30897-75-7

Basic information

• Product Name: 6,6-dimethylbicyclo[3.1.1]hept-2-en-2-acetaldehyde
• Synonyms: 6,6-dimethylbicyclo[3.1.1]hept-2-en-2-acetaldehyde;6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-acetaldehyde;Nopal
• CAS NO: 30897-75-7
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• EINECS: 250-376-7
• Mol File: 30897-75-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 211.9°C at 760 mmHg
• Flash Point: 77.7°C
• Appearance: /
• Density: 0.967g/cm³
• Vapor Pressure: 0.178mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: 6,6-dimethylbicyclo[3.1.1]hept-2-en-2-acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6-dimethylbicyclo[3.1.1]hept-2-en-2-acetaldehyde(30897-75-7)
• EPA Substance Registry System: 6,6-dimethylbicyclo[3.1.1]hept-2-en-2-acetaldehyde(30897-75-7)

Safety Data

• Hazardous Substances Data: 30897-75-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H16O/c1-11(2)9-4-3-8(5-6-12)10(11)7-9/h3,6,9-10H,4-5,7H2,1-2H3

Upstream product

• 128-50-7 nopol 
• 69978-56-9 [2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-trimethyl-silane 
• 564-94-3 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde 
• 149253-41-8 (1R)-(-)-nopol 
• 177698-19-0 Beta-pinene 
• 86553-90-4 3-<2-(6,6Dimethylbicyclo<3.3.1>hept-2-ene)>-2-trimethylsilyloxirane 

Relevant articles and documents

Synthesis, antifungal activity, and 3d-qsar study of novel nopol-derived 1,3,4-thiadiazole-thiourea compounds

A series of novel nopol derivatives bearing the 1,3,4-thiadiazole-thiourea moiety were designed and synthesized by multi-step reactions in search of potent natural product-based antifungal agents. Their structures were confirmed by FT-IR, NMR, ESI-MS, and elemental analysis. Antifungal activity of the target compounds was preliminarily evaluated by in vitro methods against Fusarium oxysporum f. sp. cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani, Gibberella zeae, Rhizoeotnia solani, Bipolaris maydis, and Colleterichum orbicalare at 50 μg/mL. All the target compounds exhibited better antifungal activity against P. piricola, C. arachidicola, and A. solani. Compound 6j (R = m, p-Cl Ph) showed the best broad-spectrum antifungal activity against all the tested fungi. Compounds 6c (R = m-Me Ph), 6q (R = i-Pr), and 6i (R = p-Cl Ph) had inhibition rates of 86.1%, 86.1%, and 80.2%, respectively, against P. piricola, much better than that of the positive control chlorothalonil. Moreover, compounds 6h (R = m-Cl Ph) and 6n (R = o-CF3 Ph) held inhibition rates of 80.6% and 79.0% against C. arachidicola and G. zeae, respectively, much better than that of the commercial fungicide chlorothalonil. In order to design more effective antifungal compounds against A. solani, analysis of the three-dimensional quantitative structure–activity relationship (3D-QSAR) was carried out using the CoMFA method, and a reasonable and effective 3D-QSAR model (r2 = 0.992, q2 = 0.753) has been established. Furthermore, some intriguing structure–activity relationships were found and are discussed by theoretical calculation.

Deprotection and direct oxidative deprotection of trimethylsilyl ethers to their corresponding alcohols and carbonyl compounds with tris[trinitratocerium(IV)] paraperiodate, [(NO3)3Ce]3.H2IO6, in an aprotic solvent

Deprotection of structurally different trimethylsilyl ethers to their corresponding alcohols has been achieved in refluxing benzene in the presence of tris[trinitratocerium(IV)] paraperiodate in a few minutes. This reagent has also been used successfully for the direct oxidation of trimethylsilyl ethers to their corresponding carbonyl compounds. Benzylic double bonds are prone to cleavage reactions with this method.

Organic Oxoammonium Salts. 3. A New Convenient Method for the Oxidation of Alcohols to Aldehydes and Ketones

A new method for the selective oxidation of alcohols using organic oxoammonium salts generated by acid-promoted disproportionation of nitroxides in solution has been developed.Major advantages are high yields, ease of product isolation, and a high degree of selectivity in the presence of other functional groups.