benzyltrimethylazanium; tribroman-2-uide

• ChemBase ID: 146348
• Molecular Formular: C10H16Br3N
• Molecular Mass: 389.95274
• Monoisotopic Mass: 386.88328552
• SMILES: C[N+](C)(C)Cc1ccccc1.Br[Br-]Br
• Canonical SMILES: C[N+](Cc1ccccc1)(C)C.Br[Br-]Br
• InChI: InChI=1S/C10H16N.Br3/c1-11(2,3)9-10-7-5-4-6-8-10;1-3-2/h4-8H,9H2,1-3H3;/q+1;-1
• InChIKey: OQESKQAHRXOSMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyltrimethylazanium; tribroman-2-uide
• IUPAC Traditional name: benzyltrimethylazanium; tribroman-2-uide
• Synonyms: BTMABr3; Benzyltrimethylammonium bromide dibromide; Benzyltrimethylammonium tribromide; Benzyltrimethylammonium tribromide; 苄基三甲基溴化铵二溴; 苄基三甲基三溴化铵

Database IDs

• CAS Number: 111865-47-5
• MDL Number: MFCD00134423
• Beilstein Number: 7105839
• PubChem SID: 24863442; 162240546
• PubChem CID: 2756663

CALCULATED PROPERTIES

• Acid pKa: 18.822325
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -2.247694
• LogD (pH = 7.4): -2.247694
• Log P: -2.247694
• Molar Refractivity: 60.5143 cm^3
• Polarizability: 19.203337 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-101 °C; 99-101 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (AT); 97%; 98%
• Grade: purum
• Linear Formula: C6H5CH2N(Br3)(CH3)3

DETAILS

Sigma Aldrich - 376426

Packaging
10 g in glass bottle

Sigma Aldrich - 14002

Other Notes
Convenient-to-handle, solid brominating reagent with a greater brominating potential than tetrabutylammonium tribromide. BTMABr3 has been used for the bromination of phenols, methyl ketones, and aromatic amines 1; Hofmann degradation of amides2; Reagent for oxidations3