(Z,Z)-alpha-Farnesene

Base Information

• Chemical Name: (Z,Z)-alpha-Farnesene
• CAS No.: 28973-99-1
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• UNII: L664C3SC2M
• DSSTox Substance ID: DTXSID901316855
• Nikkaji Number: J464.107H
• Wikidata: Q27119782
• Metabolomics Workbench ID: 56203
• Mol file: 28973-99-1.mol

Synonyms:(Z,Z)-alpha-Farnesene;(Z)-Farnesene;cis-alpha-farnesene;(Z,Z)-.alpha.-Farnesene;UNII-L664C3SC2M;alpha-Farnesene, (3Z,6Z)-;L664C3SC2M;28973-99-1;FEMA No. 3839, (3Z,6Z)-alpha-;1,3,6,10-Dodecatetraene, 3,7,11-trimethyl-, (Z,Z)-;1,3,6,10-Dodecatetraene, 3,7,11-trimethyl-, (3Z,6Z)-;(3Z,6Z)-3,7,11-trimethyldodeca-1,3,6,10-tetraene;cis-.alpha.-Farnesene;(3Z,6Z)-alpha-farnesene;CHEBI:39239;CXENHBSYCFFKJS-LOQWIJHWSA-N;DTXSID901316855;.ALPHA.-FARNESENE, (3Z,6Z)-;FEMA NO. 3839, (3Z,6Z)-.ALPHA.-;Q27119782;(3Z,6Z)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene #

Chemical Property of (Z,Z)-alpha-Farnesene

Chemical Property:

• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCC=C(C)C=C)C)C
• Isomeric SMILES: CC(=CCC/C(=C\C/C=C(/C)\C=C)/C)C

Technology Process of (Z,Z)-alpha-Farnesene

There total 14 articles about (Z,Z)-alpha-Farnesene 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: 36.0%

cis-nerolidol (3790-78-1) → (E,Z)-α-farnesene (502-61-4,26560-14-5,28973-98-0,28973-99-1,97885-54-6,125037-13-0,21499-64-9) + (Z)-beta-Farnesene (28973-97-9) + (Z,Z)-α-farnesene (28973-99-1,21499-64-9)

Guidance literature:

With pyridine; trichlorophosphate; In dimethyl sulfoxide; at 160 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(01)90401-0

Reference yield: 36.0%

cis-nerolidol (3790-78-1) → (E,Z)-α-farnesene (502-61-4,26560-14-5,28973-98-0,28973-99-1,97885-54-6,125037-13-0,21499-64-9) + (Z)-beta-Farnesene (28973-97-9) + (Z,Z)-α-farnesene (28973-99-1,21499-64-9)

Guidance literature:

With pyridine; trichlorophosphate; In dimethyl sulfoxide; at 160 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(01)90401-0

Reference yield:

(+/-)-nerolidol (7212-44-4) → (E)-β-farnesene (18794-84-8) + (E,E)-alpha-farnesene (502-61-4,21499-64-9) + (Z)-beta-Farnesene (28973-97-9) + (Z,Z)-α-farnesene (28973-99-1,21499-64-9)

Guidance literature:

With pyridine; trichlorophosphate; Title compound not separated from byproducts; 1) ice bath, 1 h; 2) rt, 12 h;

DOI:10.1021/ac960890u

upstream raw materials:

3-buten-1-yne

neryl chloride

trimethylaluminum

cis-nerolidol

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