Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)-

Base Information

• Chemical Name: Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)-
• CAS No.: 58437-71-1
• Deprecated CAS: 22485-72-9
• Molecular Formula: C11H18O
• Molecular Weight: 166.263
• European Community (EC) Number: 261-253-2,261-252-7,218-755-1
• NSC Number: 18920
• DSSTox Substance ID: DTXSID40886264
• Nikkaji Number: J296.938F
• Mol file: 58437-71-1.mol

Synonyms:8-Camphenemethanol;58437-72-2;Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)-;EINECS 261-252-7;2,2-Dimethyl-1-norbornylideneethanol;Delta-2,b-norbornane ethanol,3,3-dimethyl;2226-05-3;Ethanol, 2-(3,3-dimethylbicyclo(2.2.1)hept-2-ylidene)-, (E)-;(E)-2-(3,3-Dimethylbicyclo(2.2.1)hept-2-ylidene)ethanol;(E)-2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)ethanol;Ethanol, 2-(3,3-dimethylbicyclo(2.2.1)hept-2-ylidene)-, (2Z)-;Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (E)-;NSC18920;Ethanol, 2-(3,3-dimethylbicyclo(2.2.1)hept-2-ylidene)-;.delta.(2, 3,3-dimethyl-;SCHEMBL3021313;DTXSID40886264;EINECS 218-755-1;NSC 18920;NSC-18920;3,3-Dimethyl-2-norbornane-2-ethanol;AKOS024323416;delta(2,beta)-Norbornaneethanol, 3,3-dimethyl-;Ethanol,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-;2-(3,3-Dimethylbicyclo(2.2.1)hept-2-ylidene)ethanol;(Z)-2-(3,3-Dimethylbicyclo[2.2.1]heptan-2-ylidene)ethanol;(2Z)-2-[(1R,4S)-3,3-dimethylbicyclo[2.2.1]hept-2-ylidene]ethanol

Chemical Property of Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)-

Chemical Property:

• Vapor Pressure: 0.00566mmHg at 25°C
• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 108.9°C
• PSA: 20.23000
• Density: 1.049g/cm³
• LogP: 2.36120
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C2)C1=CCO)C
• Isomeric SMILES: CC\1(C2CCC(C2)/C1=C/CO)C

Technology Process of Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)-

There total 7 articles about Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, (2Z)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(E)-ω-Acetoxymethylcamphene (58437-69-7) → (E)-ω-Hydroxymethylcamphene (58437-71-1)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 24h; Ambient temperature;

Reference yield:

camphene (79-92-5) → (E)-ω-Hydroxymethylcamphene (58437-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 24 h / Heating

2: 100 g / KOH / ethanol; H₂O / 24 h / Ambient temperature

With potassium hydroxide; In ethanol; water;

Reference yield:

(+)-camphene (79-92-5) → (1R)-2,2-dimethyl-3-(2-hydroxy-ethylidene)-norbornane (2226-05-3,22485-72-9,58437-71-1,58437-72-2,135911-96-5,135911-99-8,135912-00-4)

Guidance literature:

Ueberfuehrung ueber (+)(1R)-2.2-Dimethyl-3-<2-acetoxy-aethyliden>-norbornan;

DOI:10.1021/ja01255a036

upstream raw materials:

(E)-ω-Acetoxymethylcamphene

camphene

(+)-camphene

formaldehyd

Downstream raw materials:

(E)-Ethyl 4-<5-(2,2-dimethyl-3-norbornyliden)-2-methyl-1-pentenyl>benzoate

(Z)-Ethyl 4-<5-(2,2-dimethyl-3-norbornyliden)-2-methyl-1-pentenyl>benzoate

(E)-Ethyl <5-(2,2-dimethyl-3-norbornyl)-2-methyl-1-pentenyl>benzoate

(Z)-Ethyl <5-(2,2-dimethyl-3-norbornyl)-2-methyl-1-pentenyl>benzoate

Refernces