イソシアン酸ベンジル

化学名:イソシアン酸ベンジル

CAS番号.3173-56-6

英語名:Benzyl isocyanate

CBNumberCB1714526

MFC8H7NO

MW133.15

别名

イソシアン酸ベンジル

イソシアナトメチルベンゼン

ベンジルイソシアナート

イソシアン酸ベンジル物理性質

融点	259-261 °C(Solv: acetic acid (64-19-7))
沸点	101-104 °C/33 mmHg (lit.)
比重(密度)	1.078 g/mL at 25 °C (lit.)
屈折率	n20/D 1.526(lit.)
闪点	113 °F
貯蔵温度	Inert atmosphere,2-8°C
溶解性	Chloroform (Slightly), Methanol (Slightly)
外見	液体
色	無色透明～微黄色
水溶解度	水で加水分解します。
Sensitive	Moisture Sensitive
BRN	636508
InChI	1S/C8H7NO/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
InChIKey	YDNLNVZZTACNJX-UHFFFAOYSA-N
SMILES	O=C=NCc1ccccc1
CAS データベース	3173-56-6(CAS DataBase Reference)
NISTの化学物質情報	Benzyl isocyanate(3173-56-6)

安全性情報

危険有害性情報のコード(GHS)

外観
無色～うすい黄色～うすい黄赤色透明液体
溶解性
エタノール及びアセトンに極めて溶けやすく、水にほとんど溶けない。
用途
有機合成用試薬。
化学的特性
CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID
天然物の起源
benzyl isocyanate is a natural product found in Simicratea welwitschii with data available.
使用
Benzyl isocyanate, is used as a protected ammonia equivalent in the stereo selective ring-opening of chiral 2,3-epoxy alcohols (from Sharpless asymmetric epoxidation). The key step in the sequence involves intramolecular cyclization of the carbamate intermediate. It is also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex.
一般的な説明
Benzyl isocyanate inhibits the formation of benzo[a]pyrene (BP)-DNA adduct and posses chemopreventive properties.
合成
The conversion of benzyl azide to benzyl isocyanate (Scheme 1) was selected as the model reaction and it was performed both under conventional conditions and under MW irradiation. Various solvents were compared at a number of temperatures thanks to the versatility of the SynthWave reactor, which provides multiple-sample racks. Experiments were performed at 90, 70 and 50 °C at 14.5 bar of CO2 pressure.

Scheme 1: Synthesis of benzyl isocyanate.
One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction

Send Inquriy