2,3-Dibromo-N-methylmaleimide
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Basic information
- CAS
3005-27-4- Standard SMILES
CN1C(=O)C(Br)=C(Br)C1=O- InChIKey
CKITYUQKOJMMOI-UHFFFAOYSA-N- Molecular formula
- C5H3Br2NO2
- Average molar mass
- 268.89 g/mol
- Monoisotopic mass
- 266.85305254
Names & identifiers
- Preferred name
- 2,3-Dibromo-N-methylmaleimide
- IUPAC
- 3,4-dibromo-1-methylpyrrole-2,5-dione
- English name
- 2,3-Dibromo-N-methylmaleimide
- Molecular formula
- C5H3Br2NO2
- Molecular weight
- 268.89
Names & synonyms
2,3-Dibromo-N-methylmaleimideRefChem:441983625-814-93005-27-4N-Methyl-2,3-dibromomaleimide3,4-dibromo-1-methylpyrrole-2,5-dioneN-Methyl-dibromomaleinimideMALEIMIDE, DIBROMO-N-METHYL-3,4-dibromo-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione3,4-Dibromo-1-methyl-1H-pyrrole-2,5-dione1H-Pyrrole-2,5-dione, 3,4-dibromo-1-methyl-Maleimide, 2,3-dibromo-N-methyl-
Show more names
3,4-dibromo-1-methyl-pyrrole-2,5-dioneSKL607dibromo-n-methyl-maleimidN-METHYLDIBROMOMALEINIMIDE2,3-DibroMo-N-MethylMaleiMide 99%
MFCD00102284NSC 120444BRN 01291493,4-Dibromo-N-methylmaleimideDibromo-N-methylmaleimideV5U5TK6UT53,4-Dibromo-N-methylpyrrole-2,5-dione5-21-10-00050 (Beilstein Handbook Reference)
Database identifiers
- CAS
3005-27-4- PubChem CID
- 18155
- DTXSID
DTXSID10184108- UNII
- V5U5TK6UT5
- EC Number
- 625-814-9
- Nikkaji
- J171.280B
Properties
Computed structural propertiesFilling in
- XLogP
- 1.3
- Topological polar surface area
- 37.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 222
Physicochemical properties
- Melting point
- 120 · 120-124 °C (lit.)
- Boiling point
- 105 °C · 105°C (rough estimate)
- Density
- 2.2935 · 2.2935 (rough estimate)
- refractive index
- 1.64 · 1.6400 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- -6.23 · -6.23±0.60(Predicted)
- Appearance
- White to yellow Solid
- InChI
- 1S/C5H3Br2NO2/c1-8-4(9)2(6)3(7)5(8)10/h1H3
- InChIKey
- CKITYUQKOJMMOI-UHFFFAOYSA-N
- SMILES
- CN1C(=O)C(Br)=C(Br)C1=O
- CAS DataBase Reference
- 3005 · 3005-27-4(CAS DataBase Reference)
- FDA UNII
- 5 U5TK6UT5 · V5U5TK6UT5
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P501
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- Safety Statements
- 36 · 36
- WGK Germany
- 3 · 3
- RTECS
- 5125000 · ON5125000
- HS Code
- 2933998090 · 2933998090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- ON5125000
- hs_code
- 2933998090
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
Uses2,3-Dibromo-N-methylmaleimide can be used to synthesize bis-indolylmaleimides via reaction with indolyl magnesium bromide. It can also undergo mono-cross coupling with triorganoindium derivatives which can be further coupled with naphthodithiophene to form an intermediate for [5]thiahelicene synthesis.
Related reactions
16 records
Compound notes
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