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CAS RN: 157141-27-0 | Product Number: C1500

Cyanomethylenetributylphosphorane


Purity: >97.0%(T)
Synonyms:
  • Tsunoda Reagent
Product Documents:
1G
€90.00
Contact Us ≥80 
5G
€287.00
Contact Us ≥100 
25G
€919.00
Contact Us ≥40 

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Product Number C1500
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__1__4H__2__8NP = 241.36 
Physical State (20 deg.C) Liquid
Storage Temperature Refrigerated (0-10°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive,Moisture Sensitive,Heat Sensitive
Packaging and Container 1G-Ampule (View image)
CAS RN 157141-27-0
Reaxys Registry Number 6919233
PubChem Substance ID 87566497
MDL Number

MFCD01321151

Specifications
Appearance Yellow to Amber to Dark purple clear liquid
Purity(Nonaqueous Titration) min. 97.0 %
Properties (reference)
Specific Gravity (20/20) 0.92
Refractive Index 1.50
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H302 : Harmful if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
Related Laws:
Transport Information:
HS Number 2931499090
Application
TCI Practical Example: Mitsunobu Reaction Using Tsunoda Reagent

TCI Practical Example: Mitsunobu Reaction Using Tsunoda Reagent

Used Chemicals

Procedure

To a solution of 3,4-dihydro-7-hydroxy-2(1H)-quinolinone (500 mg, 3.06 mmol), 4-(2-hydroxyethyl)morpholine (0.45 mL, 3.7 mmol, 1.2 eq.) in toluene (15 mL) was added Tsunoda reagent (1.0 mL, 3.8 mmol, 1.25 eq.) at r.t. and the mixture was stirred at 100 °C for 3 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (dichloromethane:methanol = 1:0 - 10:1 on silica gel) to give 1 as a white solid (790 mg, 93%).

Experimenter’s Comments

The reaction mixture was monitored by UPLC.

Analytical Data

Compound 1

1H NMR (270 MHz, DMSO-d6); δ 9.97 (s, 1H), 7.41 (d, 1H, J = 7.8 Hz), 6.49 (d, 1H, J = 8.1 Hz), 6.43 (d, 1H, J = 1.9 Hz), 4.00 (t, 2H, J = 5.7 Hz), 3.59-3.55 (m, 4H), 2.78 (t, 2H, J = 7.3 Hz), 2.65 (t, 2H, J = 5.7 Hz), 2.46-2.33 (m, 6H).

Lead Reference


Application
New Mitsunobu Reaction (Tsunoda Reagent)

References


PubMed Literature


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