Farnesal

Base Information

• Chemical Name: Farnesal
• CAS No.: 502-67-0
• Deprecated CAS: 807656-93-5
• Molecular Formula: C15H24 O
• Molecular Weight: 220.355
• European Community (EC) Number: 242-957-9
• UNII: G4E58106EW
• ChEMBL ID: CHEMBL3120646
• DSSTox Substance ID: DTXSID60880981
• Metabolomics Workbench ID: 28207
• Nikkaji Number: J1.852.519D,J14.249B,J672.102H,J672.103F,J102.721B
• Wikidata: Q27098285
• Mol file: 502-67-0.mol

Synonyms:3,7,11-trimethyldodeca-2,6,10-trienal;farnesal

Chemical Property of Farnesal

Chemical Property:

• Boiling Point: 328.6±21.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.868±0.06 g/cm3(Predicted)
• LogP: 4.60450
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

98%min ^*data from raw suppliers

Farnesal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CC=O)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/C=O)/C)/C)C
• Uses: Farnesal is a reagent in the synthesis of farnesylpyrophosphate analogues which acts as bisubstrate inhibitors of protein farnesyltransferase and has antiparasitics properties.

Technology Process of Farnesal

There total 22 articles about Farnesal 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%

Farnesol (106-28-5) → Farnesal (502-67-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -63 ℃; for 0.5h;

DOI:10.1021/jm00015a013

Reference yield: 97.0%

Farnesol (106-28-5) + 2-nitro-benzaldehyde (552-89-6) → Farnesal (502-67-0)

Guidance literature:

With hydrogenchloride; aluminum isopropoxide; In n-heptane; cyclohexane; water; acetone;

Reference yield: 95.0%

farnesol (4602-84-0) → Farnesal (502-67-0)

Guidance literature:

With oxygen; copper; In acetonitrile; for 4h; Reagent/catalyst; Temperature; Reflux;

upstream raw materials:

2-nitropropane

farnesyl bromide

Farnesol

dehydronerolidol

Downstream raw materials:

(3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene

ferprenin

(3E)-3-(4,8-dimethylnon-3,7-dienyl)but-2-en-4-olide

oxalic acid

Refernces

• 1、 Carbone, Marianna,Letizia Ciavatta,Mathieu, Véronique,Ingels, Aude,Kiss, Robert,Pascale, Paola,Mollo, Ernesto,Ungur, Nicon,Guo, Yue-Wei,Gavagnin, Margherita. "Marine Terpenoid Diacylguanidines: Structure, Synthesis, and Biological Evaluation of Naturally Occurring Actinofide and Synthetic Analogues". . p. 1339 - 1346. Retrieved 2017.
• 2、 Benedict,Alchanati,Harvey,Liu Jinggao,Stipanovic,Bell. "The enzymatic formation of delta-cadinene from farnesyl diphosphate in extracts of cotton". . p. 327 - 331. Retrieved 1995.
• 3、 -. "METHOD FOR SYNTHESISING VITAMIN A". Paragraph 0048-0050. . Retrieved 2021/10/11.
• 4、 Giorgi, Pascal D.,Miedziak, Peter J.,Edwards, Jennifer K.,Hutchings, Graham J.,Antoniotti, Sylvain. "Bicatalytic Multistep Reactions En Route to the One-Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1,2-Dihydroquinoline Derivatives from Simple Substrates". . p. 70 - 75. Retrieved 2017/01/17.