N-Bromophthalimide - CAS 2439-85-2

Name: N-Bromophthalimide
Brand: BOC Sciences
Rating: 5 (1 reviews)

Technical Data

IUPAC Name:	2-bromoisoindole-1,3-dione
Description:	N-Bromophthalimide (CAS# 2439-85-2) is a useful catalyst for reactions such as the Hofmann-Loffler reactions of sulfonimides under visible Light and the synthesis of naphthols via bromide-mediated intermolecular annulation.
Molecular Weight:	226.03
Molecular Formula:	C8H4BrNO2
Canonical SMILES:	C1=CC=C2C(=C1)C(=O)N(C2=O)Br
InChI:	InChI=1S/C8H4BrNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
InChI Key:	MARXMDRWROUXMD-UHFFFAOYSA-N
Boiling Point:	332.3 °C at 760 mmHg
Melting Point:	199-203 °C
Purity:	> 95.0 % (T)
Density:	1.932 g/cm³
Appearance:	Pale yellow to yellow powder
MDL:	MFCD00005888
LogP:	1.53040

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-112592247-A	Photocatalytic continuous bromination method	20210302
CN-112592247-B	Photocatalytic continuous bromination method	20210302
CN-112876404-A	Synthesis method of phthalimide trifluoro-methionation reagent	20210225
CN-112851564-A	Sulfonated group-containing phthalimide additive, electrolyte containing same and lithium ion battery	20210128
CN-112047925-A	Preparation method of N- (aryl/heteroaryl) alkyl-diamide	20200916

PMID	Publication Date	Title	Journal
23965175	20131001	Carbonic anhydrase inhibitors: synthesis and inhibition of the human carbonic anhydrase isoforms I, II, VII, IX and XII with benzene sulfonamides incorporating 4,5,6,7-tetrabromophthalimide moiety	Bioorganic & medicinal chemistry
22730413	20120727	Enantioselective bromolactonization using an S-alkyl thiocarbamate catalyst	Angewandte Chemie (International ed. in English)
22462775	20120411	Site-selective bromination of vancomycin	Journal of the American Chemical Society
21571258	20110906	Glycosylation via mixed disulfide formation using glycosylthio-phthalimides and -succinimides as glycosylsulfenyl-transfer reagents	Carbohydrate research
15951230	20051201	Density functional theory study of the FT-IR spectra of phthalimide and N-bromophthalimide	Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy

Complexity:	217
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	224.94254
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	224.94254
Rotatable Bond Count:	0
Topological Polar Surface Area:	37.4 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.7