Product Name

  • Name

    2-BROMO-6-FLUOROANILINE

  • EINECS 464-930-2
  • CAS No. 65896-11-9
  • Article Data5
  • CAS DataBase
  • Density 1.694 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H5BrFN
  • Boiling Point 211 °C at 760 mmHg
  • Molecular Weight 190.015
  • Flash Point 81.4 °C
  • Transport Information UN2810
  • Appearance Clear yellow to brown liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 65896-11-9 (2-BROMO-6-FLUOROANILINE)
  • Hazard Symbols IrritantXi,ToxicT
  • Synonyms 2-Bromo-6-fluorobenzenamine;
  • PSA 26.02000
  • LogP 2.75160

Synthetic route

2-bromo-6-fluorobenzoic acid
2252-37-1

2-bromo-6-fluorobenzoic acid

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

Conditions
ConditionsYield
Stage #1: 2-bromo-6-fluorobenzoic acid With sulfuric acid at 60℃; for 1.5h;
Stage #2: With sodium azide at 20℃; for 42h; Schmidt rearrangement;
Stage #3: With ammonium hydroxide at 0℃;		86%
2-Fluoroaniline
348-54-9

2-Fluoroaniline

A

4-bromo-2-fluoroaniline
367-24-8

4-bromo-2-fluoroaniline

B

2,4-dibromo-6-fluorophenylamine
141474-37-5

2,4-dibromo-6-fluorophenylamine

C

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

Conditions
ConditionsYield
Stage #1: 2-Fluoroaniline With n-butyllithium In diethyl ether; hexane at -78℃; for 1h;
Stage #2: With poly[4-(dibutyliodostannyl)butyl]styrene In diethyl ether; hexane at 20℃; for 18h;
Stage #3: With bromine In diethyl ether; hexane; dichloromethane at -78 - 20℃; for 2h;		A 70%
B n/a
C n/a
...Expand
2-Fluoroaniline
348-54-9

2-Fluoroaniline

A

4-bromo-2-fluoroaniline
367-24-8

4-bromo-2-fluoroaniline

B

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

Conditions
ConditionsYield
With sodium perborate; ammonium heptamolybdate; potassium bromide In acetic acid at 20℃; for 1h; Bromination;
2-Fluoroaniline
348-54-9

2-Fluoroaniline

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

Conditions
ConditionsYield
With hydrogen bromide; dimethyl sulfoxide In ethyl acetate at 60℃; for 12h;
acetic anhydride
108-24-7

acetic anhydride

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(2-bromo-6-fluorophenyl)acetamide

N-(2-bromo-6-fluorophenyl)acetamide

Conditions
ConditionsYield
In dichloromethane Inert atmosphere; Reflux;100%
2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine
1338379-58-0

3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 108h; Inert atmosphere;98%
With palladium diacetate; 2-dicyclohexylphosphino-2',6'-dimethylbiphenyl In toluene at 100℃; for 3h;62%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

C10H10FNO2

C10H10FNO2

Conditions
ConditionsYield
With N-Methyldicyclohexylamine; chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II) In Isopropyl acetate at 80℃; for 5h; Inert atmosphere;97%
2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

2‑bromo‑6‑fluoronitrobenzene
886762-70-5

2‑bromo‑6‑fluoronitrobenzene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 70℃; for 2h;88%
Stage #1: 2-bromo-6-fluoroaniline With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 0.5h; Reflux;
Stage #2: With dihydrogen peroxide; nitric acid; acetic acid at 20 - 90℃; for 0.5h;
Stage #1: 2-bromo-6-fluoroaniline With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 0.5h; Reflux;
Stage #2: With dihydrogen peroxide; nitric acid In acetic acid at 20 - 90℃; for 0.5h;
2-methoxy-5-trifluoromethylphenyl isocyanate
16588-75-3

2-methoxy-5-trifluoromethylphenyl isocyanate

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

3-(2-bromo-6-fluorophenyl)-1-[2-methoxy-5-(trifluoromethyl)phenyl]urea
917389-23-2

3-(2-bromo-6-fluorophenyl)-1-[2-methoxy-5-(trifluoromethyl)phenyl]urea

Conditions
ConditionsYield
In acetonitrile at 35 - 88℃; for 38 - 45h; Product distribution / selectivity;87.5%
Glutaraldehyde
111-30-8

Glutaraldehyde

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

C11H13BrFN

C11H13BrFN

Conditions
ConditionsYield
Stage #1: Glutaraldehyde; 2-bromo-6-fluoroaniline With sodium tris(acetoxy)borohydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: With sodium triacetoxy borohydride In tetrahydrofuran at 0 - 20℃; for 3h;		85%
carbon monoxide
201230-82-2

carbon monoxide

aniline
62-53-3

aniline

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

trimethyl orthoformate
149-73-5

trimethyl orthoformate

8-Ffuoro-3-phenylquinazolin-4(3H)-one
1593583-16-4

8-Ffuoro-3-phenylquinazolin-4(3H)-one

Conditions
ConditionsYield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; catacxium A In 1,4-dioxane at 100℃; under 7500.75 Torr; for 16h; Inert atmosphere; Autoclave;84%
...Expand
carbon monoxide
201230-82-2

carbon monoxide

acetic anhydride
108-24-7

acetic anhydride

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

8-fluoro-2-methyl-4H-benzo[d][1,3]oxazin-4-one
1044749-59-8

8-fluoro-2-methyl-4H-benzo[d][1,3]oxazin-4-one

Conditions
ConditionsYield
With potassium tetrachloropalladate(II); N-ethyl-N,N-diisopropylamine; catacxium A In toluene at 100℃; under 1500.15 Torr; for 16h; Autoclave;83%
...Expand
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

C13H12FNO

C13H12FNO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere;81%
2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

methyl iodide
74-88-4

methyl iodide

C8H9BrFN

C8H9BrFN

Conditions
ConditionsYield
Stage #1: 2-bromo-6-fluoroaniline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;		80%
2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

isopropyl zinc bromide
77047-87-1

isopropyl zinc bromide

2-fluoro-6-isopropylaniline
126476-48-0

2-fluoro-6-isopropylaniline

Conditions
ConditionsYield
With palladium diacetate In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Sealed tube;77%
pivaloyl chloride
3282-30-2

pivaloyl chloride

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(2-bromo-6-fluorophenyl)pivalamide
865626-99-9

N-(2-bromo-6-fluorophenyl)pivalamide

Conditions
ConditionsYield
With pyridine at 20℃; for 3h;76%
With pyridine In methanol at 20℃; for 3h;76%
With triethylamine In dichloromethane at 0 - 20℃;
N-methylaniline
100-61-8

N-methylaniline

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

C13H11BrFN3

C13H11BrFN3

Conditions
ConditionsYield
Stage #1: 2-bromo-6-fluoroaniline With hydrogenchloride In acetonitrile at 20℃;
Stage #2: With sodium nitrite In water; acetonitrile at 0℃;
Stage #3: N-methylaniline at 0 - 20℃; pH=< 6 - < 8;		76%
Stage #1: 2-bromo-6-fluoroaniline With hydrogenchloride In acetonitrile at 0℃; for 0.25h;
Stage #2: With sodium nitrite In water; acetonitrile at 0 - 5℃; for 0.5h;
Stage #3: N-methylaniline With sodium hydrogencarbonate In acetonitrile pH=6 - 8;
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

carbon dioxide
124-38-9

carbon dioxide

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

3-(tert-butyl)-8-fluoroquinazoline-2,4(1H,3H)-dione

3-(tert-butyl)-8-fluoroquinazoline-2,4(1H,3H)-dione

Conditions
ConditionsYield
With palladium diacetate; triphenylphosphine; cesium fluoride In dimethyl sulfoxide at 90℃; under 15001.5 Torr; for 12h; Reagent/catalyst; Schlenk technique; Autoclave;74%
...Expand
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

methyl (2E)-3-(2-amino-3-fluorophenyl)acrylate
690664-20-1

methyl (2E)-3-(2-amino-3-fluorophenyl)acrylate

Conditions
ConditionsYield
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 48h; Heck Reaction; Heating / reflux;68%
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 48h;68%
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine for 48h; Heck Reaction;68%
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 48h; Heck coupling; Heating / reflux;68%
With N-Methyldicyclohexylamine; chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II) In Isopropyl acetate at 80℃; for 5h; Heck Reaction; Inert atmosphere; Large scale;16.2 kg
trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(2-bromo-6-hydroxyphenyl)-2,2,2-trifluoroacetamide

N-(2-bromo-6-hydroxyphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With Oxone In 1,4-dioxane at 90℃; Schlenk technique; Inert atmosphere; chemoselective reaction;68%
ethyl N-(2-cyano-4-nitrophenyl)formimidate
22363-16-2

ethyl N-(2-cyano-4-nitrophenyl)formimidate

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(2-bromo-6-fluorophenyl)-6-nitroquinazolin-4-amine
1474030-52-8

N-(2-bromo-6-fluorophenyl)-6-nitroquinazolin-4-amine

Conditions
ConditionsYield
With acetic acid for 1h; Dimroth Rearrangement; Reflux;67%
C18H17NO3
884048-29-7

C18H17NO3

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

C24H21FN2O3
884034-53-1

C24H21FN2O3

Conditions
ConditionsYield
With isopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 90℃; for 0.5h;62%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(2-bromo-6-fluorophenyl)-4-methylbenzenesulfonamide

N-(2-bromo-6-fluorophenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 40℃;61%
2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

1-bromo-2-iodo-3-methoxybenzene
450412-22-3

1-bromo-2-iodo-3-methoxybenzene

2-bromo-N-(2-bromo-6-methoxyphenyl)-6-fluoroaniline

2-bromo-N-(2-bromo-6-methoxyphenyl)-6-fluoroaniline

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 2,2'-bis(diphenylphosphino)biphenyl; sodium t-butanolate In toluene for 94h; Inert atmosphere; Reflux;61%
4-methyl-3-cyclohexen-1-one
5259-65-4

4-methyl-3-cyclohexen-1-one

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

8-fluoro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one

8-fluoro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one

Conditions
ConditionsYield
With potassium carbonate; tris(dibenzylideneacetone)dipalladium (0); 1,1'-bis(diisopropylphosphino)ferrocene In toluene at 110℃; for 8h;60%
(2,3-difluorophenyl)boronic acid
121219-16-7

(2,3-difluorophenyl)boronic acid

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

2',3,3'-trifluoro-[1,1'-biphenyl]-2-amine

2',3,3'-trifluoro-[1,1'-biphenyl]-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; toluene for 15h; Inert atmosphere; Reflux;60%
4,4-dimethylpent-1-en-3-ol
60041-31-8, 61348-36-5, 24580-44-7

4,4-dimethylpent-1-en-3-ol

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

2-(tert-butyl)-8-fluoroquinoline
1286756-88-4

2-(tert-butyl)-8-fluoroquinoline

Conditions
ConditionsYield
Stage #1: 4,4-dimethylpent-1-en-3-ol; 2-bromo-6-fluoroaniline With bis(η3-allyl-μ-chloropalladium(II)); N-Methyldicyclohexylamine; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine In acetonitrile at 90℃; for 1h; Improved Larock synthesis; Inert atmosphere;
Stage #2: With di-isopropyl azodicarboxylate; acetic acid In acetonitrile at 90℃; for 0.25h; Improved Larock synthesis; Inert atmosphere;		59%
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine In 1,4-dioxane at 100℃; for 12h; Inert atmosphere;58%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

(S)-(-)-1-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride
64982-62-3

(S)-(-)-1-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

(1S)-N-(2-bromo-6-fluorophenyl)-1-methyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(1S)-N-(2-bromo-6-fluorophenyl)-1-methyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; 2-bromo-6-fluoroaniline In tetrahydrofuran at 0 - 20℃; for 1.5h;
Stage #2: (S)-(-)-1-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride With triethylamine In tetrahydrofuran at 20 - 60℃;		52%
...Expand
ethyl N-phenylformimidate
6780-49-0

ethyl N-phenylformimidate

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

N-(6-fluoro-2-bromophenyl)-N’-phenylformamidine

N-(6-fluoro-2-bromophenyl)-N’-phenylformamidine

Conditions
ConditionsYield
In neat (no solvent) at 50℃;49%
bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 80℃; for 12h;49%
2-bromo-6-fluoroaniline
65896-11-9

2-bromo-6-fluoroaniline

4-Bromophenyl isothiocyanate
1985-12-2

4-Bromophenyl isothiocyanate

N-(4-bromophenyl)-4-fluorobenzothiazol-2-ylamine
1431300-97-8

N-(4-bromophenyl)-4-fluorobenzothiazol-2-ylamine

Conditions
ConditionsYield
Stage #1: 2-bromo-6-fluoroaniline; 4-Bromophenyl isothiocyanate In dimethyl sulfoxide at 18 - 25℃; for 0.5h; Inert atmosphere;
Stage #2: With copper(l) iodide In dimethyl sulfoxide at 120℃; Inert atmosphere;		45.2%

2-Bromo-6-fluoroaniline Specification

The 2-Bromo-6-fluoroaniline, with the CAS registry number 65896-11-9, is also known as 2-Bromo-6-fluorobenzenamine. It belongs to the product categories of Anilines, Aromatic Amines and Nitro Compounds; Amines; C2 to C6; Nitrogen Compounds; Aromatics. This chemical's molecular formula is C6H5BrFN and molecular weight is 190.01. What's more, its IUPAC name is the same with its product name. It should be kept in a cold and dry place.

Physical properties about 2-Bromo-6-fluoroaniline are: (1)ACD/LogP: 2.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.52; (4)ACD/LogD (pH 7.4): 2.52; (5)ACD/BCF (pH 5.5): 48.49; (6)ACD/BCF (pH 7.4): 48.49; (7)ACD/KOC (pH 5.5): 560.03; (8)ACD/KOC (pH 7.4): 560.05; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 38.17 cm3; (15)Molar Volume: 112.1 cm3; (16)Surface Tension: 45.2 dyne/cm; (17)Density: 1.694 g/cm3; (18)Flash Point: 81.4 °C; (19)Enthalpy of Vaporization: 44.73 kJ/mol; (20)Boiling Point: 211 °C at 760 mmHg; (21)Vapour Pressure: 0.187 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. What's more, 2-Bromo-6-fluoroaniline at low levels cause damage to health. Therefore, you should wear suitable protective clothing. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Fc1cccc(Br)c1N
(2) InChI: InChI=1S/C6H5BrFN/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2
(3) InChIKey: ALZFPYUPNVLVQM-UHFFFAOYSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View