochloridite

Diethyl Phosphorochloridite

Chloro(diethoxy)phosphane

Diethyl Chlorophosphonite

Phosphorochloridous acid, diethyl ester

Chlorodiethoxyphosphine

Ethyl Chlorophosphite

Important Notes:

  • Flammability:Highly flammable liquid and vapor, severe fire hazard.
  • Reactivity:Reacts with water, moisture, and strong oxidizers.
  • Hazards:Causes skin and serious eye irritation; handle with care.

Key Uses

  • Organic Synthesis:A crucial intermediate for making complex organic molecules.
  • Pharmaceuticals:Used in synthesizing various drugs, including potential anticholinesterase agents.
  • Agrochemicals:An intermediate in the production of certain pesticides.
  • Phosphorylating Agent:Converts alcohols, amines, and enolates into phosphates.
  • Reducing Agent:Reduces nitro compounds to amines and pyridine N-oxide to pyridine.
  • Dehydrating Agent:Converts aldoximes into nitriles.
  • FragranceIndustry: Used to create unique aroma chemicals by modifying compounds like bindone,

Chemical Role:

  • It serves as a building block for phosphorus-containing compounds, often providing the diethyl phosphite group

                                                        

   Key Applications:

  • Organic Synthesis: A versatile reagent for introducing phosphorus groups.
  • Agrochemicals: Key intermediate for synthesizing organophosphate pesticides, known for anticholinesterase activity.
  • Pharmaceuticals: Used as a building block for developing new drugs, especially those targeting anticholinesterase pathways, and in peptide synthesis.
  • Fragrance Industry: Can modify compounds like bindone to create novel aroma chemicals.
  • Reducing Agent: Can reduce nitro compounds to amines and deoxygenate pyridine N-oxide to pyridine
  • Dehydration: Converts aldoximes into nitriles.

FAQs

Is Diethyl Chlorophosphite water-reactive?
Yes, Diethyl Chlorophosphite is sensitive to moisture and can react with water, which is why it is generally handled in controlled environments.
What physical form does Diethyl Chlorophosphite have?

Diethyl Chlorophosphite typically appears as a colorless to pale yellow liquid with a strong, characteristic odor.

What is the molecular formula of Diethyl Chlorophosphite?
The molecular formula of Diethyl Chlorophosphite is C₄H₁₀ClO₂P, and it contains phosphorus, chlorine, oxygen, carbon, and hydrogen atoms.
What industries use Diethyl Chlorophosphite?
  • Pharmaceutical manufacturing

  • Agrochemical production

  • Fine and specialty chemicals

  • Chemical research and development

What is the IUPAC name of Diethyl Chlorophosphite?

The IUPAC name of Diethyl Chlorophosphite is chloro(diethoxy)phosphine.

FAQs

Is Diethyl Chlorophosphite water-reactive?
Yes, Diethyl Chlorophosphite is sensitive to moisture and can react with water, which is why it is generally handled in controlled environments.
What physical form does Diethyl Chlorophosphite have?

Diethyl Chlorophosphite typically appears as a colorless to pale yellow liquid with a strong, characteristic odor.

What is the molecular formula of Diethyl Chlorophosphite?
The molecular formula of Diethyl Chlorophosphite is C₄H₁₀ClO₂P, and it contains phosphorus, chlorine, oxygen, carbon, and hydrogen atoms.
What industries use Diethyl Chlorophosphite?
  • Pharmaceutical manufacturing

  • Agrochemical production

  • Fine and specialty chemicals

  • Chemical research and development

What is the IUPAC name of Diethyl Chlorophosphite?

The IUPAC name of Diethyl Chlorophosphite is chloro(diethoxy)phosphine.