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Merck
CN

349089

Sigma-Aldrich

2-氰基苯甲醛

98%

别名:

2-Formylbenzonitrile, Phthalaldehydonitrile (8CI), o-Cyanobenzaldehyde, o-Formylbenzonitrile

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关于此项目

线性分子式:
NCC6H4CHO
CAS Number:
分子量:
131.13
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

98%

mp

103-105 °C (lit.)

官能团

aldehyde
nitrile

SMILES字符串

O=Cc1ccccc1C#N

InChI

1S/C8H5NO/c9-5-7-3-1-2-4-8(7)6-10/h1-4,6H

InChI key

QVTPWONEVZJCCS-UHFFFAOYSA-N

相关类别

一般描述

Aldol addition of enolizable 1,3-dicarbonyl compounds to 2-cyanobenzaldehyde in the presence of a tertiary amine has been reported. Biotransformation of 2-cyanobenzaldehyde by Euglena gracilis Z cultured photohetero-trophically has been reported.

应用

2-Cyanobenzaldehyde may be used:
  • in the base-catalyzed one-pot synthesis of 3-substituted isoindolinones
  • in the synthesis of 3-oxo-2,3-dihydro-1H-isoindoles, via Baylis-Hillman reaction
  • in the synthesis of 3-(N-substituted amino)-1-isoindolenones

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Novel synthesis of 3-(N-substituted amino)-1-isoindolenones from 2-cyanobenzaldehyde with amines.
Sato R, et al.
Chemistry Letters (Jpn), 9, 1599-1602 (1984)
Marcus Angelin et al.
The Journal of organic chemistry, 75(17), 5882-5887 (2010-08-10)
The mechanism of a base-catalyzed one-pot reaction of 2-cyanobenzaldehyde and primary nitroalkanes, to produce 3-substituted isoindolinones, has been investigated. A route starting with a nitroaldol (Henry) reaction, followed by a subsequent cyclization and rearrangement, was supported by intermediate analogue synthesis
Application of baylis-hillman methodology in a new synthesis of 3-oxo-2, 3-dihydro-1H-isoindoles.
Song YS, et al.
Journal of Heterocyclic Chemistry, 40(5), 939-942 (2003)
The aldol addition of readily enolizable 1, 3-dicarbonyl compounds to 2-cyanobenzaldehyde in the synthesis of novel 3-substituted isoindolinones.
More V, et al.
Synthesis, 2011(18), 3027-3031 (2011)
Biotransformation of aromatic aldehydes and related compounds by Euglena gracilis Z.
Noma Y, et al.
Phytochemistry, 30(9), 2969-2972 (1991)

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