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4-Bromotriphenylamine
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Name

4-Bromotriphenylamine

 EINECS 628-532-4
CAS No. 36809-26-4 Density 1.369 g/cm3
PSA 3.24000 LogP 5.91890
Solubility N/A Melting Point 108-112 °C(lit.)
Formula C18H14BrN Boiling Point 419.1 °C at 760 mmHg
Molecular Weight 324.22 Flash Point 207.3 °C
Transport Information N/A Appearance whit powder or crystal
Safety 26-36/37 Risk Codes 22-36/37/38-43
Molecular Structure Molecular Structure of 36809-26-4 (4-Bromotriphenylamine) Hazard Symbols HarmfulXn
Synonyms

Triphenylamine,4-bromo- (6CI);(4-Bromophenyl)diphenylamine;1-Bromo-4-(N,N-diphenylamino)benzene;4-(Diphenylamino)-1-bromobenzene;4-Bromo-N,N-diphenylaniline;

Article Data 132

4-Bromotriphenylamine Synthetic route

589-87-7

1,4-bromoiodobenzene

122-39-4

diphenylamine

A

14118-16-2

N,N,N',N'-tetraphenyl-p-phenylenediamine

B

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With copper(l) iodide; sodium t-butanolate In tetrahydrofuran at 60℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Ullmann Condensation; Inert atmosphere; chemoselective reaction;A n/a
B 98%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate; triethylamine In hexane; toluene at 20℃; for 4h;A 25%
B 45%
603-34-9

N,N-diphenylaminobenzene

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrachloromethane for 4h; Reflux;94%
With N-Bromosuccinimide In tetrachloromethane for 4h; Heating;93%
With N-Bromosuccinimide In tetrachloromethane for 4h; Inert atmosphere; Reflux;93%
108-86-1

bromobenzene

106-40-1

4-bromo-aniline

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 115℃; for 10h; Inert atmosphere;91%
With (2-chloro-(5-trifluoromethylphenyl)pyridin-2-ylethylamine)(triphenylphosphine)copper(I) perchlorate; potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;65%
With C39H33CuF3N2P2(1+)*ClO4(1-); potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;64%
591-50-4

iodobenzene

106-40-1

4-bromo-aniline

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With copper chromium oxide; potassium hydroxide In toluene for 10h; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;84%
With 1,10-Phenanthroline; copper(I) iodide; potassium hydroxide In toluene for 12h; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;77%
With 1,10-Phenanthroline; copper(l) chloride; potassium hydroxide In toluene Ullmann Condensation; Inert atmosphere; Dean-Stark; Reflux;74%
589-87-7

1,4-bromoiodobenzene

122-39-4

diphenylamine

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 70℃;80%
With palladium diacetate; sodium t-butanolate In toluene Reflux; Inert atmosphere;79%
With palladium diacetate; sodium t-butanolate In toluene Inert atmosphere;78%
106-37-6

1.4-dibromobenzene

122-39-4

diphenylamine

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 90℃; for 15h; Buchwald-Hartwig coupling; Inert atmosphere;65%
With 1,10-Phenanthroline; potassium hydroxide; copper(I) bromide In o-xylene for 72h; Ullmann reaction; Inert atmosphere; Reflux;63.5%
Stage #1: 1.4-dibromobenzene With tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis(diphenylphosphino)ferrocene; sodium t-butanolate In toluene at 25℃; for 0.25h;
Stage #2: diphenylamine In toluene at 90℃; for 15h;		59%
591-50-4

iodobenzene

20562-66-7

Phenanthroline

106-40-1

4-bromo-aniline

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With potassium hydroxide65%
589-87-7

1,4-bromoiodobenzene

95-50-1

1,2-dichloro-benzene

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With copper; potassium carbonate; diphenylamine35%
591-50-4

iodobenzene

586-78-7

para-nitrophenyl bromide

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
(i) Cu, (heating), (ii) Zn, AcOH; Multistep reaction;
589-87-7

1,4-bromoiodobenzene

12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8

copper

122-39-4

diphenylamine

36809-26-4

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
With potassium carbonate In methanol; hexane; toluene; decalin

4-Bromotriphenylamine Specification

1.Introduction of 4-Bromotriphenylamine

The 4-Bromotriphenylamine , with its cas register number 36809-26-4, is a kind of white powder or crystal. It also can be called4-Bromo-N,N-diphenylaniline ; Triphenylamine,4-bromo- (6CI) ; (4-Bromophenyl)diphenylamine and 1-Bromo-4-(N,N-diphenylamino)benzene. 4-Bromotriphenylamine should be stored in shady and cool warehouse.

2.Properties of 4-Bromotriphenylamine

(1) XLogP3 6.4  (2) H-Bond Acceptor 1 (3) Rotatable Bond Count 3
(4) Exact Mass 323.030962  (5) MonoIsotopic Mass 323.030962  (6) Topological Polar Surface Area 3.2
(7) Heavy Atom Count 20 (8) Complexity 255 (9) Covalently-Bonded Unit Count 1
(10) Feature 3D Cation Count 1 (11) Feature 3D Hydrophobe Count 1 (12) Feature 3D Ring Count 3
(13) Effective Rotor Count 3 (14) Conformer Sampling RMSD 0.6 (15) CID Conformer Count 5

3.Structure descriptors of 4-Bromotriphenylamine

IUPAC Name: 4-bromo-N,N-diphenylaniline

InChI: InChI=1S/C18H14BrN/c19-15-11-13-18(14-12-15)20(16-7-3-1-4-8-16)17-9-5-2-
6-10-17/h1-14H

InChIKey: SQTLUXJWUCHKMT-UHFFFAOYSA-N

Canonical SMILES : C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)Br

4. Safety information of 4-Bromotriphenylamine

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-43
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3

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