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CAS RN: 2942-58-7 | Product Number: C1242

Diethyl Cyanophosphonate


Purity: >95.0%(GC)
Synonyms:
  • Cyanophosphonic Acid Diethyl Ester
  • Diethyl Phosphorocyanidate
  • DEPC
Product Documents:
5G
€58.00
7   ≥100 
25G
€202.00
5   ≥100 

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Product Number C1242
Purity / Analysis Method >95.0%(GC)
Molecular Formula / Molecular Weight C__5H__1__0NO__3P = 163.11 
Physical State (20 deg.C) Liquid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive
CAS RN 2942-58-7
Reaxys Registry Number 1768938
PubChem Substance ID 87566263
SDBS (AIST Spectral DB) 19035
MDL Number

MFCD00010256

Specifications
Appearance Colorless to Light yellow to Light orange clear liquid
Purity(GC) min. 95.0 %
Properties (reference)
Boiling Point 104 °C/20 mmHg
Flash point 81 °C
Specific Gravity (20/20) 1.09
Refractive Index 1.40
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H301 + H311 + H331 : Toxic if swallowed, in contact with skin or if inhaled.
H314 : Causes severe skin burns and eye damage.
Precautionary Statements P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
Related Laws:
EC Number 220-936-5
RTECS# TD2500000
Transport Information:
UN Number UN2922
Class 8 / 6.1
Packing Group III
HS Number 2926907090
Application
TCI Practical Example: Condensation Using Diethyl Cyanophosphonate

TCI反応実例:シアノホスホン酸ジエチルを用いた縮合反応

Used Chemicals

Procedure

To a 4-necked round-bottom flask was equipped with a magnetic stir bar and charged with 4-biphenylacetic acid (1.91 g, 9.0 mmol, 1 equiv.), benzylamine (1.1 mL, 10.0 mmol, 1.1 equiv.), and DMF (46 mL) under nitrogen atmosphere. Triethylamine (1.7 mL, 12.0 mmol, 1.3 equiv.) was added at room temperature. The flask was cooled to 5 °C in an ice bath and then diethyl cyanophosphonate (2.06 g, 11.0 mmol, 1.2 equiv.) was added dropwise at 5 °C. The mixture was stirred at room temperature for 19 hours. The mixture was poured into water (200 mL). The precipitate was filtered, washed with water (50 mL) and dried under reduced pressure. The obtained crude product was purified by recrystallization (toluene:IPA = 1:1), giving 1 as a white needle-shaped crystal (2.36 g, 87%).

Experimenter’s Comments

All operations were done in the fume hood.
The reaction mixture was monitored by TLC (dichloromethane:methanol = 50:1, Rf = 0.61).
The wastewater was adjusted to pH 10 using 1 mol/L NaOH aq. This waste was treated with an aqueous solution of sodium hypochlorite, and confirmed that it was completely decomposed using CN test paper and then discarded.

Analytical Data

2-([1,1'-biphenyl]-4-yl)-N-benzylacetamide (1)

1H NMR (400 MHz, CDCl3); δ 8.61 (t, 1H, J = 5.7 Hz), 7.65 (d, 2H, J = 8.2 Hz), 7.61 (d, 2H, J = 8.2 Hz), 7.51–7.43 (m, 2H), 7.42–7.29 (m, 5H), 7.28–7.21 (m, 3H), 4.30 (d, 2H, J = 6.0 Hz), 3.54 (s, 2H).

13C NMR (101 MHz, CDCl3); δ 170.1 140.0, 139.5, 138.3, 135.7, 129.6, 128.9, 128.3, 127.3, 127.3, 126.8, 126.6, 42.3, 42.0.

Lead Reference

Other References


Application
Coupling Reagent, Cyanophosphorylation

References


PubMed Literature


Product Documents (Note: Some products will not have analytical charts available.)
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