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TCI

CAS 2942-58-7

Diethyl Cyanophosphonate TCI C1242

Diethyl Cyanophosphonate TCI C1242

Chemical Identity

Other names
Cyanophosphonic Acid Diethyl Ester · Diethyl Phosphorocyanidate · DEPC
CAS No.
2942-58-7
PubChem
CID 76257·SID 87566263
Formula
C5H10NO3P
Molecular weight
163.11 g/mol
Purity
>95.0%(GC)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
diethoxyphosphorylformonitrile
SMILES
CCOP(=O)(C#N)OCC
InChIKey
ZWWWLCMDTZFSOO-UHFFFAOYSA-N
MDL
MDL00010256
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TCI C1242 Diethyl Cyanophosphonate (DEPC) is a well-established coupling reagent for activating carboxylic acids toward amide and ester bond formation. It is frequently applied in peptide synthesis, where it offers effective coupling under comparatively mild conditions. The reagent is highly toxic and moisture-sensitive, and hydrolysis can release extremely hazardous gas, so it must be handled only by trained personnel in a fume hood. Available in 5 g and 25 g packs, it must be stored, used, and disposed of strictly in accordance with the official TCI safety data sheet.

TCI brochures (PDF)

From the TCI brochure

  • Conversion of Aldoximes to Nitriles
  • Base (tidak disebutkan jenisnya) (CH2Cl2, rt)

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Data from the TCI brochure

Kemasan5g / 25g

Source: TCI brochure RR030 (2024-09-17)

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  • GUZMAN et al. (1997). ChemInform Abstract: A Convenient Method for the Phosphorylation of Phenols with Diethyl Cyanophosphonate.. ChemInform doi:10.1002/chin.199747196
  • Guzmán et al. (1997). A Convenient Method for the Phosphorylation of Phenols with Diethyl Cyanophosphonate. Synthetic Communications doi:10.1080/00397919708005008
  • Demir et al. (2009). Cyanide Ion Promoted Addition of Acylphosphonates to Diethyl Cyanophosphonate: Synthesis of Phosphonocyanohydrin O-Phosphates. Synthesis doi:10.1055/s-0029-1216634

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.

References cited in the TCI brochure

  1. Kie-Seung Lee. An Efficient Synthesis of Nitriles from Aldoximes Using Diethyl Phosphorocyanidate under Mild Conditions Bulletin of the Korean Chemical Society, 2012. doi:10.5012/bkcs.2012.33.10.3173