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2,4-Dimethylbromobenzene

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Name

2,4-Dimethylbromobenzene

EINECS 209-517-8
CAS No. 583-70-0 Density 1.339 g/cm3
PSA 0.00000 LogP 3.06590
Solubility Insoluble in water Melting Point -17°C
Formula C8H9Br Boiling Point 207.212 °C at 760 mmHg
Molecular Weight 185.063 Flash Point 81.645 °C
Transport Information N/A Appearance Clear colourless to light yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 583-70-0 (2,4-Dimethylbromobenzene) Hazard Symbols IrritantXi
Synonyms

m-Xylene,4-bromo- (6CI,7CI,8CI);1,3-Dimethyl-4-bromobenzene;1-Bromo-2,4-dimethylbenzene;1-Bromo-2,4-xylene;2,4-Dimethylphenyl bromide;2-Bromo-5-methyltoluene;4-Bromo-1,3-dimethylbenzene;4-Bromo-1,3-xylene;4-Bromo-m-xylene;NSC 64734;

Article Data 67

2,4-Dimethylbromobenzene Synthetic route

108-38-3

m-xylene

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃;98%
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; Inert atmosphere;98%
With N-Bromosuccinimide In 1,2-dichloro-ethane at 60℃; for 10h; Sealed tube;97%
135033-46-4

5-Bromo-6,8-dimethyl-2,3-dihydro-benzo[1,4]dithiine

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With Ni(Ra)-W2 In acetic acid at 40℃; for 0.833333h;90%
611-01-8

2,4-dimethyl-benzoic acid

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h;80%
593-53-3

Methyl fluoride

106-38-7

para-bromotoluene

A

583-70-0

1-bromo-2,4-dimethylbenzene

B

583-71-1

4-bromo-o-xylene

Conditions
ConditionsYield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;A 72%
B 28%
87241-52-9

2,4-dimethylphenyl trifluoromethanesulfonate

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; triisobutylaluminum; butanone; potassium bromide In toluene at 100℃; for 20h; Inert atmosphere;66%
108-38-3

m-xylene

A

583-70-0

1-bromo-2,4-dimethylbenzene

B

620-13-3

1-bromomethyl-3-methyl-benzene

Conditions
ConditionsYield
With sodium bromate; sodium hydrogensulfite In cyclohexane; water at 20℃; for 4h; Bromination;A 1%
B 64%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination;A 57%
B n/a
With N-Bromosuccinimide at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation;A 1.5 % Chromat.
B 56 % Chromat.
95-68-1

2,4-Xylidine

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With hydrogen bromide diazotization;50%
With hydrogen bromide Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr oder mit Kupfer-Pulver;
593-53-3

Methyl fluoride

95-46-5

2-methylphenyl bromide

A

576-22-7

2-Bromo-m-xylene

B

553-94-6

4-bromo-m-xylene

C

583-70-0

1-bromo-2,4-dimethylbenzene

D

576-23-8

2,3-dimethylbromobenzene

Conditions
ConditionsYield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;A n/a
B n/a
C 13.7%
D 32.8%

2,4-dimethylbenzenediazonium tetrafluoroborate

A

95-66-9

2,4-dimethylchlorobenzene

B

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With sodium bromide; sodium chloride In methanol 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 3.1%
B 5.8%
576-22-7

2-Bromo-m-xylene

A

556-96-7

5-bromo-1,3-xylene

B

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
TfOH2+B(OTf)4- In toluene for 18h; Product distribution; Ambient temperature;A 3.5 % Chromat.
B 69.1 % Chromat.

2,4-Dimethylbromobenzene Specification

The Benzene,1-bromo-2,4-dimethyl-, with CAS registry number 583-70-0, belongs to the following product categories: (1)Aromatic Hydrocarbons (substituted) & Derivatives; (2)Halogen toluene; (3)Benzene derivates; (4)Bromine Compounds. This chemical is a kind of clear colourless to light yellow liquid.

Physical properties of Benzene,1-bromo-2,4-dimethyl-: (1)ACD/LogP: 3.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.91; (4)ACD/LogD (pH 7.4): 3.91; (5)ACD/BCF (pH 5.5): 551.72; (6)ACD/BCF (pH 7.4): 551.72; (7)ACD/KOC (pH 5.5): 3192.44; (8)ACD/KOC (pH 7.4): 3192.44; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: Å2; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 43.59 cm3; (15)Molar Volume: 138.1 cm3; (16)Polarizability: 17.28×10-24cm3; (17)Surface Tension: 33.7 dyne/cm; (18)Enthalpy of Vaporization: 42.54 kJ/mol; (19)Vapour Pressure: 0.328 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3-dimethyl-benzene. This reaction will need reagents NaBiO3, ZnBr2 and solvent acetic acid.  The reaction time is 3 hour(s) with reaction temperature of 20 ℃. The yield is about 82%.

Uses of p-Chloropropiophenone: it can be used to produce 2,4,2',4'-Tetramethyl-biphenyl. This reaction will need solvent dimethylformamide. The reaction time is 4 hour(s) with reaction temperature of 60 - 80 ℃. The yield is about 79%.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1-bromo-2,4-dimethyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccc(Br)c(C)c1
(2)InChI: InChI=1/C8H9Br/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3
(3)InChIKey: YSFLQVNTBBUKEA-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C8H9Br/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3
(5)Std. InChIKey: YSFLQVNTBBUKEA-UHFFFAOYSA-N

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