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Diethyl cyanophosphonate

Product Name
Diethyl cyanophosphonate
CAS No.
2942-58-7
Chemical Name
Diethyl cyanophosphonate
Synonyms
DEPC;DIETHYL PHOSPHOROCYANIDATE;DIETHYL CYANOPHOSPHATE;(ETO)2P(O)CN;Diethypyrocarbonate;DIETHYLPHOSPHORYL CYANIDE;Diethoxyphosphorylformonitrile;Diethyl cyanophospho;DIETHYL CYANOPHOSPHONATE;Diethyl cyanidophosphate
CBNumber
CB1420852
Molecular Formula
C5H10NO3P
Formula Weight
163.11
MOL File
2942-58-7.mol
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Diethyl cyanophosphonate Property

Boiling point:
104-105 °C19 mm Hg(lit.)
Density 
1.075 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.403(lit.)
Flash point:
177 °F
storage temp. 
2-8°C
solubility 
Acetonitrile (Slightly), Chloroform (Slightly)
form 
Liquid
Specific Gravity
1.075
color 
Clear colorless to yellow
Water Solubility 
DECOMPOSES
Sensitive 
Moisture Sensitive
BRN 
1768938
Exposure limits
NIOSH: IDLH 25 mg/m3
Stability:
Moisture Sensitive
CAS DataBase Reference
2942-58-7(CAS DataBase Reference)
NIST Chemistry Reference
Diethyl cyanophosphonate(2942-58-7)
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Safety

Hazard Codes 
C,Xi,T+
Risk Statements 
34-32-26/27/28
Safety Statements 
26-36-45-50A-36/37/39-28A-36/37-28
RIDADR 
UN 2922 8/PG 2
WGK Germany 
3
RTECS 
TD2500000
10-13-21
Hazard Note 
Irritant
HazardClass 
8
PackingGroup 
II
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C1242
Product name
Diethyl Cyanophosphonate
Purity
>95.0%(GC)
Packaging
5g
Price
$78
Updated
2024/03/01
TCI Chemical
Product number
C1242
Product name
Diethyl Cyanophosphonate
Purity
>95.0%(GC)
Packaging
25g
Price
$228
Updated
2024/03/01
Alfa Aesar
Product number
L14107
Product name
Diethyl cyanophosphonate, tech. 90%
Packaging
5g
Price
$43.5
Updated
2021/12/16
Alfa Aesar
Product number
L14107
Product name
Diethyl cyanophosphonate, tech. 90%
Packaging
25g
Price
$125
Updated
2021/12/16
TRC
Product number
D444195
Product name
Diethyl cyanophosphonate
Packaging
5g
Price
$275
Updated
2021/12/16
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Diethyl cyanophosphonate Chemical Properties,Usage,Production

Chemical Properties

Diethyl cyanophosphonate is a clear colourless to yellow liquid. It soluble in most common organic solvents , such as dimethylformamide , tetrahydrofuran , diethyl ether , and toluene. Diethyl cyanophosphonate is highly toxic and corrosive. lt must be handled in awell-ventilated fume hood. In addition, it is moisture sensitive and should bestored in a refrigerator under nitrogen.

Uses

Diethyl cyanophosphonate was used in the synthesis of 4-acylthiol-4-deoxy-4′-demethyl epipodophyllotoxin analogs. Coupling reagent for peptide synthesis. Reagent for the phosphorylation of phenols. Activating agent for fluorescent derivatization of carboxylic acids which allows separation by HPLC.

Application

1973 Harusawa et al. found that diethyl phosphorocyanidate (diethyl cyanophosphonate; depc), a cyano and diethyl analog of DPPA, was a valuable reagent for peptide synthesis. DEPC is a practical and versatile reagent for organic synthesis, particularly as a condensing reagent for the synthesis of amides and peptides and its application in O-, S-, and C-acylations. Compared to other cyanating agents, DEPC is significantly less toxic and commercially available. DEPC can also be employed as a cyanating agent for introducing a C1 unit into a range of compounds, and its reaction with carbonyl compounds in the presence of a catalyst easily affords CPs, which are key intermediates in a variety of reactions[1].

General Description

Diethyl cyanophosphonate (DCNP, a Tabun mimic, DECP) is a nerve agent simulant. Its detection by using fluorescein, a reversible fluorescent sensor, has been reported. Its degradation in the presence of suitable organocatalysts (different amines, aminoalcohols and glycols) has been studied.

References

[1] Shinya Harusawa , Takayuki Shioiri. “Diethyl phosphorocyanidate (DEPC): a versatile reagent for organic synthesis.” Tetrahedron 72 50 (2016): Pages 8125-8200.

Diethyl cyanophosphonate Preparation Products And Raw materials

Raw materials

Preparation Products

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Diethyl cyanophosphonate Suppliers

Aladdin Scientific
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View Lastest Price from Diethyl cyanophosphonate manufacturers

R&D Scientific Inc.
Product
Diethyl Cyanophosphonate 2942-58-7
Price
US $2800.00/Kg
Min. Order
1Kg
Purity
97
Supply Ability
500 Kg
Release date
2024-07-11
Hebei Weibang Biotechnology Co., Ltd
Product
Diethyl cyanophosphonate 2942-58-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2023-01-11
Career Henan Chemical Co
Product
Diethyl cyanophosphonate 2942-58-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-24

2942-58-7, Diethyl cyanophosphonateRelated Search:


  • DIETHYL PHOSPHOROCYANIDATE
  • DIETHYLPHOSPHORYL CYANIDE
  • DIETHYL CYANOPHOSPHATE
  • DIETHYL CYANOPHOSPHONATE
  • CYANOPHOSPHONIC ACID DIETHYL ESTER
  • (ETO)2P(O)CN
  • Diethoxy-phosphoryl cyanide
  • diethoxy-phosphorylcyanide
  • Diethyl cyanidophosphate
  • Diethyl cyanophosphosphonate
  • diethylcyanophosphosphonate
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  • Phosphorocyanidic acid, O,O-diethyl ester
  • phosphorocyanidicacid,o,o-diethylester
  • DEPC DIETHYLCYANOPHOSPHONATE
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  • Diethypyrocarbonate
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  • iethoxyphosphorylformonitrile
  • 2942-58-7
  • 220-936-5
  • CH3CH2O2POCN
  • C5H10NO3P
  • Organic Building Blocks
  • Phosphonates/Phosphinates
  • Phosphorus Compounds
  • Peptide Synthesis
  • Coupling Reactions (Peptide Synthesis)
  • Condensation & Active Esterification
  • Building Blocks
  • Biochemistry
  • Condensation & Active Esterification
  • Coupling Reactions (Peptide Synthesis)
  • Peptide Synthesis
  • Synthetic Organic Chemistry