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4-Bromo-3-fluorotoluene

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Name

4-Bromo-3-fluorotoluene

EINECS -0
CAS No. 452-74-4 Density 1.498 g/cm3
PSA 0.00000 LogP 2.89660
Solubility N/A Melting Point N/A
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 Molecular Structure of 452-74-4 (4-Bromo-3-fluorotoluene) Hazard Symbols IrritantXi
Synonyms

Toluene,4-bromo-3-fluoro- (7CI,8CI);1-Bromo-2-fluoro-4-methylbenzene;2-Fluoro-4-methyl-1-bromobenzene;3-Fluoro-4-bromotoluene;

Article Data 6

4-Bromo-3-fluorotoluene Synthetic route

2,6-dibromo-3-fluorotoluene

93765-84-5

2,4-dibromo-5-fluorotoluene

452-74-4

4-bromo-3-fluorotoluene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With tetrachloromethane; iron Bromierung;
89-62-3

4-methyl-2-nitroaniline

452-74-4

4-bromo-3-fluorotoluene

Conditions
ConditionsYield
Multistep reaction;

2-bromo-5-methyl benzenediazonium tetrafluoroborate

452-74-4

4-bromo-3-fluorotoluene

Conditions
ConditionsYield
(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

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
ConditionsYield
With tetrachloromethane; iron Bromierung;
5326-34-1

4-Bromo-3-nitrotoluene

452-74-4

4-bromo-3-fluorotoluene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

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

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