(R)-6-Butyl-1,4-cycloheptadiene

Base Information

• Chemical Name: (R)-6-Butyl-1,4-cycloheptadiene
• CAS No.: 33156-91-1
• Molecular Formula: C11H18
• Molecular Weight: 150.264
• DSSTox Substance ID: DTXSID60954772
• Nikkaji Number: J19.437I
• Wikidata: Q82934166
• Mol file: 33156-91-1.mol

Synonyms:(R)-6-Butyl-1,4-cycloheptadiene;33156-91-1;1,4-Cycloheptadiene, 6-butyl-, (R)-;6-butylcyclohepta-1,4-diene;DTXSID60954772

Chemical Property of (R)-6-Butyl-1,4-cycloheptadiene

Chemical Property:

• Vapor Pressure: 0.336mmHg at 25°C
• Boiling Point: 206.7°Cat760mmHg
• Flash Point: 56°C
• PSA: 0.00000
• Density: 0.828g/cm³
• LogP: 3.69900
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 150.140850574
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1CC=CCC=C1
• Isomeric SMILES: CCCC[C@@H]1CC=CCC=C1

Technology Process of (R)-6-Butyl-1,4-cycloheptadiene

There total 45 articles about (R)-6-Butyl-1,4-cycloheptadiene 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: 100.0%

(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane (106137-59-1) → R-(-)-Dictyopterene C' (33156-91-1)

Guidance literature:

In tetrachloromethane; at 80 ℃; for 6h;

DOI:10.1016/S0040-4020(01)86378-X

Reference yield: 85.0%

1S,2R-Dictyopterene C (22822-99-7,22823-03-6,24519-26-4,25047-20-5,35501-91-8,50265-47-9,50265-49-1,53956-87-9,53956-88-0,53956-89-1,77210-40-3,99438-15-0,99438-16-1,106137-59-1,106137-61-5,133576-11-1) → R-(-)-Dictyopterene C' (33156-91-1)

Guidance literature:

at 75 ℃; for 5h; sealed tube;

DOI:10.1016/S0040-4020(01)85604-0

Reference yield: 80.0%

C11H17Br → R-(-)-Dictyopterene C' (33156-91-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1002/bkcs.12250

upstream raw materials:

all cis 5,8,11,14-eicosatetraenoic acid

(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

1S,2R-Dictyopterene C

cis-(1R,2R)-1-formyl-2-<(E)-hex-1-enyl>cyclopropane

Downstream raw materials:

(R)-Butylsuccinic acid

Refernces

• 1、 Pohnert, Georg,Boland, Wilhelm. "Pericyclic reactions in nature: Synthesis and Cope rearrangement of thermolabile bis-alkenylcyclopropanes from female gametes of marine brown algae (Phaeophyceae)". . p. 13681 - 13694. Retrieved 2007/10/03.
• 2、 Grandjean, D.,Pale, P.,Chuche, J.. "ENZYMATIC HYDROLYSIS OF CYCLOPROPANES. TOTAL SYNTHESIS OF OPTICALLY PURE DICTYOPTERENES A AND C'.". . p. 1215 - 1230. Retrieved 2007/10/02.