109681
N-氯代丁二酰亚胺
98%
别名:
1-氯-2,5-吡咯烷二酮, NCS
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关于此项目
经验公式（希尔记法）:
C4H4ClNO2
化学文摘社编号:
分子量:
133.53
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39151413
UNSPSC Code:
12352101
EC Number:
204-878-8
MDL number:
Beilstein/REAXYS Number:
113915
产品名称
N-氯代丁二酰亚胺, 98%
InChI key
JRNVZBWKYDBUCA-UHFFFAOYSA-N
InChI
1S/C4H4ClNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
SMILES string
ClN1C(=O)CCC1=O
assay
98%
form
solid
mp
148-150 °C (lit.)
functional group
imide
Quality Level
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Application
N-氯琥珀酰亚胺(NCS)是一种氯化和氧化剂。与其他氯化剂（例如1-溴-3-氯-5,5-二甲基乙内酰脲(NDDH)和三氯异氰尿酸(TCCA)）相比，这种成分具有更高的区域选择性，因此更有效。
它可用于：
它可用于：
- 将二茚基锌试剂[Zn(ind)2(pic)2]5转化为1-氯茚。
- 选择性切割色氨酸肽键。
- 在双相、存在四丁基氯化铵的条件下，通过2,2,6,6-四甲基-1-哌啶基氧基(TEMPO)催化，将伯醇化学选择性氧化为醛。
- 在存在三苯基膦的条件下，将伯酰胺和醛肟转化为相应的腈。
- α-氯化酰氯。
- 將苄基硫化物转化为α-氯硫化物。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Efficient and highly selective oxidation of primary alcohols to aldehydes by N-chlorosuccinimide mediated by oxoammonium salts.
Einhorn J, et al.
The Journal of Organic Chemistry, 61(21), 7452-7454 (1996)
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Scientific reports, 9(1), 11636-11636 (2019-08-14)
A large number of basic researches and observational studies suggested the cancer preventive activity of vitamin E, but large-scale human intervention trials have yielded disappointing results and actually showed a higher incidence of prostate cancer although the mechanisms underlying the
A rapid and facile conversion of primary amides and aldoximes to nitriles and ketoximes to amides with triphenylphosphine and N-chlorosuccinimide.
Iranpoor N, et al.
Synthetic Communications, 32(16), 2535-2541 (2002)
Gaelle Picarda et al.
Journal of virology, 93(16) (2019-05-31)
Cytomegalovirus (CMV) establishes a lifelong infection facilitated, in part, by circumventing immune defenses mediated by tumor necrosis factor (TNF)-family cytokines. An example of this is the mouse CMV (MCMV) m166 protein, which restricts expression of the TNF-related apoptosis-inducing ligand (TRAIL)
Chlorination of benzylic sulfides with N-chlorosuccinimide.
Tuleen D L and Marcum V C
The Journal of Organic Chemistry, 32(1), 204-206 (1967)
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