(E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid

Base Information

• Chemical Name: (E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid
• CAS No.: 88579-29-7
• Molecular Formula: C21H22O3
• Molecular Weight: 322.404
• ChEMBL ID: CHEMBL21518
• Mol file: 88579-29-7.mol

Synonyms:SR 3994;CHEMBL21518;(E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid;(E)-4-(2-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-1-propenyl)benzoic acid;Benzoic acid, 4-(2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-1-propenyl)-, (E)-;88579-29-7;SCHEMBL7829468;DFQLRIXABZAEHT-WYMLVPIESA-N;BDBM50066905;LS-36981;4-[2-(4,4-Dimethyl-chroman-6-yl)-propenyl]-benzoic acid;4-[(E)-2-(4,4-Dimethyl-chroman-6-yl)-propenyl]-benzoic acid;4-[(E)-2-(4,4-Dimethyl-6-chromanyl)-2-methylvinyl]benzoic Acid;p-[(E)-2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)propenyl]benzoic acid

Chemical Property of (E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid

Chemical Property:

• Vapor Pressure: 2.95E-10mmHg at 25°C
• Boiling Point: 485.9°Cat760mmHg
• Flash Point: 170.4°C
• Density: 1.146g/cm³
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 322.15689456
• Heavy Atom Count: 24
• Complexity: 485

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC=C(C=C1)C(=O)O)C2=CC3=C(C=C2)OCCC3(C)C
• Isomeric SMILES: C/C(=C\C1=CC=C(C=C1)C(=O)O)/C2=CC3=C(C=C2)OCCC3(C)C

Technology Process of (E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid

There total 16 articles about (E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic 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: 79.0%

ethyl p-[(E)-2-(4,4-dimethyl-6-chromanyl)propenyl]-benzoate (88579-28-6) → p-[(E)-2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)propenyl]benzoic acid (88579-29-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.583333h; Heating;

DOI:10.1021/jm00377a022

Reference yield:

methyl (E)-4-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-1-propenyl]benzoate (96541-58-1) → p-[(E)-2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)propenyl]benzoic acid (88579-29-7)

Guidance literature:

With hydrogenchloride; potassium hydroxide; In ethanol; water;

Reference yield:

4,4-Dimethylchroman-6-yl Methyl Ketone (88579-19-5) → p-[(E)-2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)propenyl]benzoic acid (88579-29-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 59.4 percent / LiAlH₄ / diethyl ether / 24 h / Heating

2: 80.3 percent / methanol / 24 h / Ambient temperature

3: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h

4: 73.4 percent / NaOH / ethanol; H₂O / 4 h / Heating

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; In methanol; diethyl ether; ethanol; water;

DOI:10.1021/jm00379a021

upstream raw materials:

ethyl p-[(E)-2-(4,4-dimethyl-6-chromanyl)propenyl]-benzoate

3-phenoxypropanoic acid

methyl 3-phenoxypropanoate

[1-(4,4-dimethyl-6-chromanyl)ethyl]triphenylphosphonium bromide

Downstream raw materials:

N-[5-Tetrazolyl]-4-[(E)-2-(4,4-dimethyl-6-chromanyl)-2-methylvinyl]benzamid