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Cas Database

Name	2,5-Dimethylbromobenzene	EINECS	209-055-7
CAS No.	553-94-6	Density	1.339 g/cm³
PSA	0.00000	LogP	3.06590
Solubility	N/A	Melting Point	9-10 °C(lit.)
Formula	C₈H₉Br	Boiling Point	199.5 °C at 760 mmHg
Molecular Weight	185.063	Flash Point	80.1 °C
Transport Information	N/A	Appearance	Clear colourless to light yellow liquid
Safety	26-36/37/39-24/25	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	61

2,5-Dimethylbromobenzene Synthetic route

: 106-42-3
para-xylene

: 553-94-6
4-bromo-m-xylene

Conditions

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%

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

Conditions

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;

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

C: 104-81-4
4-Methylbenzyl bromide

Conditions

Conditions	Yield
With bromine; acetic acid	A 77% B 10% C 13%
With bromine	A 48% B n/a C n/a

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 104-81-4
4-Methylbenzyl bromide

Conditions

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.

: 356570-53-1
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dimethylbenzene

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With copper(ll) bromide In methanol Heating;	46%

: 95-78-3
2,5-Dimethylaniline

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With hydrogen bromide diazotization;	40%
(i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction;

: 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

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

...Expand

: 609-54-1
2,5-dimethylbenzenesulfonic acid

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With copper(ll) bromide

: 75-89-8
2,2,2-trifluoroethanol

: 93362-61-9
(E)-1,4-Dimethyl-1,3-hexadien-5-in-1-yl-triflat

A: 553-94-6
4-bromo-m-xylene

B: 79644-39-6
(4-Methylbenzyl)-(2,2,2-trifluorethyl)-ether

C: 79644-36-3
(Z)-3-Methyl-hept-3-ene-1,5-diyne

D: 79644-38-5
(2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether

Conditions

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.

...Expand

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 66788-13-4
2,6-dibromo-1,4-dimethylbenzene

Conditions

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;

2,5-Dimethylbromobenzene Chemical Properties

2,5-Dimethylbromobenzene(553-94-6) exists as clear colourless to light yellow liquid.
Molecular Structure:

Molecular Formula:C₈H₉Br
Synonyms:2,5-Dimethylphenyl bromide;2,5-Xylyl bromide;2-bromo-1,4-dimethyl-benzen;2-Bromo-1,4-xylene;benzene,2-bromo-1,4dimethyl-;p-Xylene, 2-bromo-;2,5-DIMETHYLBROMOBENZENE;2-BROMO-P-XYLENE
Molecular Weight:185.06
EINECS:209-055-7
Density:1.34g/mL
Melting Point:9-10℃
Boiling Point:199-201℃
Flash Point:79℃

2,5-Dimethylbromobenzene Uses

2,5-Dimethylbromobenzene(553-94-6) is mainly used as a pharmaceutical intermediate. 2,5-Dimethylbromobenzene(553-94-6) is also used as an organic reagent in organic synthesis.

2,5-Dimethylbromobenzene Safety Profile

Hazard Codes:

Xi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36/37/39-24/25
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
24/25:Avoid contact with skin and eyes
RIDADR:UN 2810 6.1/PG 3
WGK Germany:3

2,5-Dimethylbromobenzene Specification

Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide, hydrogen bromide.

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