cis-5-Dodecenoic acid

Base Information

• Chemical Name: cis-5-Dodecenoic acid
• CAS No.: 2430-94-6
• Molecular Formula: C12H22 O2
• Molecular Weight: 198.305
• Hs Code.: 2916190090
• European Community (EC) Number: 624-865-4
• UNII: EYE3WCF2SA
• DSSTox Substance ID: DTXSID201314846
• Nikkaji Number: J98.072B
• Wikidata: Q27159277
• Metabolomics Workbench ID: 646
• ChEMBL ID: CHEMBL1169837
• Mol file: 2430-94-6.mol

Synonyms:5-dodecanolide;5-dodecenoic acid;5-dodecenoic acid, (E)-isomer

Chemical Property of cis-5-Dodecenoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 9.63°C (estimate)
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 310.6°Cat760mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 207.7°C
• PSA: 37.30000
• Density: 0.922g/cm³
• LogP: 3.76790
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

(5Z)?-5-?Dodecenoicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC=CCCCC(=O)O
• Isomeric SMILES: CCCCCC/C=C\CCCC(=O)O
• Uses: (5Z)?-5-?Dodecenoic acid is a fatty acid and a component of the essential oils of certain plants, such as Paeonia lactiflora Pall., and is used as biofuel.

Technology Process of cis-5-Dodecenoic acid

There total 7 articles about cis-5-Dodecenoic acid 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:

1-Bromoheptane (629-04-9) + ethyl 5-oxopentanoate (22668-36-6) + triphenylheptylphosphonium bromide (13423-48-8) + n-undecyltriphenylphosphonium bromide (60669-22-9) → cis-dodec-5-enoic acid (2430-94-6)

Guidance literature:

With n-butyllithium; triphenylphosphine; In hexane;

Reference yield:

1-cyano-(Z)-4-undecene (127089-52-5) → cis-dodec-5-enoic acid (2430-94-6)

Guidance literature:

With potassium hydroxide; In ethylene glycol; for 6h; Heating;

Reference yield:

(Z)-undec-4-en-1-ol (21676-07-3) → cis-dodec-5-enoic acid (2430-94-6)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / 1) 0 deg C, 0.5 h, 2) RT, 6 h

2: LiBr / acetone / 5 h / Ambient temperature

3: 73 percent / dimethylsulfoxide / Ambient temperature

4: KOH / ethane-1,2-diol / 6 h / Heating

With potassium hydroxide; triethylamine; lithium bromide; In dichloromethane; ethylene glycol; dimethyl sulfoxide; acetone;

upstream raw materials:

dodec-5-ynoic acid

1-cyano-(Z)-4-undecene

(Z)-undec-4-en-1-ol

(Z)-4-undecenyl bromide

Downstream raw materials:

gamma-dodecalactone

(Z)-5-dodecen-1-yl acetate

(Z)-dodec-5-ene-1-ol

Refernces

• 1、 Kelkar, S. V.,Reddy, G. Bhaskar,Kulkarni, G. H.. "Synthesis of (Z)-5-dodecenyl and (Z)-5-tetradecenyl acetates: Pheromone components of Lepidoptera noctuidae species". . p. 980 - 981. Retrieved 2007/10/02.