ChemicalBook >> CAS DataBase List >>Cyanomethylenetributylphosphorane
Cyanomethylenetributylphosphorane
- CAS No.
- 157141-27-0
- Chemical Name:
- Cyanomethylenetributylphosphorane
- Synonyms
- CMBP;2-(tributylphosphoranylidene)acetonitrile;(Tributylphosphoranylidene)acetonitrile;Tsunoda Reagent;2-(tributyl-l5-phosphanylidene)acetonitrile;CYANOMETHYLENETRI-N-BUTYLPHOSPHORANE;Cyanomethyltributylphosphorane;2-(tributyl-lambda5-phosphanylidene)acetonitrile;CynoMethylenetributyl phosphorane;Cyanomethylenetributylphosphorane
- CBNumber:
- CB3469417
- Molecular Formula:
- C14H28NP
- Molecular Weight:
- 241.35
- MDL Number:
- MFCD01321151
- MOL File:
- 157141-27-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
Last updated:2026-09-12 18:52:04
| Boiling point | 339.1±25.0 °C(Predicted) |
|---|---|
| Density | 0.921 g/mL at 25 °C |
| refractive index | n20/D1.500(lit.) |
| Flash point | 7 °C |
| storage temp. | 2-8°C |
| form | clear liquid |
| color | Yellow to Amber to Dark purple |
| InChI | InChI=1S/C14H28NP/c1-4-7-11-16(14-10-15,12-8-5-2)13-9-6-3/h14H,4-9,11-13H2,1-3H3 |
| InChIKey | OZMLUMPWPFZWTP-UHFFFAOYSA-N |
| SMILES | C(#N)C=P(CCCC)(CCCC)CCCC |
| UNSPSC Code | 12352001 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319 | |||||||||
| Precautionary statements | P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501 | |||||||||
| Hazard Codes | F,Xn | |||||||||
| Risk Statements | 10-23/24/25-67-65-48/20-38-11-63 | |||||||||
| Safety Statements | 16-26-36/37/39-62-36/37 | |||||||||
| RIDADR | 3275 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | 3 | |||||||||
| HS Code | 2931499090 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| Limited Quantities | 1.0 L (0.3 gallon) (liquid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
Cyanomethylenetributylphosphorane price More Price(61)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 761060 | (Tributylphosphoranylidene)acetonitrile 97% | 157141-27-0 | 1g | $237 | 2025-07-31 | Buy |
| Sigma-Aldrich | 761060 | (Tributylphosphoranylidene)acetonitrile 97% | 157141-27-0 | 500mg | $156 | 2023-06-20 | Buy |
| TCI Chemical | C1500 | Cyanomethylenetributylphosphorane >95.0%(T) | 157141-27-0 | 1g | $199 | 2026-04-30 | Buy |
| TCI Chemical | C1500 | Cyanomethylenetributylphosphorane >95.0%(T) | 157141-27-0 | 5g | $579 | 2026-04-30 | Buy |
| Biosynth | FC60321 | Cyanomethylenetributylphosphorane | 157141-27-0 | 0.025kg | $687.5 | 2026-06-04 | Buy |
Cyanomethylenetributylphosphorane Chemical Properties, Uses, Production
Synthesis
At 0 °C, a solution of 27.0 g (97.6 mmol) of ST913 in 100 mL of anhydrous tetrahydrofuran was added together with a solution of 44.4 mL (97.6 mmol) of 2,2 N-butyllithium in hexane. After stirring at room temperature for 1 hour, the reaction mixture was evaporated, and the residue was dissolved in toluene petroleum ether. The precipitated lithium chloride was filtered off, and the res solution was evaporated. The residue was purified by short-path distillation under high vacuum (220–230 °C/0.1 mbar). 15.3 g of cyanomethylenetri-n-butylphosphine (65% of the theoretical value) was given as a colorless liquid.
Figure: Synthetic Route of CYANOMETHYLENETRIBUTYLPHOSPHORANE
Uses
(Tributylphosphoranylidene)acetonitrile can be utilized as a reagent in the:
- Stereoselective synthesis of skytanthine and other O- and N-containing heterocycles by Mitsunobu intramolecular cycloalkylation.
- Wittig olefination of esters, lactones, N-Boc lactam, and cyclic imide to corresponding Wittig products.
General Description
(Tributylphosphoranylidene)acetonitrile is a stabilized trialkylphosphorane that can act as a substitute to the diethyl azodicarboxylate and triphenylphosphine (DEAD-TPP) system for Mitsunobu reaction between nucleophiles (HA) and alcohols (ROH) to form RA. It is highly useful when the pKa of the nucleophiles are higher than 11.
Cyanomethylenetributylphosphorane Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
Global Suppliers ( 159)
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Xinxiang Runyu Material Co., Ltd. | 166-166-37336996 15690792173 | chenxi.song@runvmat.com | China | 282 | 55 |
| Suzhou Highfine Biotech Co., Ltd | 0512-69209928 18796809688 | zhouyingxiang@highfine.com | China | 1846 | 58 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Shanghai Xingui Biotechnology Co., Ltd. | 15121041756 | xingui2022@126.com | China | 9959 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Hunan Hui Bai Shi Biotechnology Co., Ltd. | 0731-85526065 13308475853 | ivy@hnhbsj.com | China | 7236 | 62 |
| Aemon Chemical | 0086-755-86198205 | acinfo@aemonchem.com | China | 1928 | 57 |
View Latest Price from Cyanomethylenetributylphosphorane manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-25 | cyanomethylenetributylphosphorane
157141-27-0
|
$2.00-5.00 | 1kg | 99% | 100kg | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |
 |
2026-08-07 | CyanoMethylenetributylphosphorane
157141-27-0
|
$1.00 | 1KG | 99% | 20 tons | Shaanxi Dideu Medichem Co. Ltd | |
 |
2025-12-23 | Cyanomethylenetributylphosphorane
157141-27-0
|
1kg | 98% | 200kg | XINXIANG RUNYU MATERIAL CO., LTD. |
-
- cyanomethylenetributylphosphorane
157141-27-0
- $2.00-5.00
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- CyanoMethylenetributylphosphorane
157141-27-0
- $1.00
- 99%
- Shaanxi Dideu Medichem Co. Ltd
-
- Cyanomethylenetributylphosphorane
157141-27-0
- 98%
- XINXIANG RUNYU MATERIAL CO., LTD.
157141-27-0 (Cyanomethylenetributylphosphorane) Related Search:
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CMBP
Cyanomethyltributylphosphorane
CYANOMETHYLENETRI-N-BUTYLPHOSPHORANE
Tsunoda Reagent
Cyanomethylenetributylphosphorane
157141-27-0
C14H28NP
Tsunoda Reagent (Mitsunobu Reaction)
Mitsunobu Reaction
Condensation & Active Esterification
pharmacetical
Tsunoda Reagent (Mitsunobu Reaction)
Condensation & Active Esterification
Mitsunobu Reaction
Synthetic Organic Chemistry
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