2-Bromo-5-(trifluoromethyl)aniline supplier

Name
2-Bromo-5-(trifluoromethyl)aniline
EINECS 207-227-6
CAS No. 454-79-5
Article Data6
CAS DataBase
Density 1.697 g/cm³
Solubility Not miscible or difficult to mix in water.
Melting Point 47-49 °C
Formula C₇H₅BrF₃N
Boiling Point 243.1 °C at 760 mmHg
Molecular Weight 240.023
Flash Point 100.8 °C
Transport Information UN 3267 8/PG 2
Appearance clear colorless to light yellow liquid
Safety 26-27-36/37/39-45-37/39
Risk Codes 34-36/37/38
Molecular Structure
Hazard Symbols Xi, C
Synonyms m-Toluidine,2-bromo-a,a,a-trifluoro- (8CI);2-Amino-4-trifluoromethyl-1-bromobenzene;6-Bromo-alpha,alpha,alpha-trifluoro-m-toluidine;2-Bromo-5-trifluoromethylphenylamine;3-Amino-4-bromobenzotrifluoride;4-Bromo-3-aminobenzotrifluoride;NSC 88276;Benzenamine,2-bromo-5-(trifluoromethyl)-;
PSA 26.02000
LogP 3.63130

Synthetic route

: 349-03-1
1-bromo-4-trifluoromethyl-2-nitrobenzene

: 454-79-5
2-Bromo-5-trifluoromethylaniline

Conditions

Conditions	Yield
With iron; ammonium chloride In ethanol; water for 1h; Reflux;	58%
With tin(ll) chloride

: 98-16-8
3-trifluoromethylaniline

A: 454-79-5
2-Bromo-5-trifluoromethylaniline

B: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With tetrabutylammomium bromide; copper(ll) bromide In ethanol at 45℃; regioselective reaction;	A 28% B 33%
With bromine; acetic acid

: 98-16-8
3-trifluoromethylaniline

: 454-79-5
2-Bromo-5-trifluoromethylaniline

Conditions

Conditions	Yield
With bromine; iron

: 98-16-8
3-trifluoromethylaniline

A: 454-79-5
2-Bromo-5-trifluoromethylaniline

B: 58458-10-9
bromo-3-(trifluoromethyl)-aniline

C: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With N-Bromosuccinimide In 1,4-dioxane at 20℃;	A 32 %Chromat. B 36 %Chromat. C 32 %Chromat.
With N-Bromosuccinimide In EtCN at 20℃;	A 8 %Chromat. B 12 %Chromat. C 80 %Chromat.

...Expand

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 541-41-3
chloroformic acid ethyl ester

: 336608-64-1
N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 20℃; for 3h;	100%
With pyridine In diethyl ether; water at 20℃; for 18h; Cooling with ice;

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 1692-25-7
3-pyridylboronic acid

: 158461-54-2
2-(pyridin-3-yl)-5-(trifluoromethyl)benzeneamine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; for 2.5h; Suzuki cross-coupling; Inert atmosphere;	100%
With sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride In 1,4-dioxane; water for 24h; Suzuki cross-coupling; Heating;	91%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 100℃; for 14h; Inert atmosphere;	7.62 g
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; Inert atmosphere;

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 140-89-6
potassium ethyl xanthogenate

: 23420-87-3
2-mercapto-5-(trifluoromethyl)benzothiazole

Conditions

Conditions	Yield
With copper(l) chloride In N,N-dimethyl-formamide at 110℃; for 6h; Inert atmosphere; Sealed tube;	98.1%
In N,N-dimethyl-formamide for 4h; Heating / reflux;	92%
Stage #1: 2-Bromo-5-trifluoromethylaniline; potassium ethyl xanthogenate In N,N-dimethyl-formamide at 130℃; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 0.5h;	91%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 75-36-5
acetyl chloride

: 331005-35-7
N-(2-bromo-5-(trifluoromethyl)phenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 16h;	98%
With sodium hydrogencarbonate; triethylamine In dichloromethane at 0 - 20℃; for 2h;	75.6%
In ethyl acetate at 85℃;	71%
In ethyl acetate Heating;
In dichloromethane at 20℃; for 24h;

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 98-88-4
benzoyl chloride

: N-(2-bromo-5-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	97%
In dichloromethane at 20℃; for 24h;

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 89343-06-6
tris-iso-propylsilyl acetylene

: 5-(trifluoromethyl)-2-((triisopropylsilyl)ethynyl)aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 100℃; Sonogashira Cross-Coupling; Inert atmosphere;	97%

: 24424-99-5
di-tert-butyl dicarbonate

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 880384-45-2
N,N'-bis(tert-butyloxycarbonyl)-2-bromo-5-trifluoromethylaniline

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	96%
With dmap In tetrahydrofuran at 20℃;	96%
With dmap In tetrahydrofuran Heating;

: 62306-79-0
5-methylfuran-2-boronic acid

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2-(5-methylfuran-2-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 3h; Inert atmosphere;	95%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 6783-05-7
trans-2-phenylvinylboronic acid

: 1054567-68-8
(E)-2-styryl-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Reflux;	94%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; for 16h; Suzuki Coupling; Inert atmosphere;	81%

: 42599-16-6
(E)-1-octen-1-ylboronic acid

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: (E)-2-(oct-1-enyl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 20h; Reflux; Inert atmosphere;	94%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2-(5-fluoro-thiophen-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 2-(5-fluorothiophen-2-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; for 1h; Inert atmosphere;	94%

: 17833-07-7
2-phenylimidazo[2,1-b]benzothiazole

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: (E)-3-((2-bromo-5-(trifluoromethyl)phenyl)diazenyl)-2-phenylbenzo[d]imidazo[2,1-b]thiazole

Conditions

Conditions	Yield
With tert.-butylnitrite In ethanol at 20℃; for 1h; Green chemistry;	93%

: 64-18-6
formic acid

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 1536478-90-6
N-(2-bromo-5-(trifluoromethyl)phenyl)formamide

Conditions

Conditions	Yield
In toluene at 100℃; for 16h;	93%
With acetic anhydride In dichloromethane at 20℃; for 2h; Inert atmosphere;	91%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 4,4'-bis(trifluoromethyl)-[1,1'-biphenyl]-2-amine

Conditions

Conditions	Yield
With palladium diacetate; diisopropylamine In water at 100℃; for 0.5h; Suzuki-Miyaura Coupling;	93%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 96℃; for 24h; Inert atmosphere;	85%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 108-24-7
acetic anhydride

: 331005-35-7
N-(2-bromo-5-(trifluoromethyl)phenyl)acetamide

Conditions

Conditions	Yield
With dmap In chloroform for 24h; Reflux;	93%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 23420-87-3
2-mercapto-5-(trifluoromethyl)benzothiazole

Conditions

Conditions	Yield
In chloroform; N,N-dimethyl-formamide	92%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 471-25-0
Propiolic acid

: 1477484-83-5
N-(2-bromo-5-(trifluoromethyl)phenyl)propiolamide

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	92%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 292638-85-8
acrylic acid methyl ester

: C11H10F3NO2

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In acetonitrile at 90℃; for 16h; Heck Reaction; Inert atmosphere; Sealed tube;	92%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 536-74-3
phenylacetylene

: 1181455-55-9
2-(phenylethynyl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethanolamine In tetrahydrofuran; water for 19h; Sonogashira coupling; Inert atmosphere; Reflux;	91%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; Sonogashira Cross-Coupling; Inert atmosphere;	75%
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 80℃; for 48h; Sonogashira coupling; Inert atmosphere;	54%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 5720-07-0
4-methoxyphenylboronic acid

: 700802-70-6
4'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-amine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; for 16h;	91%

: 6165-68-0
thiophene boronic acid

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2-(thiophen-2-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; Inert atmosphere;	91%
Stage #1: thiophene boronic acid; 2-Bromo-5-trifluoromethylaniline With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 20℃; for 1.5h; Inert atmosphere; Stage #2: With sodium carbonate In 1,4-dioxane; water at 80℃; for 12h; Inert atmosphere;	75%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2113-51-1
2-iodobiphenyl

: 7-(trifluoromethyl)-9H-tribenzo[b,d,f]azepine

Conditions

Conditions	Yield
With palladium diacetate; tetra-(n-butyl)ammonium iodide; caesium carbonate; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 120℃; for 36h; Reagent/catalyst; Schlenk technique; Inert atmosphere;	89%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 445306-08-1
(2S,4R)-1-((S)-2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carboxylic acid

: 1028412-38-5
C39H42BrF3N4O6

Conditions

Conditions	Yield
With pyridine; trichlorophosphate at -15 - 20℃;	88%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 552-89-6
2-nitro-benzaldehyde

: 1453279-85-0
N-(2-nitrobenzylidene)-2-bromo-5-trifluoromethylaniline

Conditions

Conditions	Yield
In isopropyl alcohol for 0.166667h; Reflux;	88%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 700-27-6
α-trifluoromethylmaleic anhydride

: 1-(2-bromo-5-trifluoromethylphenyl)-3-trifluoromethyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With acetic acid Reflux;	88%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 768-35-4
3-fluorophenylboronic acid

: 3'-fluoro-4-(trifluoromethyl)-[1,1'-biphenyl]-2-amine

Conditions

Conditions	Yield
With palladium diacetate; diisopropylamine In water at 100℃; for 0.5h; Suzuki-Miyaura Coupling;	88%
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; Inert atmosphere;	78%

: 4383-07-7
2-hydroxymethyl-4-methylphenol

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2-methyl-8-trifluoromethyldibenz[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; copper(I) bromide In 1,4-dioxane at 110℃; for 30h;	87%

: 616-02-4
citraconic acid anhydride

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 1-(2-bromo-5-trifluoromethylphenyl)-3-methyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With acetic acid Reflux;	87%

: 75-30-9
2-iodo-propane

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 2-bromo-N-isopropyl-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: 2-Bromo-5-trifluoromethylaniline With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: 2-iodo-propane In N,N-dimethyl-formamide at 0 - 20℃; for 12h;	86%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 21615-34-9
2-Methoxybenzoyl chloride

: 1021439-40-6
2-(2-methoxyphenyl)-5-trifluoromethylbenzoxazole

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In acetonitrile at 210℃; for 0.25h; microwave irradiation;	85%

2-Bromo-5-(trifluoromethyl)aniline Chemical Properties

IUPAC Name: 2-Bromo-5-(trifluoromethyl)aniline
Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)N)Br
InChI: InChI=1S/C7H5BrF3N/c8-5-2-1-4(3-6(5)12)7(9,10)11/h1-3H,12H2
InChIKey: PZDVFXUBTKPFSG-UHFFFAOYSA-N
Molecular Weight: 240.02051 [g/mol]
Molecular Formula: C₇H₅BrF₃N
XLogP3: 3.1
H-Bond Donor: 1
H-Bond Acceptor: 4
EINECS: 207-227-6
Product Categories: Amines and Anilines; Halides; Aniline; Miscellaneous; Amines; C7; Nitrogen Compounds; Aniline series
Index of Refraction: 1.522
Molar Refractivity: 43.15 cm³
Molar Volume: 141.4 cm³
Surface Tension: 33.7 dyne/cm
Density: 1.697 g/cm³
Flash Point: 100.8 °C
Enthalpy of Vaporization: 48.01 kJ/mol
Boiling Point: 243.1 °C at 760 mmHg
Vapour Pressure: 0.0326 mmHg at 25 °C
Appearance: clear colorless to light yellow liquid
Melting Point of 6-Bromo-alpha,alpha,alpha-trifluoro-m-toluidine (CAS NO.454-79-5): 47-49 °C

2-Bromo-5-(trifluoromethyl)aniline Safety Profile

Hazard Codes: Corrosive C, Irritant Xi
Risk Statements: 34-36/37/38
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-27-36/37/39-45-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 3267 8/PG 2
WGK Germany; 3
Hazard Note Irritant
HazardClass: 8
PackingGroup: III

2-Bromo-5-(trifluoromethyl)aniline Specification

6-Bromo-alpha,alpha,alpha-trifluoro-m-toluidine (CAS NO.454-79-5), its Synonyms are Benzenamine, 2-bromo-5-(trifluoromethyl)- ; 3-Amino-4-bromobenzotrifluoride ; 2-Bromo-5-(trifluoromethyl)aniline .

Product Name

2-Bromo-5-(trifluoromethyl)aniline

Synthetic route

2-Bromo-5-(trifluoromethyl)aniline Chemical Properties

2-Bromo-5-(trifluoromethyl)aniline Safety Profile

2-Bromo-5-(trifluoromethyl)aniline Specification

Related Products

Hot Products