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3,4-Dimethylbenzyl chloride

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3,4-Dimethylbenzyl chloride manufacturers

3,4-Dimethylbenzyl chloride Basic information
Product Name:3,4-Dimethylbenzyl chloride
Synonyms:4-(chloromethyl)-1,2-dimethyl-benzen;4-(Chloromethyl)-1,2-dimethylbenzene;Benzene, 1-(chloromethyl)-3,4-dimethyl-;4-CHLOROMETHYL-O-XYLENE;AKOS BBS-00003954;1-CHLOROMETHYL-3,4-DIMETHYLBENZENE;3,4-DIMETHYLBENZYL CHLORIDE;3,4-DIMETHYLBENZYL CHLORIDE, TECH., 60%
CAS:102-46-5
MF:C9H11Cl
MW:154.64
EINECS:203-032-5
Product Categories:Aromatic Halides (substituted);Halogenated Hydrocarbons;C9 to C12;Benzenes;Aryl
Mol File:102-46-5.mol
3,4-Dimethylbenzyl chloride Structure
3,4-Dimethylbenzyl chloride Chemical Properties
Melting point -43.35°C (estimate)
Boiling point 116-117 °C24 mm Hg(lit.)
density 1.056 g/mL at 25 °C(lit.)
refractive index n20/D 1.54(lit.)
Fp 205 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
color Clear colorless to pale yellow
CAS DataBase Reference102-46-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 4-(chloromethyl)-1,2-dimethyl-(102-46-5)
EPA Substance Registry SystemBenzene, 4-(chloromethyl)-1,2-dimethyl- (102-46-5)
Safety Information
Hazard Codes C,Xi
Risk Statements 34-36/37
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 2
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 2903998090
MSDS Information
ProviderLanguage
3,4-Dimethylbenzyl chloride English
SigmaAldrich English
3,4-Dimethylbenzyl chloride Usage And Synthesis
Synthesis Reference(s)Journal of Medicinal Chemistry, 32, p. 1757, 1989 DOI: 10.1021/jm00128a016
Synthesis
Formaldehyde

50-00-0

o-Xylene

95-47-6

1,2-BIS(CHLOROMETHYL)-4,5-DIMETHYLBENZENE

2362-16-5

3,4-Dimethylbenzyl chloride

102-46-5

To a 500 mL three-neck flask were added o-xylene (16.4 mmol), paraformaldehyde (36.3 mmol), concentrated hydrochloric acid (16 mL), and ionic liquid catalyst (4.92 mmol). The reaction mixture was stirred at 70 °C for an appropriate time. After completion of the reaction, the mixture was filtered and extracted with dichloromethane (3 x 20 mL). The organic phases were combined and washed sequentially with saturated NaHCO3 solution (2 x 20 mL) and deionized water (2 x 20 mL). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure. The organic residue was redissolved in dichloromethane and analyzed by HPLC. The target products, 1,2-bis(chloromethyl)-4,5-xylene and 3,4-dimethylbenzyl chloride, were separated by silica gel column chromatography and structurally characterized by 1H NMR. The remaining aqueous catalytic solution was concentrated under reduced pressure to a colorless liquid in 95% yield. The same reaction conditions were available for the next experiment.

References[1] Synthetic Communications, 2006, vol. 36, # 20, p. 3053 - 3059
[2] Journal of the Chilean Chemical Society, 2013, vol. 58, # 4, p. 2196 - 2199
3,4-Dimethylbenzyl chloride Preparation Products And Raw materials
Raw materialsFormaldehyde-->o-Xylene-->IONIC LIQUID
Preparation Products3,4-Dimethylphenethylamine-->2,5-Dimethylbenzyl chloride
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