79594-10-8

Basic information

• Product Name: (E)-(3-methylhept-1-en-1-yl)benzene
• Synonyms: (E)-(3-methylhept-1-en-1-yl)benzene
• CAS NO: 79594-10-8
• Molecular Weight: 188.313
• Mol File: 79594-10-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (E)-(3-methylhept-1-en-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(3-methylhept-1-en-1-yl)benzene(79594-10-8)
• EPA Substance Registry System: (E)-(3-methylhept-1-en-1-yl)benzene(79594-10-8)

Safety Data

• Hazardous Substances Data: 79594-10-8(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 81176-43-4 (S)-trans-4-phenyl-3-buten-2-ol 
• 84473-21-2 (S)-(-)-trans-α-methyl-γ-phenylallyl N-phenylcarbamate 
• 925-54-2 2-methylhexanal 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 51801-01-5 (E)-1-acetoxy-1-phenyl-2-butene 
• 82045-04-3 (rac)-(E)-2-acetoxy-4-phenylbut-3-ene 
• 693-04-9 butyl magnesium bromide 
• 881832-37-7 methyl 1-methyl-3-phenyl-2-propen-1-yl carbonate 
• 86668-34-0 α-methyl-γ-phenylallyl acetate 
• 693-03-8 n-butyl magnesium bromide 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 102918-88-7 trans-α-methyl-γ-phenylallyl pivalate 
• 592-41-6 1-hexene 

Relevant articles and documents

Alkylation of Allylic Derivatives. 9. On the Stereochemistry of Alkylation of Acyclic Allylic Alcohols by the Murahashi Method

The stereochemistry of alkylation of optically active trans-α-methyl-γ-phenylallyl alcohol (3-OH) by the Murahashi procdeure has been investigated.Alkylation with n-butyllithium results in almost exclusive syn γ-alkylation.With methyllithium, syn γ-alkylation also predominates.The syn stereochemistry in this acyclic system is opposite from that observed earlier in cyclic systems.Mechanistic implications of this reversal of stereochemistry are discussed.

Peroxide promoted tunable decarboxylative alkylation of cinnamic acids to form alkenes or ketones under metal-free conditions

A tunable decarboxylative alkylation of cinnamic acids with alkanes was developed to form alkenes or ketones under transition metal-free conditions. In the presence of DTBP or DTBP/TBHP, the reaction gave alkenes and ketones respectively via a radical mechanism in moderate to good yields. This journal is

Synthesis of (S)-imperanene by using allylic substitution

(Chemical Equation Presented) Synthesis of (S)-imperanene (1) was studied by using copper-assisted allylic substitution of ArCH=CHCH(L)CH2Ar (L: leaving group) and (i-PrO)Me2SiCH2MgCl. Preliminary substitution between PhCH=CHCH(L)Me (L = AcO, PivO, MeOCO2, (2-Py)CO2) and Bu copper reagents derived from BuMgX (X = Br, Cl) and CuBr·Me2S or CuCl in 1:1-40:1 ratios suggested acetate 28 as the best substrate. To prepare 28, kinetic resolution of racemic (E)-TMSCH=CHCH(OH)CH2Ar2 (Ar2 = (p-TBSO)(m-MeO)C6H3) carried out by using the asymmetric epoxidation with (-)-DIPT afforded the corresponding epoxy alcohol and (S)-allylic alcohol. After separation by chromatography, these products were converted to (S,E)-Bu3SnCH=CHCH(OH)CH2Ar2, which upon palladium-catalyzed coupling with Ar2-I followed by acetylation gave 28 (95-98% ee). Substitution of 28 with (i-PrO)Me 2SiCH2MgCl and CuBr·Me2S in a 4:1 ratio at 0°C proceeded cleanly to produce 29 with 100% inversion in 92% yield. Finally, Tamao oxidation furnished 1.