79605-67-7

Basic information

• Product Name: 2-cycloheptenol
• CAS NO: 79605-67-7
• Molecular Weight: 112.172
• Mol File: 79605-67-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-cycloheptenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cycloheptenol(79605-67-7)
• EPA Substance Registry System: 2-cycloheptenol(79605-67-7)

Safety Data

• Hazardous Substances Data: 79605-67-7(Hazardous Substances Data)

Upstream product

• 4096-37-1 rac-3-hydroperoxy-cyclohept-1-ene 
• 628-92-2 Cycloheptene 
• 1121-66-0 2-Cyclohepten-1-one 

Downstream Products

• 61142-86-7 N-phenylcycloheptanamine 
• 917241-31-7 (S)-cyclohept-2-en-1-yl 4-methoxybenzoate 
• 1383192-79-7 benzyl cyclohept-2-en-1-ylcarbamate 
• 1219499-45-2 C₁₅H₁₆O₂ 
• 71691-93-5 3-(benzyloxy)cycloheptan-1-one 
• 71691-92-4 3-Benzyloxycycloheptanol 
• 68099-19-4 (RS)-1-phenyl-cyclohept-2-en-1-ol 
• 16335-43-6 bicyclo<5.1.0>octan-2-one 
• 18952-34-6 (±)-1,3-cycloheptanediol 

Relevant articles and documents

Influence of the channel size of isostructural 3d-4f MOFs on the catalytic aerobic oxidation of cycloalkenes

The present work reports a new group of heterogeneous catalysts with a 3D structure, CuLnIDA, {[Cu3Ln2(IDA)6]·8H2O} (Ln: LaIII, GdIII or YbIII), with an organic linker (H2IDA: iminodiacetic acid). Different sets of O2 pressure and time were used in order to obtain the optimal reaction conditions at 75 °C. The reaction was found to depend on the [aldehyde]/[substrate] ratio. The best results, with a conversion of 73% for CuLaIDA as the catalyst, were obtained for the smallest ratio of 0.2. Finally, the importance of the pore size was analysed by comparing the catalytic activity of the as formed catalyst with that of the thermally activated one. The conversion increased ca. 26-35% for the different catalysts when they were previously activated. In addition, the selectivity increased towards cyclohexenone. The use of molecular oxygen as the oxidizing agent in a system where an auxiliary solvent is not used, as the cyclohexene substrate and products play the role of a solvent, permitted us to generate a more friendly environmental system for the oxidation of cycloalkenes under mild conditions.

Eco-friendly stereoselective reduction of α,β-unsaturated carbonyl compounds by Er(OTf)3/NaBH4 in 2-MeTHF

An operationally simple and environmentally benign catalytic procedure has been developed to selectively reduce different α,β-unsaturated ketones. The corresponding allylic alcohols are obtained with high chemo- and diastereoselectivity using Er(OTf)3 and NaBH4 in 2-MeTHF. This protocol reduces the amount of catalyst and NaBH4 needed, compared to classical procedures and the stages of extraction/purification are carried out in aqueous solutions avoiding the use of toxic solvents. Taking into account that Er(OTf)3 can be considered even less toxic than table salt and the 'greenness' of 2-MeTHF as a solvent, the system Er(OTf)3/2-MeTHF can be proposed as a cheap, efficient, and environmentally sustainable reduction system for the synthesis of allylic alcohols.

Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

Development of a calcium-mediated regioselective 1,2-reduction of challenging α,β-unsaturated ketones, such as 2-cyclopententone, is reported. The corresponding allylic alcohols are obtained in very good regioselectivities using Ca(OTf)2 and NaBH4. Furthermore, we have shown that our method can stereoselectively reduce aziridinyl ketones.