172990-75-9

Basic information

• Product Name: 2-Propen-1-ol, 3-cyclohexyl-, acetate, (2E)-
• CAS NO: 172990-75-9
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Mol File: 172990-75-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-ol, 3-cyclohexyl-, acetate, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-ol, 3-cyclohexyl-, acetate, (2E)-(172990-75-9)
• EPA Substance Registry System: 2-Propen-1-ol, 3-cyclohexyl-, acetate, (2E)-(172990-75-9)

Safety Data

• Hazardous Substances Data: 172990-75-9(Hazardous Substances Data)

Upstream product

• 2114-42-3 allylcyclohexane 
• 64-19-7 acetic acid 
• 189637-54-5 C₁₂H₁₈O₄ 
• 56453-86-2 (E)-3-cyclohexylprop-2-enoic acid 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 108-24-7 acetic anhydride 
• 2043-61-0 cyclohexanecarbaldehyde 
• 17343-88-3 (E)-3-cyclohexyl-acrylic acid ethyl ester 

Downstream Products

• 1021903-12-7 (-)-[(1-cyclohexylallyloxy)methyl]benzene 
• 144222-05-9 (+)-[(1-cyclohexylallyloxy)methyl]benzene 
• 146330-83-8 trans-1-(benzyloxy)-3-cyclohexyl-2-propene 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 

Relevant articles and documents

Retention of regiochemistry of monosubstituted allyl acetates in the ruthenium catalysed allylic alkylation with malonate anion

In the RuCl2(p-cymene)/PPh3 catalysed regioselective allylic alkylation of monosubstituted allyl acetates with malonate anion, the selective substitution at the position originally substituted with acetate was observed. The Royal Society of Chemistry.

Mechanistic investigations of bipyrimidine-promoted palladium-catalyzed allylic acetoxylation of olefins

Several pyridine-like ligands were found to improve Pd(OAc) 2-catalyzed allylic oxidation of allylbenzene to cinnamyl acetate by p-benzoquinone in acetic acid. The best ligand examined, bipyrimidine, was used to identify the catalyst precursor for this system, (bipyrimidine)Pd(OAc) 2, which was fully characterized. Mechanistic studies suggest the reaction takes place through disproportionation of (bipyrimidine)Pd(OAc) 2 to form a bipyrimidine-bridged dimer, which reacts with olefin to form a PdII-olefin adduct, followed by allylic C-H activation to produce (η3-allyl)PdII species. The (η3-allyl)PdII intermediate undergoes a reversible acetate attack to generate a Pd0-(allyl acetate) adduct, which subsequently reacts with p-benzoquinone to release allyl acetate and regenerate (bipyrimidine)Pd(OAc)2. No KIE is observed for the competition experiment between allylbenzene-d0 and allylbenzene-d5 (CD2=CDCD2C6H5), suggesting that allylic C-H activation is not rate-determining. Catalytic allylic acetoxylations of other terminal olefins as well as cyclohexene were also effected by (bipyrimidine)Pd(OAc)2.

Ruthenium-catalysed linear-selective allylic alkylation of allyl acetates

The regioselectivity in the ruthenium-catalysed allylic alkylation of mono substituted allyl acetates with the malonate anion was highly controlled by Ru3(CO)12 with 2-(diphenylphosphino)benzoic acid, and the linear-type alkylated product was obtained. The Royal Society of Chemistry.