(1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: (1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene
• CAS No.: 18383-34-1
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• UNII: RDU5643I0Y
• Nikkaji Number: J41.440I
• Wikidata: Q27894206
• Mol file: 18383-34-1.mol

Synonyms:18383-34-1;(1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene;(+)-Bornylene;Bornylene, (+)-;(+)-Bornene;RDU5643I0Y;2-Bornene, (1R,4S)-(+)-;(1R,4S)-1,7,7-Trimethylbicyclo(2.2.1)hept-2-ene;Bicyclo(2.2.1)hept-2-ene, 1,7,7-trimethyl-, (1R)-;Bicyclo(2.2.1)hept-2-ene, 1,7,7-trimethyl-, (1R,4S)-;UNII-RDU5643I0Y;AKOS034818016;EN300-258391;Q27894206;Z2379088819

Chemical Property of (1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene

Chemical Property:

• Melting Point: 108.5 - 111 °C
• PSA: 0.00000
• LogP: 2.99870
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C2CCC1(C=C2)C)C
• Isomeric SMILES: C[C@]12CC[C@H](C1(C)C)C=C2

Technology Process of (1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene

There total 15 articles about (1R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene 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:

tricyclene (508-32-7) → (+-)-bornylene (464-17-5,2437-75-4,18383-34-1) + dl-camphene (565-00-4)

Guidance literature:

With titanium(IV) oxide;

Reference yield:

phosgene (75-44-5) + diethyl ether (60-29-7,927820-24-4) + isobornyl chloride (464-41-5) + methylmagnesium bromide (75-16-1) → bornane (464-15-3) + (+-)-bornylene (464-17-5,2437-75-4,18383-34-1) + dl-camphene (565-00-4)

Guidance literature:

DOI:10.1021/ja01231a014

Reference yield:

phosgene (75-44-5) + diethyl ether (60-29-7,927820-24-4) + methylmagnesium bromide (75-16-1) + 2-chlorobornane (559-45-5) → bornane (464-15-3) + (+-)-bornylene (464-17-5,2437-75-4,18383-34-1) + dl-camphene (565-00-4)

Guidance literature:

DOI:10.1021/ja01231a014

upstream raw materials:

(R)-Bornylamine

tricyclene

1,7,7-trimethyltricyclo[2.2.1.02,6]heptane

bornyl chloride

Downstream raw materials:

epicamphor

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

rac-endo-borneol

1,7,7-trimethyltricyclo[2.2.1.02,6]heptane