(-)-beta-Curcumene

Base Information

• Chemical Name: (-)-beta-Curcumene
• CAS No.: 28976-67-2
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 2902199090
• DSSTox Substance ID: DTXSID30905039
• Metabolomics Workbench ID: 62402
• Nikkaji Number: J17.147F
• Wikidata: Q27132151
• Mol file: 28976-67-2.mol

Synonyms:(-)-beta-curcumene;28976-67-2;beta-Curcumene;1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,4-diene;(-)-1-[(1R)-1,5-Dimethyl-4-hexenyl]-4-methyl-1,4-cyclohexadiene;(R)-1-Methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,4-diene;1,4-Cyclohexadiene, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-, (R)-;CHEBI:62760;DTXSID30905039;JXZQZARENYGJMK-CQSZACIVSA-N;Q27132151

Chemical Property of (-)-beta-Curcumene

Chemical Property:

• Boiling Point: 128-130 °C(Press: 6 Torr)
• PSA: 0.00000
• Density: 0.8810 g/cm3(Temp: 30 °C)
• LogP: 5.03540
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

beta-Curcumene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(=CC1)C(C)CCC=C(C)C
• Isomeric SMILES: CC1=CCC(=CC1)[C@H](C)CCC=C(C)C

Technology Process of (-)-beta-Curcumene

There total 2 articles about (-)-beta-Curcumene 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:

tris(ammonium) (2Z,6E)-farnesyl diphosphate → (2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol (3790-71-4) + (E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) + (-)-(4S,8R)-8-epi-α-bisabolol (78148-59-1,26560-22-5) + (-)-α-bisabolol (515-69-5,23089-26-1,23178-88-3,25428-43-7,72059-10-0,72691-24-8,76738-75-5,78148-59-1,123877-54-3,26560-22-5) + (+)-2-epi-prezizaene (1220474-11-2) + (-)-α-acoradiene (24048-44-0) + alpha-cedrene (469-61-4) + (-)-β-curcumene (28976-67-2) + (1R,4R,5S)-1,8-dimethyl-4-(1'-methylethenyl)spiro[4.5]dec-7-ene

Guidance literature:

With magnesium chloride; In pentane; at 20 ℃; for 19h; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/ja909886q

Reference yield:

(2-cis,6-trans)-farnesyl diphosphate (40716-68-5) → (2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol (3790-71-4) + (E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) + (+)-2-epi-prezizaene (1220474-11-2) + (-)-α-acoradiene (24048-44-0) + epi-α-bisabolol (26560-22-5) + alpha-cedrene (469-61-4) + (-)-β-curcumene (28976-67-2) + 6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol (26560-22-5) + (1R,4R,5S)-1,8-dimethyl-4-(1'-methylethenyl)spiro[4.5]dec-7-ene

Guidance literature:

With tobacco 5-epi-aristolochene synthase; Kinetics; Enzymatic reaction;

DOI:10.1021/cb900295g

Reference yield:

(-)-β-curcumene (28976-67-2) → 1-((R)-1,5-Dimethyl-hexyl)-4-methyl-cyclohexane

Guidance literature:

With hydrogen; palladium on activated charcoal; In hexane; at 20 ℃; for 3h;

DOI:10.1016/S0031-9422(99)00081-3

upstream raw materials:

(2-cis,6-trans)-farnesyl diphosphate

Downstream raw materials:

(R)-(-)-α-curcumene