18001-18-8

Basic information

• Product Name: dimethyl(phenyl)prop-2-en-1-ylsilane
• Synonyms: Allyl(dimethyl)phenylsilane; Allyldimethylphenylsilane; benzene, (dimethyl-2-propen-1-ylsilyl)-
• CAS NO: 18001-18-8
• Molecular Formula: C₁₁H₁₆Si
• Molecular Weight: 176.3302
• Mol File: 18001-18-8.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 220°C at 760 mmHg
• Flash Point: 72.3°C
• Density: 0.86g/cm³
• Vapor Pressure: 0.171mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: dimethyl(phenyl)prop-2-en-1-ylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl(phenyl)prop-2-en-1-ylsilane(18001-18-8)
• EPA Substance Registry System: dimethyl(phenyl)prop-2-en-1-ylsilane(18001-18-8)

Safety Data

• Hazardous Substances Data: 18001-18-8(Hazardous Substances Data)

Upstream product

• 768-33-2 phenyldimethylsilyl chloride 
• 1730-25-2 allylmagnesium bromide 
• 4028-23-3 Allylchlorodimethylsilane 
• 591-51-5 phenyllithium 
• 463-49-0 1,2-propanediene 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 2622-05-1 allylmagnesium bromide 
• 57264-49-0 1-(allyloxy)-2-fluorobenzene 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 35466-83-2 allyl methyl carbonate 
• 75405-39-9 dimethyl(phenyl)(prop-2-yn-1-yl)silane 
• 2632-83-9 chloro(chloromethyl)methyl(phenyl)silane 
• 107-05-1 3-chloroprop-1-ene 
• 75422-67-2 Dimethyl-phenyl-((E)-propenyl)-silane 

Downstream Products

• 20978-66-9 ethyl 2-hydroxy-2-phenyl-4-pentanoate 
• 133285-27-5 (1S,2R)-1-cyclohexyl-2-(dimethyl(phenyl)silyl)but-3-en-1-ol 
• 133285-27-5 (1R,2S)-1-cyclohexyl-2-(dimethyl(phenyl)silyl)but-3-en-1-ol 
• 187737-37-7 propene 
• 119703-43-4 C₅H₁₁OSi^(1-) 
• 71-43-2 benzene 
• 52000-38-1 6-(dimethyl(phenyl)silyl)hexan-2-one 
• 13991-52-1 1-chloro-2-hydroxy-3-phenylmethoxypropane 
• 131830-52-9 1-O-Benzylhex-5-ene-1,2-diol 
• 245058-55-3 (5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-dimethyl-phenyl-silane 
• 611236-32-9 (1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester 
• 611236-29-4 (3S,4R)-3-dimethylphenylsilyl-hepta-1,6-dien-4-yl t-butyldimethylsilyl ester 
• 757748-20-2 (1R,2S)-2-(dimethylphenylsilanyl)-cyclohex-3-enol 
• 757748-86-0 acetic acid 2-(dimethylphenylsilanyl)-cyclohex-3-enyl ester 

Relevant articles and documents

Hydroaminoalkylation of Allylsilanes and a One-Pot Procedure for the Synthesis of 1,5-Benzoazasilepines

Allylsilanes undergo highly regioselective intermolecular alkene hydroaminoalkylation with secondary amines in the presence of a titanium mono(formamidinate) catalyst. Corresponding reactions of a suitable allyl(2-bromophenyl)silane which exclusively deliver the branched hydroaminoalkylation products combined with a subsequent Buchwald–Hartwig amination result in the development of an elegant one-pot procedure for the synthesis of literature-unknown silicon analogues of 1,5-benzodiazepines, the so-called 1,5-benzoazasilepines.

Silicon Grignard Reagents as Nucleophiles in Transition-Metal-Catalyzed Allylic Substitution

A broad range of transition-metal catalysts is shown to promote allylic substitution reactions of allylic electrophiles with silicon Grignard reagents. The procedure was further elaborated for CuI as catalyst. The regioselectively is independent of the leaving group for primary allylic precursors, favoring α over γ. The stereochemical course of this allylic transposition was probed with a cyclic system, and anti -dia-stereoselectivity was obtained.

Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation

An efficient synthesis of tetrahydro-1,3-oxazepines was developed involving the regioselective intramolecular amination of cyclopropylmethyl cation. The cation was generated by the abstraction of one imidate group in bis-imidate bearing a carbocation-stabilizing substituent. Using 1,1,2,3-tetrasubstituted cyclopropane substrates, highly diastereoselective intramolecular amination to trans-tetrahydro-1,3-oxazepines was achieved. The resulting tetrahydro-1,3-oxazepines were transformed to the homoallylamine derivatives in high yields.