252611
N-(Bromomethyl)phthalimide
96%
Synonym(s):
Phthalimidomethyl bromide
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About This Item
Empirical Formula (Hill Notation):
C9H6BrNO2
CAS Number:
Molecular Weight:
240.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-239-2
Beilstein/REAXYS Number:
140943
MDL number:
Assay:
96%
Form:
solid
Quality Level
assay
96%
form
solid
mp
152-155 °C (lit.)
functional group
bromo, imide
SMILES string
BrCN1C(=O)c2ccccc2C1=O
InChI
1S/C9H6BrNO2/c10-5-11-8(12)6-3-1-2-4-7(6)9(11)13/h1-4H,5H2
InChI key
UUSLLECLCKTJQF-UHFFFAOYSA-N
Application
N-(Bromomethyl)phthalimide was used as initiator in synthesis of α-phthalimidopoly(styrene) by atom transfer radical polymerisation. It was also used in synthesis of functionalized 5-(aminomethyl)pyrimidine-2,4,6-trione analog and new bis-C(cage)-substituted o-carborane.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Approaches to phthalimido and amino end-functional polystyrene by atom transfer radical polymerisation (ATRP).
Postma A, et al.
Reactive functional Polymers, 66(1), 137-147 (2006)
James J-W Duan et al.
Bioorganic & medicinal chemistry letters, 17(1), 266-271 (2006-10-10)
Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead 1 resulted in a potent inhibitor (51), with an IC(50) of 2 nM in
Synthesis and crystal structure of 1, 2-bis (phthalimidomethyl)-1, 2-dicarba-closo-dodecaborane (12): a precursor to polyamines.
Zhu Y, et al.
Inorganic Chemistry Communications, 4(8), 447-449 (2001)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 252611-25G | 04061825973524 |
| 252611-5G | 04061825973531 |