2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)-

Base Information

• Chemical Name: 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)-
• CAS No.: 57378-83-3
• Molecular Formula: C₁₇H₃₀O₂
• Molecular Weight: 266.424
• Mol file: 57378-83-3.mol

Synonyms:2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)-;57378-83-3

Chemical Property of 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)-

Chemical Property:

• Vapor Pressure: 9.36E-05mmHg at 25°C
• Boiling Point: 339.2°Cat760mmHg
• Flash Point: 153.8°C
• PSA: 26.30000
• Density: 0.886g/cm³
• LogP: 4.90450
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 266.224580195
• Heavy Atom Count: 19
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)-

There total 23 articles about 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,Z)- 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: 92.0%

(2E,4E)-3,7,11-trimethyl-2,4-dodecadienoic acid + diethyl dicarbonate (1609-47-8) → (S)-hydroprene (36557-30-9,41096-46-2,41096-47-3,41205-09-8,53042-55-0,53042-72-1,53042-73-2,53833-71-9,57378-83-3,57378-84-4,65733-19-9,65733-18-8)

Guidance literature:

With dmap; In toluene; at 15 - 25 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Green chemistry;

Reference yield: 79.0%

C11H23BO2 (1356399-81-9) + ethyl (E)-3-(trifluoromethylsulfonyloxy)but-2-enoate (122135-84-6,137273-43-9,122135-96-0) → (S)-hydroprene (36557-30-9,41096-46-2,41096-47-3,41205-09-8,53042-55-0,53042-72-1,53042-73-2,53833-71-9,57378-83-3,57378-84-4,65733-19-9,65733-18-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.02.019

Reference yield:

Citronellol (106-22-9) → (S)-hydroprene (36557-30-9,41096-46-2,41096-47-3,41205-09-8,53042-55-0,53042-72-1,53042-73-2,53833-71-9,57378-83-3,57378-84-4,65733-19-9,65733-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / H₂ / Pd/C / methanol / 50 h / 20 °C

2: PCC / CH₂Cl₂ / 2 h / 20 °C

3: 82 percent / diethyl ether / 15 h / 20 °C

4: 1.) O₃, O₂, 2.) Me₂S, 3.) Na₂SO₄, TsOH*H₂O / 1.) CH₂Cl₂, MeOH, -65 deg C, 2.) -60 deg C, 1h; -15 deg C, 1 h; 0 deg C, 1 h; 20 deg C, 12 h, 3.) benzene, reflux, 1 h

5: 2.) 10percent H₂SO₄ / 1.) ether, -10 deg C, 3 h, 2.) 1h

With dimethylsulfide; sulfuric acid; hydrogen; oxygen; toluene-4-sulfonic acid; ozone; sodium sulfate; pyridinium chlorochromate; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1007/BF00699985

upstream raw materials:

3,7-dimethyl-1-octanal

3E 6,10-dimethyl-3-undecen-2-one

ethoxyethynylmagnesium bromide

ethyl (2E,4E)-3,7,11-trimethyl-2,4,10-dodecatrienoate