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1,2-Bis(dimethylsilyl)benzene

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CAS:17985-72-7
Purity:99% Package:1KG,5KG,10KG
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Products Intro: Product Name:1,2-Bis(dimethylsilyl)benzene
CAS:17985-72-7
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CAS:17985-72-7
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CAS:17985-72-7
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1,2-Bis(dimethylsilyl)benzene manufacturers

1,2-Bis(dimethylsilyl)benzene Basic information
Product Name:1,2-Bis(dimethylsilyl)benzene
Synonyms:1,2-Bis(dimethylsilyl)benzene,98%;1,2-Bis(dimethylsily)benzene;O-PHENYLEN-BIS-(DIMETHYLSILAN);1,2-BIS(DIMETHYLSILYL)BENZENE;1,2-PHENYLENEBIS(DIMETHYLSILANE);o-phenylenebis(dimethylsilane);1,2-BIS(DIMETHYLSILYL)BENZENE 98%;Silane, 1,2-phenylenebisdimethyl-
CAS:17985-72-7
MF:C10H18Si2
MW:194.42
EINECS:
Product Categories:Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Si-H Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
Mol File:17985-72-7.mol
1,2-Bis(dimethylsilyl)benzene Structure
1,2-Bis(dimethylsilyl)benzene Chemical Properties
Melting point <25°C
Boiling point 101 °C13 mm Hg(lit.)
density 0.898 g/mL at 25 °C(lit.)
refractive index n20/D 1.51(lit.)
Fp 158 °F
storage temp. Inert atmosphere,Room Temperature
form Liquid
color Colorless to Light yellow
Specific Gravity0.898
Water Solubility insoluble
Hydrolytic Sensitivity3: reacts with aqueous base
BRN 2937027
InChIInChI=1S/C10H18Si2/c1-11(2)9-7-5-6-8-10(9)12(3)4/h5-8,11-12H,1-4H3
InChIKeyQAUCEYVYCBYVDK-UHFFFAOYSA-N
SMILESC1([SiH](C)C)=CC=CC=C1[SiH](C)C
CAS DataBase Reference17985-72-7(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 23-24/25
WGK Germany 3
10
TSCA No
HS Code 2931.90.9010
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
1,2-Bis(dimethylsilyl)benzene Usage And Synthesis
Chemical Propertiesclear colorless liquid
Uses1,2-Bis(dimethylsilyl)benzene is a protecting group-reagent for amines and amino acids forming "benzostabase" derivatives. It is an important raw material and in organic synthesis.
Synthesis
Chlorodimethylsilane

1066-35-9

1,2-Dibromobenzene

583-53-9

1,2-Bis(dimethylsilyl)benzene

17985-72-7

General procedure for the synthesis of 1,2-bis(dimethylsilyl)benzene from dimethylmonochlorosilane and 1,2-dibromobenzene: a condenser was assembled in a dry 50 mL two-necked flask, and stirring bars, magnesium powder (99.9%, 24 mmol), lithium chloride (24 mmol), N,N'-dimethylimidazolidinone (DMI, 20 mL) and chlorodimethylsilane ( 48 mmol). After stirring the reaction mixture for 15 minutes at room temperature, 1,2-dibromobenzene (3 mmol) was added and stirring was continued for 4 hours. After completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution. The sodium bicarbonate and the resulting precipitate were removed by filtration. The filtrate was extracted with hexane (3 x 20 mL), the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated by rotary evaporation. The crude product was purified by silica gel column chromatography, and the eluent was pure hexane or hexane/dichloromethane mixed solvent.

References[1] Synthesis (Germany), 2017, vol. 49, # 11, p. 2495 - 2500
[2] Tetrahedron Letters, 2000, vol. 41, # 34, p. 6611 - 6614
[3] Tetrahedron, 1993, vol. 49, # 43, p. 9855 - 9866
[4] Journal of Organometallic Chemistry, 2018, vol. 854, p. 76 - 86
[5] Tetrahedron, 1991, vol. 47, # 47, p. 9807 - 9822
1,2-Bis(dimethylsilyl)benzene Preparation Products And Raw materials
Raw materialsTetrahydrofuran-->Hexane-->Magnesium-->1,2-Dibromobenzene-->Chlorodimethylsilane
Tag:1,2-Bis(dimethylsilyl)benzene(17985-72-7) Related Product Information
Dichlorodimethylsilane 1,3-Bis(isocyanatomethyl)benzene DIMETHYLSILANE Dimethyldimethoxysilane Diethoxydimethylsilane N,N-Dimethyl-1,4-phenylenediamine Benzene tert-Butyldimethylsilyl chloride 1,2-BIS(TRIMETHOXYSILYL)ETHANE 1,2-BIS(METHYLDIETHOXYSILYL)ETHYLENE 1,2-DIMETHYL-1,1,2,2-TETRAPHENYLDISILANE 1,2-DIMETHOXY-1,1,2,2-TETRAMETHYLDISILANE 1,2-BIS(TRIMETHYLSILYL)BENZENE 1,4-Bis(dimethylsilyl)benzene 1,2-Bis(dimethylsilyl)benzene Dimethylaminobenzaldehyde 1,3-DIHYDRO-1,1,3,3-TETRAMETHYL-2,1,3-BENZOXADISILOLE 3,4,5-TRIMETHYLSILYLBENZOIC ACID METHYL ESTER