Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

252611

Sigma-Aldrich

N-(Bromomethyl)phthalimide

96%

Synonym(s):

Phthalimidomethyl bromide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H6BrNO2
CAS Number:
Molecular Weight:
240.05
Beilstein:
140943
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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)
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
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)
Leonardo P Giglio et al.
Nitric oxide : biology and chemistry, 98, 41-49 (2020-03-10)
Polymeric biomaterials capable of delivering nitric oxide (NO) topically can be used to enhance skin blood flow (SkBF) and accelerate wound healing. Herein, we used reversible addition-fragmentation chain transfer radical (RAFT) polymerization to synthesize the first poly(vinyl alcohol) (PVA) functionalized

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service