3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione

Basic Information

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CAS Number

3005-27-4

Molecular Formula

C5H3Br2NO2

Molecular Weight

268.89 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

120-124 °C

Boiling Point

246.1°C at 760 mmHg

Flash Point

102.6 °C

Refractive Index

1.6400 (estimate)

SMILES

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CN1C(=O)C(=C(C1=O)Br)Br

InChI

InChI=1S/C5H3Br2NO2/c1-8-4(9)2(6)3(7)5(8)10/h1H3

InChIKey

CKITYUQKOJMMOI-UHFFFAOYSA-N

LogP

0.9863999999999999

Topological Polar Surface Area

37.38 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

222

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

DTXSID10184108
NSC 120444
N-Methyl-dibromomaleinimide
AKOS015898164
MFCD00102284
3,4-dibromo-1-methylpyrrole-2,5-dione
V5U5TK6UT5
FT-0649322
3,4-bis(bromanyl)-1-methyl-pyrrole-2,5-dione
3,4-Dibromo-1-methyl-2,5-dihydropyrrole-2,5-dione
AC-24743
CS-0151206
NSC120444
SCHEMBL1163642
3,4-Dibromo-N-methylpyrrole-2,5-dione
N-Methyldibromomaleimide
1H-Pyrrole-2,5-dione, 3,4-dibromo-1-methyl-
SS-4665
1-Methyl-3,4-dibromomaleimide
3,4-Dibromo-1-methyl-1H-pyrrole-2,5-dione #
1H-Pyrrole-2, 3,4-dibromo-1-methyl-
MALEIMIDE, DIBROMO-N-METHYL-
NSC-120444
3,4-dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione
Maleimide,3-dibromo-N-methyl-
A820162
2,3-Dibromo-N-methylmaleimide, 99%
3,4-Dibromo-N-methylmaleimide
3,4-Dibromo-1-methyl-1H-pyrrole-2,5-dione
N-Methyl-2,3-dibromomaleimide
2,3-Dibromo-N-methylmaleimide

MDL Number

MFCD00102284

Customs Code

2925190090

FAQ

What are the physical and chemical properties of 3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione (CAS: 3005-27-4)?

3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione is a crystalline compound with a molecular weight of approximately 323.02 g/mol. It is poorly soluble in water but soluble in most organic solvents. The compound is known for its high reactivity, particularly towards nucleophilic substitution reactions. It has a low vapor pressure and is stable under normal conditions.

How is 3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione (CAS: 3005-27-4) typically synthesized?

3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione can be synthesized via the bromination of 1-methyl-2,5-dihydro-1H-pyrrole using N-bromosuccinimide (NBS) as a brominating agent. The reaction is typically conducted in an inert solvent like chloroform or dichloromethane under light or UV irradiation. The yield is generally good, and the selectivity is high for the bromination at the 3,4-positions.

What industries use 3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione (CAS: 3005-27-4)?

3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione is used in the pharmaceutical industry for the synthesis of certain drugs. It also finds applications in the production of sensors and semiconductors. Additionally, it is utilized in the polymer industry for the modification of polymer properties.

What precautions should be taken when handling 3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione (CAS: 3005-27-4)?

When handling 3,4-Dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a laboratory coat. The compound should be handled in a well-ventilated area or a fume hood. In case of a spill, it should be cleaned up immediately using appropriate spill kits. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.