4-Bromo-3-fluorotoluene supplier

Name
4-Bromo-3-fluorotoluene
EINECS -0
CAS No. 452-74-4
Article Data6
CAS DataBase
Density 1.498 g/cm³
Solubility
Melting Point
Formula C₇H₆BrF
Boiling Point 185.7 °C at 760 mmHg
Molecular Weight 189.027
Flash Point 68.6 °C
Transport Information UN 1993 3/PG 3
Appearance colorless to light yellow liquid
Safety 26-37/39-16
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Toluene,4-bromo-3-fluoro- (7CI,8CI);1-Bromo-2-fluoro-4-methylbenzene;2-Fluoro-4-methyl-1-bromobenzene;3-Fluoro-4-bromotoluene;
PSA 0.00000
LogP 2.89660

Synthetic route

: 2,6-dibromo-3-fluorotoluene

: 93765-84-5
2,4-dibromo-5-fluorotoluene

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen; sodium acetate In methanol at 75 - 80℃; under 16501.7 Torr; for 10h; Pressure; Solvent; Temperature; Autoclave;	92%

: 53078-85-6
2-bromo-5-methylaniline

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-methylaniline With hydrogenchloride; sodium tetrafluoroborate; sodium nitrite Stage #2: Schiemann reaction; Heating;	57.7%

: 352-70-5
m-Fluorotoluene

A: 452-63-1
2-Bromo-5-fluorotoluene

B: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
With tetrachloromethane; iron Bromierung;

: 89-62-3
4-methyl-2-nitroaniline

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multistep reaction;

: 2-bromo-5-methyl benzenediazonium tetrafluoroborate

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
(heating);

: 56-23-5
tetrachloromethane

: 352-70-5
m-Fluorotoluene

: 7726-95-6
bromine

iron-powder: iron-powder

A: 452-63-1
2-Bromo-5-fluorotoluene

B: 452-74-4
4-bromo-3-fluorotoluene

...Expand

: 352-70-5
m-Fluorotoluene

A: 452-74-4
4-bromo-3-fluorotoluene

B 5-fluoro-2-bromo-1-methyl-benzene: 5-fluoro-2-bromo-1-methyl-benzene

Conditions

Conditions	Yield
With tetrachloromethane; iron Bromierung;

: 5326-34-1
4-Bromo-3-nitrotoluene

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 84.9 percent / Fe; CH3COOH 2.1: HCl; NaBF4; NaNO2 2.2: 57.7 percent / Heating View Scheme

: 612-45-3
4-methyl-2-nitroacetanilide

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 99.4 percent / Claisen's base 2.1: H2SO4; NaNO2 2.2: 51.8 percent / Cu2Br2 3.1: 84.9 percent / Fe; CH3COOH 4.1: HCl; NaBF4; NaNO2 4.2: 57.7 percent / Heating View Scheme

: 89-62-3
4-methyl-2-nitroaniline

MCN: MCN

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: H2SO4; NaNO2 1.2: 51.8 percent / Cu2Br2 2.1: 84.9 percent / Fe; CH3COOH 3.1: HCl; NaBF4; NaNO2 3.2: 57.7 percent / Heating View Scheme

: 75-16-1
methylmagnesium bromide

: 136434-77-0
4-bromo-3-fluoroiodobenzene

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
With C72H63P6Pd3(1+)*I(1-) In tetrahydrofuran; toluene at 20℃; Inert atmosphere; Glovebox; chemoselective reaction;	89 %Spectr.

: 452-63-1
2-Bromo-5-fluorotoluene

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron; bromine / 1,2-dichloro-ethane / 2.5 h / 30 - 35 °C 2: sodium acetate; 5%-palladium/activated carbon; hydrogen / methanol / 10 h / 75 - 80 °C / 16501.7 Torr / Autoclave View Scheme

: 352-70-5
m-Fluorotoluene

: 452-74-4
4-bromo-3-fluorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron; bromine / 1,2-dichloro-ethane / 10 h / 30 - 35 °C 2: sodium acetate; 5%-palladium/activated carbon; hydrogen / methanol / 10 h / 75 - 80 °C / 16501.7 Torr / Autoclave View Scheme

: 452-74-4
4-bromo-3-fluorotoluene

: 544-92-3
copper(I) cyanide

: 85070-67-3
2-fluoro-4-methylbenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 24h; Heating;	100%
In N,N-dimethyl-formamide for 5h; Heating;	94%
In N,N-dimethyl-formamide for 24h; Heating / reflux;	88%

: 452-74-4
4-bromo-3-fluorotoluene

: 224185-19-7
3-bromo-4-fluoro-6-methylnitrobenzene

Conditions

Conditions	Yield
With sulfuric acid; potassium nitrate at 0 - 20℃;	100%
With sulfuric acid; potassium nitrate at 0℃;	100%
With sulfuric acid; nitric acid at 0℃;	92%

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 1670-14-0
benzamidine monohydrochloride

: 7-methyl-2-phenylquinazoline-4(3H)-one

Conditions

Conditions	Yield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; catacxium A In N,N-dimethyl acetamide at 140℃; under 7500.75 Torr; for 22h; Inert atmosphere; Autoclave;	99%

...Expand

: 288-47-1
1,3-thiazole

: 452-74-4
4-bromo-3-fluorotoluene

: 5-(2-fluoro-4-methylphenyl)thiazole

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; catacxium A; Trimethylacetic acid In N,N-dimethyl acetamide at 110℃; for 16h; Inert atmosphere;	99%

: 452-74-4
4-bromo-3-fluorotoluene

: 170981-26-7
2-fluoro-4-methylphenylboronic acid

Conditions

Conditions	Yield
	97%
With n-butyllithium; triethyl borate In tetrahydrofuran; hexane at -70 - 20℃; for 19h;	75%
With n-butyllithium; Triisopropyl borate In tetrahydrofuran; hexane; toluene at -40℃; for 2h;

: 452-74-4
4-bromo-3-fluorotoluene

: 557-21-1
dicyanozinc

: 85070-67-3
2-fluoro-4-methylbenzonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;	96%
tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃; for 3h;	96%

: 753-90-2
trifluoroethylamine

: 452-74-4
4-bromo-3-fluorotoluene

: C9H9F4N

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Inert atmosphere;	96%

: 51-17-2
benzoimidazole

: 452-74-4
4-bromo-3-fluorotoluene

: 1-(2-bromo-5-methylphenyl)benzimidazole

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 150℃;	96%

: 452-74-4
4-bromo-3-fluorotoluene

: 153556-42-4
4-bromo-3-fluorobenzoic acid

Conditions

Conditions	Yield
With pyridine; potassium permanganate for 40h; Heating;	94%
With pyridine; potassium permanganate at 90℃;	88%
Stage #1: 4-bromo-3-fluorotoluene With pyridine; potassium permanganate; water at 90℃; for 3h; Stage #2: With sodium hydroxide In water Stage #3: With hydrogenchloride In water pH=2;	73%

: 452-74-4
4-bromo-3-fluorotoluene

: 1071-36-9
sodium cyanoacetate

: 518070-26-3
2-(2-fluoro-4-methylphenyl)acetonitrile

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In 1,3,5-trimethyl-benzene at 20 - 140℃; for 5.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;	91%

: 452-74-4
4-bromo-3-fluorotoluene

: 127425-73-4
1-bromo-4-(bromomethyl)-2-fluorobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In acetonitrile for 3h; Reflux;	90%
With N-Bromosuccinimide; dibenzoyl peroxide In acetonitrile for 3h; Reflux;	90%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 3.5h; Reflux;	80%

: 452-74-4
4-bromo-3-fluorotoluene

: 73183-34-3
bis(pinacol)diborane

: 1165936-03-7
2-(2-fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride; potassium propionate In ethyl acetate Suzuki Coupling; Reflux;	90%
With 10H-phenothiazine; caesium carbonate In acetonitrile for 24h; Irradiation; Sealed tube; Inert atmosphere;	65%
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In DMF (N,N-dimethyl-formamide) at 20 - 80℃; for 16h;

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 2835-98-5
2-Hydroxy-4-methylanilin

: 3,7-dimethyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	87%

...Expand

: 452-74-4
4-bromo-3-fluorotoluene

: 151169-75-4
3,4-dichlophenylboronic acid

: 1200722-42-4
3',4'-dichloro-2-fluoro-4-methyl-biphenyl

Conditions

Conditions	Yield
With sodium carbonate; palladium 10% on activated carbon In ethanol for 4h; Suzuki Coupling; Reflux; Inert atmosphere;	86%

: 201230-82-2
carbon monoxide

: 399-97-3
2-amino-4-fluorophenol

: 452-74-4
4-bromo-3-fluorotoluene

: 8-fluoro-3-methyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	85%

...Expand

: 106966-98-7
potassium 2-(pyridin-2-yl)acetate

: 452-74-4
4-bromo-3-fluorotoluene

: 1251919-74-0
2-(2-fluoro-4-methylbenzyl)pyridine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In diethylene glycol dimethyl ether at 150℃; for 24h; Inert atmosphere;	82%

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 95-84-1
3-amino-4-hydroxytoluene

: 3,8-dimethyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	81%

...Expand

: 77-79-2
3-Sulfolene

: 452-74-4
4-bromo-3-fluorotoluene

: C11H11F

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); potassium tert-butylate; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 110℃; diastereoselective reaction;	81%

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 95-85-2
2-hydroxy-5-chloro-aniline

: 8-chloro-3-methyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	80%

...Expand

: 452-74-4
4-bromo-3-fluorotoluene

: 96-22-0
pentan-3-one

: 737800-46-3
3-(2-fluoro-4-methyl-phenyl)-pentan-3-ol

Conditions

Conditions	Yield
Stage #1: 4-bromo-3-fluorotoluene With n-butyllithium In hexanes; diethyl ether at -78℃; for 2.17h; Stage #2: pentan-3-one In hexanes; diethyl ether at -78 - 20℃; for 12h;	77%

: 452-74-4
4-bromo-3-fluorotoluene

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 1453806-84-2
C15H15F

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 24h; Inert atmosphere;	75%

: 504-29-0
2-aminopyridine

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 70354-44-8
3-methyl-11H-pyrido[2,1-b]quinazoline-11-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In N,N-dimethyl acetamide at 120℃; under 11251.1 Torr; for 16h; Inert atmosphere; Autoclave;	75%

...Expand

: 452-74-4
4-bromo-3-fluorotoluene

: 50817-80-6
2-chloro-4-methyl-benzaldehyde

: 2-chloro-2’-fluoro-4,4’-dimethylbenzhydrol

Conditions

Conditions	Yield
Stage #1: 4-bromo-3-fluorotoluene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.166667h; Stage #2: 2-chloro-4-methyl-benzaldehyde In diethyl ether; hexan-1-ol at -78℃; for 0.333333h;	75%

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 95-55-6
2-amino-phenol

: 3158-86-9
3-methyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	74%

...Expand

: 451-40-1
phenyl benzyl ketone

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 7-methyl-2,3-diphenyl-4H-chromen-4-one

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; caesium carbonate In N,N-dimethyl acetamide at 120℃; under 7500.75 Torr; for 20h; Autoclave;	74%

...Expand

: 170981-26-7
2-fluoro-4-methylphenylboronic acid

: 452-74-4
4-bromo-3-fluorotoluene

: 388-83-0
2,2'-difluoro-4,4'-dimethyl-1,1'-biphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; water; toluene for 15h; Inert atmosphere; Reflux;	73%

: 2835-97-4
2-amino-3-methylphenol

: 201230-82-2
carbon monoxide

: 452-74-4
4-bromo-3-fluorotoluene

: 3,9-dimethyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In dimethyl sulfoxide at 120℃; for 24h;	72%

...Expand

: 452-74-4
4-bromo-3-fluorotoluene

: copper(l) cyanide

: 85070-67-3
2-fluoro-4-methylbenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	70%
In DMF (N,N-dimethyl-formamide) for 12h; Heating / reflux;

: 452-74-4
4-bromo-3-fluorotoluene

: 124-41-4
sodium methylate

: 95740-49-1
1-bromo-2-methoxy-4-methylbenzene

Conditions

Conditions	Yield
In dimethyl sulfoxide for 16h; Inert atmosphere; Reflux; Schlenk technique;	70%
In dimethyl sulfoxide at 130℃; for 12h;	65.8%

4-Bromo-3-fluorotoluene Specification

The systematic name of 3-Fluoro-4-bromotoluene is 1-bromo-2-fluoro-4-methylbenzene. With the CAS registry number 452-74-4, it is also named as 4-Bromo-3-fluorotoluene. The product's categories are Fluorin-contained Toluene Series; Blocks; Bromides; Fluoro Compounds; Aromatic Halides (substituted); Halogen Toluene; Miscellaneous; Bromine Compounds; Fluorine Compounds; Aryl; C7; Halogenated Hydrocarbons. It is colorless to light yellow liquid which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.41; (4)ACD/LogD (pH 7.4): 3.41; (5)ACD/BCF (pH 5.5): 231.87; (6)ACD/BCF (pH 7.4): 231.87; (7)ACD/KOC (pH 5.5): 1716.51; (8)ACD/KOC (pH 7.4): 1716.51; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.526 ; (13)Molar Refractivity: 38.76 cm³; (14)Molar Volume: 126.1 cm³; (15)Polarizability: 15.36×10^-24 cm³; (16)Surface Tension: 33.1 dyne/cm; (17)Enthalpy of Vaporization: 40.47 kJ/mol; (18)Vapour Pressure: 0.942 mmHg at 25°C.

Preparation of 3-Fluoro-4-bromotoluene: It can be obtained by 2-bromo-5-methyl-aniline. This reaction which is a kind of Schiemann reaction needs reagents HCl, NaBF₄ and NaNO₂ by heating. The yield is 57.7%.

Uses of 3-Fluoro-4-bromotoluene: It can react with zinc cyanide to get 2-fluoro-4-methylbenzonitrile. This reaction needs reagent Pd(PPh₃)₄ and solvent dimethylformamide at temperature of 80 °C. The yield is 96%.

When you are using this chemical, please be cautious about it as the following:
It is flammable, so people should keep it away from sources of ignition. And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:Fc1cc(ccc1Br)C
2. InChI:InChI=1/C7H6BrF/c1-5-2-3-6(8)7(9)4-5/h2-4H,1H3
3. InChIKey:SLFNGVGRINFJLK-UHFFFAOYAO

Product Name

4-Bromo-3-fluorotoluene

Synthetic route

4-Bromo-3-fluorotoluene Specification

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