| Identification | Back Directory | [Name]
4,4'-DIBROMOTRIPHENYLAMINE | [CAS]
81090-53-1 | [Synonyms]
DBTPA
K0064
4,4-dibromotrisamine
Dibromotriphenylamine
Bis(4-bromophenyl)phenyla
4,4'-DIBROMOTRIPHENYLAMINE
4,4'-Dibromotriphenylamine>
N,N-Bis(4-bromophenyl)aniline
Bis(4-bromophenyl)phenylamine
Phenylbis(4-bromophenyl)amine
N,N-BIS(P-BROMOPHENYL)ANILINE
4,4'-dibroMo-N,N-phenylaniline
4,4'-Dibromotriphenylamine 96%
4,4'-Dibromotriphenylamine,95+
N,N-Diphenyl-4,4'-dibromoaniline
4,4''-DIBROMOTRIPHENYLAMINE 98+%
4,4'-Dibromo-phenyltriphenylamine
4,4'-(Phenylimino)bis(1-bromobenzene)
4-Bromo-N-(4-bromophenyl)-N-phenylaniline
4-bromo-N-(4-bromophenyl)-N-phenylBenzenamine
Benzenamine, 4-bromo-N-(4-bromophenyl)-N-phenyl-
4,4'-Dibromotriphenylamine (purified by sublimation) | [EINECS(EC#)]
628-703-3 | [Molecular Formula]
C18H13Br2N | [MDL Number]
MFCD00060104 | [MOL File]
81090-53-1.mol | [Molecular Weight]
403.11 |
| Chemical Properties | Back Directory | [Melting point ]
69°C | [Boiling point ]
470.7±30.0 °C(Predicted) | [density ]
1.593 | [Fp ]
110 °C | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Solid | [pka]
-4.29±0.50(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C18H13Br2N/c19-14-6-10-17(11-7-14)21(16-4-2-1-3-5-16)18-12-8-15(20)9-13-18/h1-13H | [InChIKey]
KIGVOJUDEQXKII-UHFFFAOYSA-N | [SMILES]
C1(N(C2=CC=C(Br)C=C2)C2=CC=CC=C2)=CC=C(Br)C=C1 |
| Hazard Information | Back Directory | [Description]
4,4′-Dibromotriphenylamine is a brominated derivative of aniline, a
primary aromatic amine. It is a synthetic reagent for proteomics
research. It is also employed as a starting material in the synthesis of
various compounds. | [Uses]
| [Biological Functions]
4,4′-Dibromotriphenylamine acts as an inhibitor of enzymes involved in metabolism, a substrate for certain enzymes, and a modulator of certain receptor systems. | [Synthesis]
Step 1: Synthesis of 4,4'-dibromotriphenylamine
1. 12 g (50 mmol) of triphenylamine was dissolved in 250 mL of ethyl acetate in a 500 mL conical flask.
2. 18 g (100 mmol) of N-bromosuccinimide (NBS) was added to the above solution.
3. The reaction mixture was stirred at room temperature for 24 hours.
4. Upon completion of the reaction, the reaction mixture was washed with deionized water.
5. The mixture was dried by adding anhydrous magnesium sulfate to remove water.
6. The desiccant was removed by filtration and the filtrate was concentrated. 7.
7. 20 g of white solid product was obtained after drying in 99% yield. | [References]
[1] Patent: WO2009/72587, 2009, A1. Location in patent: Page/Page column 191
[2] Patent: WO2009/139358, 2009, A1. Location in patent: Page/Page column 90
[3] Journal of Materials Chemistry C, 2016, vol. 4, # 13, p. 2579 - 2586
[4] Journal of Materials Chemistry C, 2016, vol. 4, # 43, p. 10301 - 10308
[5] Journal of Materials Chemistry, 2012, vol. 22, # 23, p. 11629 - 11635 |
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