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576-22-7

576-22-7 Structure

576-22-7 Structure
IdentificationMore
[Name]

2-Bromo-m-xylene
[CAS]

576-22-7
[Synonyms]

1-BROMO-2,6-DIMETHYLBENZENE
2,6-DIMETHYLBROMOBENZENE
2-BROMO-1,3-DIMETHYLBENZENE
2-BROMO-META-XYLENE
2-BROMO-M-XYLENE
2,6-dimethylphenylbromide
2-bromo-1,3-dimethyl-benzen
2-bromo-m-xylen
m-Xylene, 2-bromo-
2-Bromo-1,3-dimethylbenzene~2,6-Dimethylbromobenzene
2-Bromo-m-xylene, 98+%
2-Bromo-1,3-dimethylbenzene 98+%
2-BROMO-M-XYLENE/1-BROMO-2,6-DIMETHYLBENZENE
2,6-DIMETHYL-1-BROMOBENZENE
1,3-Dimethyl-2-bromobenzene
[EINECS(EC#)]

209-397-7
[Molecular Formula]

C8H9Br
[MDL Number]

MFCD00000075
[Molecular Weight]

185.06
[MOL File]

576-22-7.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR COLOURLESS TO YELLOW LIQUID
[Melting point ]

−10 °C(lit.)
[Boiling point ]

206 °C(lit.)
[density ]

1.389 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.555(lit.)
[Fp ]

165 °F
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Soluble in aqueous solution. Very soluble in ethanol, soluble in acetone and benzene.
[form ]

Liquid
[color ]

Clear colorless to yellow
[Specific Gravity]

1.389
[BRN ]

1929780
[InChI]

InChI=1S/C8H9Br/c1-6-4-3-5-7(2)8(6)9/h3-5H,1-2H3
[InChIKey]

MYMYVYZLMUEVED-UHFFFAOYSA-N
[SMILES]

C1(C)=CC=CC(C)=C1Br
[CAS DataBase Reference]

576-22-7(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzene, 2-bromo-1,3-dimethyl-(576-22-7)
Questions And AnswerBack Directory
[Synthesis]

2-Bromo-m-xylene is a bromoaromatic hydrocarbon that can be prepared from 2,6-dimethylaniline via a diazotization reaction.

Synthesis of 576-22-7

12.12 g [0.1 mol] of 2,6-dimethylaniline was added in portions to an initial feed of 65 ml of 48% HBr aqueous solution. The resulting concentrated suspension was stirred at 80 °C for 15 min. It was then cooled to -10 °C, and a solution of 8 g [0.116 mol] NaNO2 in 35 ml of water was added dropwise over approximately 1 h at a temperature not exceeding -5 °C. 80 mg of aminosulfonic acid was then added. The diazonium salt suspension, cooled to -10°C, was then metered over approximately 30 minutes into a solution formed by heating 13.9 g [0.05 mol] FeSO4·7H2O in 65 ml of 62% HBr aqueous solution to 80°C. The reaction mixture was then stirred at 80°C for 1 h, cooled to room temperature, and mixed with 125 ml of water. The phases were separated, and the aqueous phase was extracted three times with 50 ml of dichloromethane each time. The combined organic phases were washed twice with 25 ml of water each time, dried, and concentrated under reduced pressure. 17.4 g of an oil was obtained, which, according to GC, contained 83% 2-Bromo-m-xylene (78% of the theoretical value).
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 2810
[WGK Germany ]

3
[RTECS ]

CY9020000
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29039990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2,4-Dimethylbromobenzene-->m-Xylene
[Preparation Products]

2-Bromo-3-methylbenzoic acid-->2-(2,6-Dimethylphenyl)ethanol-->2-bromo-5-(tert-butyl)-1,3-dimethylbenzene-->2,6-Dimethylacetophenone-->1,3-Benzenedicarboxylic acid, 2-broMo-, 1,3-diMethyl ester-->DiMethyl 2-Hydroxyisophthalate-->2,6-Dimethylbenzyl bromide-->2,5-Dibromo-m-xylene-->1,3-Dimethyl-2-ethylbenzene-->2,6-Dimethylfluorobenzene-->2',2,2,6'-Tetramethylpropiophenone
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Bromo-m-xylene(576-22-7).msds
Hazard InformationBack Directory
[Chemical Properties]

CLEAR COLOURLESS TO YELLOW LIQUID
[Uses]

2-Bromo-m-xylene has been used to prepare 2,2?,4,6,6?-pentamethylbiphenyl. It is used as an intermediate in organic synthesis.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-m-xylene(576-22-7)MS
2-Bromo-m-xylene(576-22-7)1HNMR
2-Bromo-m-xylene(576-22-7)13CNMR
2-Bromo-m-xylene(576-22-7)IR1
2-Bromo-m-xylene(576-22-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Bromo-m-xylene, 98%(576-22-7)
[Alfa Aesar]

2-Bromo-m-xylene, 98+%(576-22-7)
[Sigma Aldrich]

576-22-7(sigmaaldrich)
[TCI AMERICA]

2-Bromo-m-xylene,>98.0%(GC)(576-22-7)
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