Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-

Base Information

• Chemical Name: Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-
• CAS No.: 89315-17-3
• Molecular Formula: C₂₄H₂₈O₂
• Molecular Weight: 348.485
• Nikkaji Number: J366.846K
• ChEMBL ID: CHEMBL88180
• Mol file: 89315-17-3.mol

Synonyms:Ro 19-4788;89315-17-3;m-Carboxyarotinoid acid;Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-;CHEMBL88180;SCHEMBL4551713;AKOS040753782;3-[(E)-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)prop-1-enyl]benzoic acid;Ro-19-4788

Chemical Property of Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-

Chemical Property:

• Vapor Pressure: 1.93E-10mmHg at 25°C
• Boiling Point: 490.6°C at 760 mmHg
• Flash Point: 229.9°C
• PSA: 37.30000
• Density: 1.06g/cm³
• LogP: 6.29430
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 348.208930132
• Heavy Atom Count: 26
• Complexity: 557

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC(=CC=C1)C(=O)O)C2=CC3=C(C=C2)C(CCC3(C)C)(C)C
• Isomeric SMILES: C/C(=C\C1=CC(=CC=C1)C(=O)O)/C2=CC3=C(C=C2)C(CCC3(C)C)(C)C

Technology Process of Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-

There total 4 articles about Benzoic acid, 3-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (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:

[1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-ethyl]-triphenylphosphonium bromide (69251-24-7) → 3-[(Z)-2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid (89315-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / diethyl ether

2: aq. LiOH

With lithium hydroxide; n-butyllithium; In diethyl ether; 1: Wittig reaction;

DOI:10.1016/S0960-894X(00)00547-3

Reference yield:

[1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-ethyl]-triphenylphosphonium bromide (69251-24-7) → 3-[(E)-2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid (89315-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / diethyl ether

2: aq. LiOH

With lithium hydroxide; n-butyllithium; In diethyl ether; 1: Wittig reaction;

DOI:10.1016/S0960-894X(00)00547-3

Reference yield:

3-[(E)-2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid methyl ester → 3-[(Z)-2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid (89315-17-3) + 3-[(E)-2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid (89315-17-3)

Guidance literature:

With lithium hydroxide;

DOI:10.1016/S0960-894X(00)00547-3

upstream raw materials:

[1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-ethyl]-triphenylphosphonium bromide