Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

100919

Sigma-Aldrich

N-(4-Bromobutyl)phthalimide

98%

Synonym(s):

1-Phthalimido-4-bromobutane, 2-(4-Bromobutyl)-2,3-dihydro-1H-isoindole-1,3-dione, 2-(4-Bromobutyl)phthalimide, 4-Bromobutylphthalimide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H12BrNO2
CAS Number:
5394-18-3
Molecular Weight:
282.13
Beilstein:
164119
EC Number:
226-401-2
MDL number:
MFCD00005905
UNSPSC Code:
12352111
PubChem Substance ID:
24846427
NACRES:
NA.22

Quality Level

200

Assay

98%

reaction suitability

reagent type: cross-linking reagent
reagent type: linker

mp

76-80 °C (lit.)

functional group

bromo

polymer architecture

functionality: heterobifunctional

SMILES string

O=C1N(CCCCBr)C(C2=CC=CC=C21)=O

InChI

1S/C12H12BrNO2/c13-7-3-4-8-14-11(15)9-5-1-2-6-10(9)12(14)16/h1-2,5-6H,3-4,7-8H2

InChI key

UXFWTIGUWHJKDD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

N-(4-Bromobutyl)phthalimide can be used to synthesize:
  • Biologically important N4,N9-disubstituted 4,9-diaminoacridine derivatives.
  • Imidazo[4,5-b]pyridine derivatives applicable in the preparation of ketolide antibiotics.
  • Calix[4]arene and thiacalix[4]arene-based oxamate ligands.

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
STBJ7745
STBF4613V
STBB4363V
STBB4363
MKBC8931

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Synthesis of multivalent oxamate ligands based on calix [4] arene and thiacalix [4] arene backbones in 1, 3-Alternate conformation
Noamane MH, et al.
Tetrahedron, 73, 4259-4264 (2017)
Zhanhui Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 971, 10-13 (2014-09-28)
The application of antibodies to small molecules in the field of bioanalytics requires antibodies with stable biological activity and high purity; thus, there is a growing interest in developing rapid, inexpensive and effective procedures to obtain such antibodies. In this
Synthesis of derivatives of imidazo [4,5-b] pyridine: Novel sulfur contained side chains for macrolide antibiotics
Liu L, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 19, 1-4 (2008)
Development of a synthetic route towards N4, N9-disubstituted 4, 9-diaminoacridines: On the way to multi-stage antimalarials
Fonte M, et al.
Tetrahedron Letters, 60, 1166-1169 (2019)

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