CAS 16681-59-7 2-Bromo-1-methyl-1H-imidazole (HCID 2773262)

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Basic information

CAS: 16681-59-7
Standard SMILES: Cn1ccnc1Br
InChIKey: BANOTGHIHYMTDL-UHFFFAOYSA-N
Molecular formula: C4H5BrN2
Average molar mass: 161 g/mol
Monoisotopic mass: 159.96361026

Names & identifiers

Preferred name: 2-Bromo-1-methyl-1H-imidazole
IUPAC: 2-bromo-1-methylimidazole
English name: 2-Bromo-1-methyl-1H-imidazole
Molecular formula: C4H5BrN2
Molecular weight: 161

Names & synonyms

2-Bromo-1-methyl-1H-imidazole16681-59-7DTXSID00378317RefChem:85628DTXCID00329344627-485-72-bromo-1-methylimidazoleMFCD021795251-METHYL-2-BROMOIMIDAZOLE1H-Imidazole, 2-bromo-1-methyl-N-methyl-2-bromoimidazoleSCHEMBL213630

Show more names

3-METHYL-3-PHENYLBUTANOIC ACID1-Methyl-2-bromo-1H-imidazole1H-Imidazole,2-bromo-1-methyl-2-Bromo-1-methyl-1H-imidazole 97%

CHEMBL3055382-BROMO-N-METHYLIMIDAZOLE2-bromanyl-1-methyl-imidazoleimidazole, 2-bromo-1-methyl-SCHEMBL1560688SCHEMBL2047545SBB054456AKOS005258957

Database identifiers

CAS: 16681-59-7
PubChem CID: 2773262
DTXSID: DTXSID00378317
ChEMBL: CHEMBL305538
EC Number: 627-485-7
Nikkaji: J420.207D

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 17.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 66.7

Physicochemical properties

Boiling point: 172 °C · 172 °C (lit.)
Density: 1.649 g/mL · 1.649 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.5440(lit.)
Flash point: 230 °F · >230 °F
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
form: Liquid
pka: 3.83 · 3.83±0.25(Predicted)
color: Clear colorless to pale yellow to pink
InChI: InChI=1S/C4H5BrN2/c1-7-3-2-6-4(7)5/h2-3H,1H3
InChIKey: BANOTGHIHYMTDL-UHFFFAOYSA-N
SMILES: C1(Br)N(C)C=CN=1
CAS DataBase Reference: 16681 · 16681-59-7(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29332990
risk_code: 22-38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H318
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2
Precautionary statements: P280-P301+P312+P330-P302+P352-P305+P351+P338+P310

Chemistry & industry

Applications · 2 items

Uses2-Bromo-1-methylimidazole is used in in pharmaceuticals, drug candidates, ligands for transition metal catalysts and other molecular functional materials.

Uses2-Bromo-1-methyl-1H-imidazole can be used in the synthesis of the following:N-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-amine via C-N coupling with p-anisidine1,2-bis[2-methyl-5-(1-methyl-1H-imidazol-2-yl)-3-thienyl]-cyclopentene, a ligand which can form bimetallic platinum(II) complex with potent cytotoxic activity