2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)-

Base Information

• Chemical Name: 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)-
• CAS No.: 55079-84-0
• Molecular Formula: C17H18O2
• Molecular Weight: 254.3236
• UNII: LT3YAG7WU2
• DSSTox Substance ID: DTXSID501174205
• Nikkaji Number: J362.537K
• Mol file: 55079-84-0.mol

Synonyms:all-trans-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraenoic acid;Ro 8-8717;2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)-;55079-84-0;SCHEMBL10384149;DTXSID501174205;Ro-8-8717;LS-96922;(2E,4E,6E,8E)-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraenoic acid

Chemical Property of 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)-

Chemical Property:

• Vapor Pressure: 7.57E-09mmHg at 25°C
• Boiling Point: 449°Cat760mmHg
• Flash Point: 338.9°C
• Density: 1.07g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 254.130679813
• Heavy Atom Count: 19
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC=CC(=CC(=O)O)C)C=CC1=CC=CC=C1
• Isomeric SMILES: C/C(=C\C=C\C(=C\C(=O)O)\C)/C=C/C1=CC=CC=C1

Technology Process of 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)-

There total 5 articles about 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-phenyl-, (all-E)- 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: 40.0%

4-Methyl-6-<(1E,3E)-2-methyl-4-phenyl-1,3-butadien-1-yl>-2H-pyran-2-on (87424-84-8) → (2Z,4E,6E,8E)-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraensaeure (87480-41-9,55079-84-0)

Guidance literature:

With potassium hydroxide; sodium tetrahydroborate; In methanol; for 6h; Heating;

DOI:10.1002/jlac.198419841014

Reference yield:

4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one (4394-72-3) → (2Z,4E,6E,8E)-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraensaeure (87480-41-9,55079-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SeO₂ / H₂O; dioxane / 12 h / Heating

2: 1.) NaN(SiMe₃)2 / 1.) benzene, 1 h, reflux; 2.) 12 h, room temperature

3: 40 percent / KOH, NaBH₄ / methanol / 6 h / Heating

With potassium hydroxide; sodium tetrahydroborate; selenium(IV) oxide; sodium hexamethyldisilazane; In 1,4-dioxane; methanol; water;

DOI:10.1002/jlac.198419841014

Reference yield:

(E)-2-Methyl-3-(4-methyl-2-oxo-2H-pyran-6-yl)propenal (87424-82-6) → (2Z,4E,6E,8E)-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraensaeure (87480-41-9,55079-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaN(SiMe₃)2 / 1.) benzene, 1 h, reflux; 2.) 12 h, room temperature

2: 40 percent / KOH, NaBH₄ / methanol / 6 h / Heating

With potassium hydroxide; sodium tetrahydroborate; sodium hexamethyldisilazane; In methanol;

DOI:10.1002/jlac.198419841014

upstream raw materials:

6-methyl-8-phenyl-3,5,7-octatrien-2-one

ethyl bromoacetate

4-Methyl-6-<(1E,3E)-2-methyl-4-phenyl-1,3-butadien-1-yl>-2H-pyran-2-on

4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one

Refernces