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| CAS No.: | 583-71-1 |
|---|---|
| Name: | 4-Bromo-o-xylene |
| Molecular Structure: | |
|
|
|
| Formula: | C8H9Br |
| Molecular Weight: | 185.063 |
| Synonyms: | o-Xylene,4-bromo- (6CI,7CI,8CI);1-Bromo-3,4-dimethylbenzene;3,4-Dimethylbromobenzene;3,4-Dimethylphenyl bromide;3,4-Xylyl bromide;4-Bromo-1,2-dimethylbenzene;4-Bromo-1,2-xylene;NSC 60147; |
| EINECS: | 209-518-3 |
| Density: | 1.339 g/cm3 |
| Melting Point: | -12--10 °C |
| Boiling Point: | 213.9 °C at 760 mmHg |
| Flash Point: | 85.8 °C |
| Solubility: | Not miscible in water. |
| Appearance: | Clear colourless to light yellow liquid |
| Hazard Symbols: |
Xn, N, Xi
|
| Risk Codes: | 22-36/37/38-50/53 |
| Safety: | 26-60-61-24/25 |
| Transport Information: | UN 1701 6.1/PG 2 |
| PSA: | 0.00000 |
| LogP: | 3.06590 |

| Conditions | Yield |
|---|---|
| With K10-montmorillonite clay; bromine In tetrachloromethane for 1.5h; Ambient temperature; | 96% |
| With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry; | 95% |
| With tetrabutylammomium bromide; dihydrogen peroxide; vanadia In water; acetonitrile at 5℃; for 1.5h; Bromination; | 92% |

| Conditions | Yield |
|---|---|
| With bromine; acetic acid | A 82% B 18% |
| With bromine; iodine In dichloromethane at -10 - 20℃; for 7.58333h; | A 75% B 15% |
| With hydrogenchloride; sodium hypochlorite; sodium bromide In water at 29.85℃; for 8h; Product distribution; Further Variations:; Temperatures; | A 24.6% B 68.5% |

Methyl fluoride


para-bromotoluene

A

1-bromo-2,4-dimethylbenzene

B

4-bromo-o-xylene

| Conditions | Yield |
|---|---|
| With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation; | A 72% B 28% |


| Conditions | Yield |
|---|---|
| With copper(ll) bromide |

| Conditions | Yield |
|---|---|
| With sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr in der Waerme; | |
| (i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction; |

o-xylene

A

4-bromo-o-xylene

B

2,3-dimethylbromobenzene

C

2-methylbenzyl bromide

D

α,α'-dibromo-o-xylene

| Conditions | Yield |
|---|---|
| With bromine In water for 0.333333h; Ambient temperature; Irradiation; | A 3 % Chromat. B 2 % Chromat. C 16 % Chromat. D 79 % Chromat. |


o-xylene


bromine


iodine

A

4-bromo-o-xylene

B

dibromoxylene

C

1,2-dibromo-4,5-dimethylbenzene

D

1,2,3,4-tetrabromo-5,6-dimethylbenzene



4-bromo-o-xylene

| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In water at 150℃; under 2625.26 Torr; for 0.0666667h; Irradiation; | A 11 % Chromat. B 51 % Chromat. |

4-Bromo-o-xylene(583-71-1) is used as synthetic organic materials and soluble polyimide resin intermediates.