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2,4,6-Trimethybromombenzene
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Name

2,4,6-Trimethybromombenzene

 EINECS 209-405-9
CAS No. 576-83-0 Density 1.289 g/cm3
PSA 0.00000 LogP 3.37430
Solubility Insoluble in water(20°C) . Melting Point 2 °C(lit.)
Formula C9H11Br Boiling Point 224.999 °C at 760 mmHg
Molecular Weight 199.09 Flash Point 96.111 °C
Transport Information N/A Appearance Colorless liquid
Safety 26-36-36/37/39-23 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 576-83-0 (2,4,6-Trimethybromombenzene) Hazard Symbols IrritantXi
Synonyms

Mesitylene,2-bromo- (6CI,7CI,8CI);1-Bromo-2,4,6-trimethylbenzene;1-Bromomesitylene;2,4,6-Trimethyl-1-bromobenzene;2,4,6-Trimethylphenyl bromide;2-Bromo-1,3,5-trimethylbenzene;2-Bromomesitylene;Mesityl bromide;NSC 8064;

Article Data 89

2,4,6-Trimethybromombenzene Synthetic route

108-67-8

1,3,5-trimethyl-benzene

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; perchloric acid In tetrachloromethane for 22h; Ambient temperature;99%
With hydrogen bromide; dihydrogen peroxide In water at 20℃; for 24h; Darkness;98%
With gold(III) chloride; N-Bromosuccinimide In dichloromethane at 20℃; for 12h; Inert atmosphere;98%
480-63-7

mesitylenecarboxylic acid

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h;94%
88-05-1

2,4,6-trimethylaniline

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;88%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile

triethyl(mesityl)germane

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 4h;80%
108-67-8

1,3,5-trimethyl-benzene

A

576-83-0

2,4,6-trimethylphenyl bromide

B

6942-99-0

2,4-dibromomesitylene

Conditions
ConditionsYield
With bromine In tetrachloromethane Product distribution / selectivity;A 73%
B n/a
With bromine; silica gel In tetrachloromethane at 20℃;A 13%
B 70 % Chromat.
With N-Bromosuccinimide; toluene-4-sulfonic acid In dichloromethane Product distribution; Ambient temperature; var. catalyst, var solvent, var. aromatic;
108-67-8

1,3,5-trimethyl-benzene

A

576-83-0

2,4,6-trimethylphenyl bromide

B

1667-04-5

2-bromomesitylene

Conditions
ConditionsYield
With chloroamine-T; iron(II) bromide In dichloromethane for 189.6h; Ambient temperature;A 51%
B 0.3%
With bromine at 100℃; for 4h; Reflux; Ionic liquid;
108-67-8

1,3,5-trimethyl-benzene

A

27129-86-8

1-bromomethyl-3,5-dimethylbenzene

B

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With sodium bromate; sodium hydrogensulfite In cyclohexane; water at 50℃; for 4h; Bromination;A 50%
B 11%
With bromine at 120℃; for 6h; UV-irradiation; Title compound not separated from byproducts;
With N-Bromosuccinimide at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation;A 42 % Chromat.
B 6 % Chromat.
22739-91-9

isopropyl mesityl sulfone

A

576-83-0

2,4,6-trimethylphenyl bromide

B

60057-49-0

2,4,6-trimethylbenzenesulfonyl bromide

C

α-bromoisopropyl mesityl sulfone

D

2,3-dimethyl-3-mesitylenesulfonyl-2-butanol

Conditions
ConditionsYield
Stage #1: isopropyl mesityl sulfone With n-butyllithium In tetrahydrofuran; hexane at -63℃; for 1h;
Stage #2: With bromine In tetrahydrofuran; hexane at -55℃; for 1.5h; Further stages.;		A 6%
B 5%
C 48%
D 37%

(2,4,6-trimethylphenyl)diazonium tetrafluoronorate

A

576-83-0

2,4,6-trimethylphenyl bromide

B

1667-04-5

2-bromomesitylene

Conditions
ConditionsYield
With sodium bromide; sodium chloride In water; glycerol at 21 - 23.5℃; Product distribution; Kinetics; investigations of thermal dediazoniation in various solvents as a function of viscosity; the reaction are diffusion controlled;A 14.5%
B 6%
3453-83-6

mesitylene sulfonic acid

576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With copper(ll) bromide

2,4,6-Trimethybromombenzene Specification

The Benzene,2-bromo-1,3,5-trimethyl-, with the CAS registry number 576-83-0, is also known as 2,4,6-Trimethybromombenzene. It belongs to the product category of Aromatic Hydrocarbons (substituted) & Derivatives. Its EINECS number is 209-405-9. This chemical's molecular formula is C9H11Br and formula weight is 199.09. What's more, its IUPAC name is 2-bromo-1,3,5-trimethylbenzene. 

Physical properties of Benzene,2-bromo-1,3,5-trimethyl- are: (1)ACD/LogP: 4.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.37; (4)Index of Refraction: 1.539; (5)Molar Refractivity: 48.41 cm3; (6)Molar Volume: 154.4 cm3; (7)Surface Tension: 33.1 dyne/cm; (8)Density: 1.289 g/cm3; (9)Flash Point: 96.1 °C; (10)Enthalpy of Vaporization: 44.27 kJ/mol; (11)Boiling Point: 225 °C at 760 mmHg; (12)Vapour Pressure: 0.132 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3,5-trimethyl-benzene at the temperature of 20°C. This reaction will need reagent PyHBrCl2 and solvent aq. methanol with the reaction time of 5 min. The yield is about 96%.

Uses of Benzene,2-bromo-1,3,5-trimethyl-: it can be used to produce 1-bromo-3,5-bis-chloromethyl-2,4,6-trimethyl-benzene at the temperature of 20°C. It will need reagent SnCl4 and solvent CH2Cl2. The yield is about 84%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you need rinse immediately with plenty of water and seek medical advice. When using it, you should wear suitable protective clothing, gloves and eye/face protection.You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=C(C(=C1)C)Br)C
(2)InChI: InChI=1S/C9H11Br/c1-6-4-7(2)9(10)8(3)5-6/h4-5H,1-3H3
(3)InChIKey: RRTLQRYOJOSPEA-UHFFFAOYSA-N

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