675855-30-8

Basic information

• Product Name: Benzene, [(1R,2E)-1-ethyl-2-nonenyl]-
• CAS NO: 675855-30-8
• Molecular Formula: C17H26
• Molecular Weight: 230.393
• Mol File: 675855-30-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, [(1R,2E)-1-ethyl-2-nonenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(1R,2E)-1-ethyl-2-nonenyl]-(675855-30-8)
• EPA Substance Registry System: Benzene, [(1R,2E)-1-ethyl-2-nonenyl]-(675855-30-8)

Safety Data

• Hazardous Substances Data: 675855-30-8(Hazardous Substances Data)

Upstream product

• 629-05-0 n-octyne 
• 102-92-1 Cinnamoyl chloride 
• 1095091-62-5 (5S,3E)-3-undecen-5-yl acetate 
• 98-80-6 phenylboronic acid 
• 675855-29-5 (R,E)-3-phenyl-4-undecen-1-ol 
• 675855-20-6 (4S)-4-isopropyl-2-[(2R,E)-2-phenyl-3-decenyl]-4,5-dihydro-1,3-oxazole 
• 675855-28-4 (R,E)-3-phenyl-4-undecenoic acid 

Downstream Products

• 106356-54-1 S-2-phenylbutyraldehyde 
• 33442-47-6 (S)-2-phenylbutan-1-ol 
• 66050-90-6 (2S)-2-phenylbutyl (R)-α-methoxy-α-trifluoromethylphenylacetate 
• 111-70-6 n-heptan1ol 

Relevant articles and documents

Palladium-catalyzed γ-selective and stereospecific allyl-aryl coupling between acyclic allylic esters and arylboronic acids

Reactions between acyclic (E)-allylic acetates and arylboronic acids in the presence of a palladium catalyst prepared from Pd(OAc)2, phenanthroline (or bipyridine), and AgSbF6 (1:1.2:1) proceeded with excellent γ-selectivity to afford allyl-aryl coupling products with E-configuration. The reactions of α-chiral allylic acetates took place with excellent α-to-γ chirality transfer with syn stereochemistry to give allylated arenes with a stereogenic center at the benzylic position. The reaction tolerated a broad range of functional groups in both the allylic acetates and the arylboronic acids. Furthermore, γ-arylation of cinnamyl alcohol derivatives afforded gem-diarylalkane derivatives containing an unconjugated alkenic substituent. The synthetic utility of this method was demonstrated by its utilization in an efficient synthesis of (+)-sertraline, an antidepressant agent. The observed γ-regioselectivity and E-1,3-syn stereochemistry were rationalized based on a Pd(II) mechanism involving transmetalation between a cationic mono(acyloxo)palladium(II) complex and arylboronic acid, and directed carbopalladation followed by syn-β-acyloxy elimination. The results of stoichiometric reactions of palladium complexes related to possible intermediates were fully consistent with the proposed mechanism.

Stereoselective Construction of Acyclic Carbon Chains by a One-Pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes

A versatile organometallic intermediate, an alkenyloxazoline-titanium complex, has been developed that enables one-pot multicomponent diastereoselective and asymmetric coupling processes to be achieved in a remarkably efficient manner (see scheme).