422665
4,5-二氯邻苯二甲酰亚胺
97%
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经验公式（希尔记法）:
C8H3Cl2NO2
化学文摘社编号:
分子量:
216.02
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
4,5-二氯邻苯二甲酰亚胺, 97%
InChI
1S/C8H3Cl2NO2/c9-5-1-3-4(2-6(5)10)8(13)11-7(3)12/h1-2H,(H,11,12,13)
SMILES string
Clc1cc2C(=O)NC(=O)c2cc1Cl
InChI key
QJPBDGMPYPSJSF-UHFFFAOYSA-N
assay
97%
mp
217-219 °C (lit.)
functional group
chloro
Application
4,5-Dichlorophthalimide (5,6-dichloro-1H-isoindole-1,3(2H)-dione) is suitable as a reactant in the synthesis of 5′-N-(4′′,5′′-dichlorophthaloyl)-3′-azido-2′,3′-dideoxythymidine and 2-amino-4,5-dichlorobenzoic acid.
It may be used in the following studies:
It may be used in the following studies:
- As a reactant in the synthesis of 4,5-dichloro-1,2-benzenedicarboxamide.
- As an additive in the Ir-BICP catalyzed asymmetric hydrogenation of 2,3,3-trimethylindolenine to improve enantioselectivity.
- As a reactant in the synthesis of octachloro-Cu-phthalocyanine.
- As a reagent in the synthesis of 7-tert-butylthianthrene-2,3-dicarboxylic imide.
- As a starting material in the synthesis of N-(3-bromopropyl)-4,5-dichlorophthalimide.
- As a nucleophilic partner in the phosphine-catalyzed allylic substitution of Morita-Baylis-Hillman acetates to form N-protected β-amino phosphonic acid esters.
General description
4,5-Dichlorophthalimide (5,6-dichloro-1H-isoindole-1,3(2H)-dione) is a phthalimide derivative. It has been synthesized from 5,6-dichloro-1,3-isobenzofurandione and characterized by 1H ,13C-NMR and IR. The dipole moment, polarizability and first-order hyperpolarizability of 4,5-dichlorophthalimide have been investigated using ab initio and density functional theory calculations.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
I-Line Sensitive Photoacid Generators Having Thianthrene Skeleton.
Okamura H, et al.
J. Photopolym. Sci. Technol., 17(1), 131-134 (2004)
Additive effects in Ir-BICP catalyzed asymmetric hydrogenation of imines.
Zhu G and Zhang X.
Tetrahedron Asymmetry, 9(14), 2415-2418 (1998)
Jan Balzarini et al.
Antiviral chemistry & chemotherapy, 14(3), 139-144 (2003-10-03)
A variety of substituted 5'-N-phthaloyl-3'-azido-2',3'-dideoxythymidine derivatives has been evaluated for their activity against HIV-1, HIV-2 and Moloney murine sarcoma virus (MSV) in cell culture. Most of the 3'-azido-2',3'-dideoxythymidine (AZT, zidovudine) derivatives showed antiviral activity in the lower micromolar concentration range
Elizabeth Sharlow et al.
Probe Reports from the NIH Molecular Libraries Program, 2010 Dec 15 (Updated 2011 24) (2011-10-01)
The unicellular eukaryote
HaeIl Park et al.
The Journal of organic chemistry, 71(20), 7892-7894 (2006-09-26)
A series of N-protected beta-amino phosphonic acid esters have been prepared by phosphine-catalyzed allylic substitution of 2-(diethylphosphonyl)-substituted allylic acetates employing 4,5-dichlorophthalimide as nucleophilic partner. These organocatalytic allylic substitutions exhibit exceptionally high levels of regiospecificity by virtue of a tandem S(N)2'-S(N)2'
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