所有图片(3)
别名:
2-Formylbenzonitrile, Phthalaldehydonitrile (8CI), o-Cyanobenzaldehyde, o-Formylbenzonitrile
线性分子式:
NCC6H4CHO
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质量水平
检测方案
98%
mp
103-105 °C (lit.)
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
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
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
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
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)
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
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)
Antonia Di Mola et al.
Beilstein journal of organic chemistry, 11, 2591-2599 (2016-01-07)
New bifunctional chiral ammonium salts were investigated in an asymmetric cascade synthesis of a key building block for a variety of biologically relevant isoindolinones. With this chiral compound in hand, the development of further transformations allowed for the synthesis of
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