シアノメチレントリブチルホスホラン

Cyanomethylenetributylphosphorane

HCID 4622928CAS 157141-27-0

部分構造検索類似構造を探す

基本情報

標準SMILES: CCCCP(=CC#N)(CCCC)CCCC
InChIKey: OZMLUMPWPFZWTP-UHFFFAOYSA-N
分子式: C14H28NP
平均分子量: 241.35 g/mol
単同位体質量: 241.19593653

名称と識別子

優先名称: Cyanomethylenetributylphosphorane
IUPAC: 2-(tributyl-λ5-phosphanylidene)acetonitrile
現地名: シアノメチレントリブチルホスホラン
英語名: Cyanomethylenetributylphosphorane
分子式: C14H28NP
分子量: 241.35

名称と別名

157141-27-0CyanomethylenetributylphosphoraneDTXSID90404992RefChem:334883DTXCID60355846679-660-22-(Tributylphosphoranylidene)acetonitrile(Tributylphosphoranylidene)acetonitrileMFCD013211512-(tributyl-lambda5-phosphanylidene)acetonitrile2-tributylphosphoranylideneacetonitrileAcetonitrile, (tributylphosphoranylidene)-

名称をさらに表示

シアノメチレントリブチルホスホラン(トリブチルホスホラニリデン)アセトニトリルトリブチル(シアノメチレン)ホスホラン2-(トリブチルホスホラニリデン)アセトニトリルトリブチルホスホラニリデンアセトニトリルCMBPTsunoda Reagent2-(tributyl-l5-phosphanylidene)acetonitrileCyanomethyltributylphosphoraneCynoMethylenetributyl phosphorane

Acetonitrile, 2-(tributylphosphoranylidene)-cyanomethylenetribuylphosphorane(cyanomethylene)tributylphosphoranecyanomethylene tributyl phosphoranecyanomethylenetri-n-butylphosphoraneSY025792CS-0046100A50071

データベース識別子

CAS: 157141-27-0
PubChem CID: 4622928
DTXSID: DTXSID90404992
EC Number: 679-660-2
Nikkaji: J1.882.895B、J726.653G

物性

構造計算による物性

XLogP: 2.9
極性表面積: 23.8 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 9
重原子数: 16
形式電荷: 0
複雑度: 231

物理化学的性質

沸点: 339.1 · 339.1±25.0 °C(Predicted)
比重(密度): 0.921 g/mL · 0.921 g/mL at 25 °C
屈折率: 20 · n20/D1.500(lit.)
闪点: 7 °C · 7 °C
貯蔵温度: 2 · 2-8°C
外見: clear liquid
色: 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

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301+H311 (20%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (40%)

安全データ

wgk: 3
ridadr: 3275
hs_code: 2931499090
risk_code: 10-23/24/25-67-65-48/20-38-11-63
消防法: 危-4-3-III
hazard_code: F,Xn
safety_code: 16-26-36/37/39-62-36/37
hazard_class: 3
毒劇物取締法: 劇物
ストレージクラス: 10 - Combustible liquids

化学と産業

応用分野 · 2 件

使用(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.

一般的な説明(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.