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5-Bromo-m-xylene

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5-Bromo-m-xylene Basic information
Product Name:5-Bromo-m-xylene
Synonyms:3,5-Dimethylbromobenzene;5-Bromo-1,3-xylene;m-Xylene, 5-bromo-;5-BROMO-M-XYLENE;5-BROMOMETAXYLENE;1-BROMO-3,5-DIMETHYLBENZENE;5-BROMO-M-XYLENE 98%;5-Bromo-m-xylene,98%
CAS:556-96-7
MF:C8H9Br
MW:185.06
EINECS:629-686-5
Product Categories:Aryl;Building Blocks;C8;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;alkyl bromide;Miscellaneous;Bromine Compounds;Benzene derivates;Halogen toluene;Aromatic Hydrocarbons (substituted) & Derivatives;bc0001
Mol File:556-96-7.mol
5-Bromo-m-xylene Structure
5-Bromo-m-xylene Chemical Properties
Melting point -20.49°C (estimate)
Boiling point 202-204 °C(lit.)
density 1.362 g/mL at 25 °C(lit.)
refractive index n20/D 1.549(lit.)
Fp 189 °F
storage temp. Sealed in dry,Room Temperature
solubility Miscible with tetrahydrofuran.
form Liquid
Specific Gravity1.362
color Clear colorless to light yellow
BRN 1926375
InChIInChI=1S/C8H9Br/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3
InChIKeyLMFRTSBQRLSJHC-UHFFFAOYSA-N
SMILESC1(Br)=CC(C)=CC(C)=C1
CAS DataBase Reference556-96-7(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1-bromo-3,5-dimethyl-(556-96-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-22
Safety Statements 26-36/37/39-37/39
WGK Germany 3
Hazard Note Irritant
HS Code 29036990
MSDS Information
ProviderLanguage
5-Bromo-m-xylene English
ACROS English
SigmaAldrich English
ALFA English
5-Bromo-m-xylene Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Uses5-Bromo-m-xylene has been used in the synthesis of substituted 2,2′-bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.
Uses5-Bromo-m-xylene is used in the preparation of substituted 2,2'-bis(diphenylphosphanylmethyl)-1,1'-binaphthyl derivatives. It is also used to prepare o-tolyl-3,5-xylyl ether by reacting with o-cresol. Further, it is an organic building block used in the synthesis of various chemicals as well as in the preparation of tri-o-tolylphosphine.
Uses1-Bromo-3,5-dimethylbenzene has been used in the synthesis of substituted 2,2′-bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.
General DescriptionPalladium catalyzed carbon-oxygen coupling of 1-bromo-3,5-dimethylbenzene and o-cresol to potassium hydroxide to produce o-tolyl-3,5-xylyl ether has been reported.
Synthesis
3,5-Dimethylphenylboronic acid

172975-69-8

5-Bromo-m-xylene

556-96-7

General procedure for the synthesis of 3,5-dimethylbromobenzene from 3,5-dimethylphenylboronic acid: KX (X = I, Br) (0.2 mmol), 3,5-dimethylphenylboronic acid (0.3 mmol), CuBr2 (4.5 mg, 10 mol%), 1,10-phenanthroline (7.2 mg, 20 mol%), and DMF (2 mL). The reaction mixture was stirred at 80 °C or 130 °C for the reaction. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified by rapid column chromatography on silica gel to afford the target product 3,5-dimethylbromobenzene.

References[1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1993 - 1995
Tag:5-Bromo-m-xylene(556-96-7) Related Product Information
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