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CAS No.: | 553-94-6 |
---|---|
Name: | 2,5-Dimethylbromobenzene |
Article Data: | 61 |
Molecular Structure: | |
Formula: | C8H9Br |
Molecular Weight: | 185.063 |
Synonyms: | p-Xylene,2-bromo- (6CI,7CI,8CI);1-Bromo-2,5-dimethylbenzene;2,5-Dimethylbromobenzene;2,5-Dimethylphenyl bromide;2,5-Xylyl bromide;2-Bromo-1,4-dimethylbenzene;2-Bromo-1,4-xylene;2-Bromo-p-xylene;Bromo-p-xylene;NSC 8051; |
EINECS: | 209-055-7 |
Density: | 1.339 g/cm3 |
Melting Point: | 9-10 °C(lit.) |
Boiling Point: | 199.5 °C at 760 mmHg |
Flash Point: | 80.1 °C |
Appearance: | Clear colourless to light yellow liquid |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36/37/39-24/25 |
PSA: | 0.00000 |
LogP: | 3.06590 |
Conditions | Yield |
---|---|
With potassium bromide; sodium nitrite In water; trifluoroacetic acid at 20℃; for 0.16h; Product distribution; under argon; | 100% |
With oxygen; potassium bromide; sodium nitrite In water; trifluoroacetic acid at 20℃; for 5h; Product distribution; | 96% |
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃; | 94% |
Conditions | Yield |
---|---|
With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry; | A 92% B 8% |
With aluminum oxide; bromine for 0.0166667h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With N-Bromosuccinimide at 20℃; for 16h; Overall yield = 85 %Spectr.; regioselective reaction; |
para-xylene
A
4-bromo-m-xylene
B
2,5-dibromo-p-xylene
C
4-Methylbenzyl bromide
Conditions | Yield |
---|---|
With bromine; acetic acid | A 77% B 10% C 13% |
With bromine | A 48% B n/a C n/a |
Conditions | Yield |
---|---|
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination; | A 62% B n/a |
With bromine; bentonite In carbon disulfide for 4h; Heating; | A 50% B 30% |
With N-Bromosuccinimide In methanol at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation; | A 27 % Chromat. B 32 % Chromat. |
With hydrogen bromide; dihydrogen peroxide In water at 20℃; for 24h; Darkness; | A 66 %Spectr. B 14 %Spectr. |
With N-Bromosuccinimide; silver hexafluoroantimonate; adamantan-1-yl(methyl)sulfane In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique; | A 50 %Chromat. B 20 %Chromat. |
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dimethylbenzene
4-bromo-m-xylene
Conditions | Yield |
---|---|
With copper(ll) bromide In methanol Heating; | 46% |
Conditions | Yield |
---|---|
With hydrogen bromide diazotization; | 40% |
(i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction; |
Methyl fluoride
2-methylphenyl bromide
A
2-Bromo-m-xylene
B
4-bromo-m-xylene
C
1-bromo-2,4-dimethylbenzene
D
2,3-dimethylbromobenzene
Conditions | Yield |
---|---|
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation; | A n/a B n/a C 13.7% D 32.8% |
Conditions | Yield |
---|---|
With copper(ll) bromide |
2,2,2-trifluoroethanol
(E)-1,4-Dimethyl-1,3-hexadien-5-in-1-yl-triflat
A
4-bromo-m-xylene
B
(4-Methylbenzyl)-(2,2,2-trifluorethyl)-ether
C
(Z)-3-Methyl-hept-3-ene-1,5-diyne
D
(2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether
Conditions | Yield |
---|---|
With 1,3,5-triisopropyl benzene; sodium carbonate; lithium bromide In 1,4-dioxane; water at 120℃; for 120h; Mechanism; Product distribution; | A 17 % Chromat. B 14 % Chromat. C n/a D 14 % Chromat. |
Conditions | Yield |
---|---|
With aluminum oxide; copper(ll) bromide In tetrachloromethane at 80℃; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
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