Cardanol diene

Base Information

• Chemical Name: Cardanol diene
• CAS No.: 51546-63-5
• Molecular Formula: C21H32O
• Molecular Weight: 300.484
• UNII: R5UNJ6B02F
• DSSTox Substance ID: DTXSID90872879
• Wikidata: Q27896124
• Metabolomics Workbench ID: 77498
• ChEMBL ID: CHEMBL470887
• Mol file: 51546-63-5.mol

Synonyms:Cardanol diene;R5UNJ6B02F;CHEMBL470887;3-8Z,11Z-pentadecadien-1-yl-phenol;3-(8(Z),11(Z)-Pentadecadienyl)phenol;5-{8(Z),11(Z)-Pentadecadienyl}Phenol;51546-63-5;3-((8Z,11Z)-pentadeca-8,11-dien-1-yl)phenol;3-[(8Z,11Z)-Pentadeca-8,11-dien-1-yl]phenol;UNII-R5UNJ6B02F;SCHEMBL2293234;DTXSID90872879;BDBM50292427;LMPK15010009;3-((8Z,11Z)-pentadeca-8,11-dienyl)phenol;3-(8Z,11Z)-8,11-PENTADECADIEN-1-YLPHENOL;Q27896124;PHENOL, 3-(8Z,11Z)-8,11-PENTADECADIEN-1-YL-

Chemical Property of Cardanol diene

Chemical Property:

• Vapor Pressure: 7.39E-08mmHg at 25°C
• Boiling Point: 426°Cat760mmHg
• Flash Point: 192.3°C
• Density: 0.929g/cm³
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 300.245315640
• Heavy Atom Count: 22
• Complexity: 292

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CCC=CCCCCCCCC1=CC(=CC=C1)O
• Isomeric SMILES: CCC/C=C\C/C=C\CCCCCCCC1=CC(=CC=C1)O

Technology Process of Cardanol diene

There total 26 articles about Cardanol diene 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: 50.0%

3-(pentadeca-8,11-diynyl)phenol (51110-41-9) → 3-[8(Z),11(Z)-pentadecadienyl] phenol (51546-63-5)

Guidance literature:

With quinoline; hydrogen; palladium on barium sulfate; In ethyl acetate; for 2h; Ambient temperature;

Reference yield:

(chloro-6' hexyloxy)-2 tetrahydropyranne (2009-84-9) → 3-[8(Z),11(Z)-pentadecadienyl] phenol (51546-63-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) Mg / 1.) THF, 2.) THF, 24 h

2: 81 percent / toluene-4-sulphonic acid / ethanol / 24 h / Heating

3: 1.) KOH, 2.) H₂, H₂SO₄ / 2.) 10percent Pd/C / 1.) ethanol, 1 h, reflux, 2.) ethanol, r.t.

4: 4.31 g / PBr₃ / CHCl₃ / 4 h / 0 °C

5: 1.) LiNH₂, Fe(NO₃)3 / 1.) liq. NH₃, THF, HMPA, 2.) liq. NH₃, THF, HMPA, 40 deg C, 24 h

6: p-TsOH / ethanol / 3 h / Heating

7: 0.1704 g / PBr₃ / CHCl₃ / 16 h / -30 deg C to r. t.

8: 1.) EtMgBr, CuCl / 1.) THF, 1 h, 2.) THF, 72 h, 35 deg C

9: 50 percent / H₂, quinoline / 5 percent Pd-BaSO₄ / ethyl acetate / 2 h / Ambient temperature

With quinoline; potassium hydroxide; lithium amide; sulfuric acid; ethylmagnesium bromide; hydrogen; phosphorus tribromide; toluene-4-sulfonic acid; magnesium; ferric nitrate; copper(l) chloride; palladium on activated charcoal; palladium on barium sulfate; In ethanol; chloroform; ethyl acetate;

Reference yield:

1,6-hexanediol (629-11-8) → 3-[8(Z),11(Z)-pentadecadienyl] phenol (51546-63-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 66 percent / conc. HCl, CuCl / toluene / 24 h / 100 °C

2: 84 percent / K₂CO₃ / benzene / 24 h / Heating

3: 2.) H₂

4: 91 percent / BBr₃ / CH₂Cl₂ / 1.) -80 deg C, 3 d, 2.) 72 h

5: 1.) LiNH₂, Fe(NO₃)3 / 1.) liq. NH₃, THF, HMPA, 2.) liq. NH₃, THF, HMPA, 40 deg C, 24 h

6: p-TsOH / ethanol / 3 h / Heating

7: 0.1704 g / PBr₃ / CHCl₃ / 16 h / -30 deg C to r. t.

8: 1.) EtMgBr, CuCl / 1.) THF, 1 h, 2.) THF, 72 h, 35 deg C

9: 50 percent / H₂, quinoline / 5 percent Pd-BaSO₄ / ethyl acetate / 2 h / Ambient temperature

With quinoline; hydrogenchloride; lithium amide; ethylmagnesium bromide; hydrogen; boron tribromide; phosphorus tribromide; potassium carbonate; toluene-4-sulfonic acid; ferric nitrate; copper(l) chloride; palladium on barium sulfate; In ethanol; dichloromethane; chloroform; ethyl acetate; toluene; benzene;

upstream raw materials:

3-(pentadeca-8,11-diynyl)phenol

(chloro-6' hexyloxy)-2 tetrahydropyranne

7-chloro-1-heptanol

1,6-hexanediol

Downstream raw materials:

4,6-Bis-<4-hydroxy-2-pentadecyl-benzolazo>-diphenyl

C₃₇H₄₆N₄O₂

Cardolite NC-513