2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid

Base Information

• Chemical Name: 2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid
• CAS No.: 54574-82-2
• Deprecated CAS: 142589-90-0
• Molecular Formula: C22H27NO4
• Molecular Weight: 369.461
• Hs Code.: 2922509090
• European Community (EC) Number: 410-410-5,627-750-7
• UNII: V9X9G25434
• DSSTox Substance ID: DTXSID5029762
• Nikkaji Number: J60.949H
• Wikidata: Q27893180
• ChEMBL ID: CHEMBL1587073
• Mol file: 54574-82-2.mol

Synonyms:2-(2-Hydroxy-4-dibutylaminobenzoyl)benzoicacid;2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid;4-(dibutylamino)-2-hydroxy-2'-carboxybenzophenone;4-N,N-Dibutylamino-2-hydroxy-2'-carboxybenzophenone;4'-(Dibutylamino)-2'-hydroxybenzophenone-2-carboxylic acid;F 8;F 8 (dye);

Chemical Property of 2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid

Chemical Property:

• Vapor Pressure: 7.71E-14mmHg at 25°C
• Melting Point: 190-193 °C
• Refractive Index: 1.593
• Boiling Point: 570.2 °C at 760 mmHg
• PKA: 3.28±0.36(Predicted)
• Flash Point: 298.6 °C
• PSA: 77.84000
• Density: 1.17 g/cm³
• LogP: 4.72800
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 369.19400834
• Heavy Atom Count: 27
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R52/53:
• Hazard Codes: R52/53:
• Statements: 52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)C1=CC(=C(C=C1)C(=O)C2=CC=CC=C2C(=O)O)O

Technology Process of 2-[4-(Dibutylamino)-2-hydroxybenzoyl]benzoic acid

There total 4 articles about 2-[4-(Dibutylamino)-2-hydroxybenzoyl]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: 49.0%

2-[4-(dibutylamino)-2-methoxybenzoyl]benzoic acid (141642-16-2) → 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid (54574-82-2)

Guidance literature:

2-[4-(dibutylamino)-2-methoxybenzoyl]benzoic acid; With boron tribromide; In dichloromethane; at -78 - -25 ℃;

With water; In dichloromethane;

DOI:10.1039/c0cc03407j

Reference yield: 41.0%

phthalic anhydride (85-44-9) + 3-(N,N-dibutylamino)phenol (43141-69-1) → 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid (54574-82-2)

Guidance literature:

In toluene; at 100 ℃; for 30h;

Reference yield:

m-Anisidine (536-90-3,918666-97-4) → 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid (54574-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetonitrile / 18 h / Reflux

2: aluminum (III) chloride / dichloromethane / 4.5 h / 0 °C / Inert atmosphere

3: boron tribromide / dichloromethane / 1 h / -78 - 0 °C

With aluminum (III) chloride; boron tribromide; potassium carbonate; In dichloromethane; acetonitrile;

DOI:10.3987/COM-16-S(S)65

upstream raw materials:

2-[4-(dibutylamino)-2-methoxybenzoyl]benzoic acid

phthalic anhydride

3-(N,N-dibutylamino)phenol

m-Anisidine

Downstream raw materials:

methyl 2-(4-dibutylamino-2-hydroxybenzoyl)benzoate

C₄₄H₄₆N₄O₃

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Refernces

• 1、 -. "QUENCHER". Paragraph 0668. . Retrieved 2018/01/04.