1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]-

Base Information

• Chemical Name: 1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]-
• CAS No.: 145-50-6
• Deprecated CAS: 162535-05-9
• Molecular Formula: C27H18O2
• Molecular Weight: 374.439
• Hs Code.: 29145000
• European Community (EC) Number: 205-656-3
• UNII: 7BW8RE4BFL
• Nikkaji Number: J193.646H,J630.718C
• Mol file: 145-50-6.mol

Synonyms:p-Naphtholbenzein;145-50-6;1-Naphtholbenzein;1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]-;(E)-4-((4-hydroxynaphthalen-1-yl)(phenyl)methylene)naphthalen-1(4H)-one;(4E)-4-[(4-hydroxynaphthalen-1-yl)-phenylmethylidene]naphthalen-1-one;EINECS 205-656-3;C27H18O2;NSC 9862;1(4H)-Naphthalenone, 4-((4-hydroxy-1-naphthalenyl)phenylmethylene)-;.alpha.-Naphtholbenzein;162335-97-9;4-(alpha-(4-Hydroxy-1-naphthyl)benzylidene)naphthalen-1(4H)-one;C27-H18-O2;MFCD00078492;1(4h)-naftalenona, 4-[(4-hidroxi-1-naftalenil)fenilmetileno]-;1(4H)-Naphthalenone, 4-[.alpha.-(4-hydroxy-1-naphthyl)benzylidene]-;VDDWRTZCUJCDJM-SOYKGTTHSA-N;AKOS024306958;BS-21486;A808381;J-610031;1(4H)-Naphthalenone, 4-(alpha-(4-hydroxy-1-naphthyl)benzylidene)-;(4E)-4-[(4-Hydroxy-1-naphthyl)(phenyl)methylene]-1(4H)-naphthalenone #;4-[(E)-Phenyl(4-hydroxynaphthalen-1-yl)methylene]naphthalen-1(4H)-one;alpha-Naphtholbenzein,4,4'-(alpha-Hydroxybenzylidene)di-1-naphthol,p-Naphtholbenzein

Chemical Property of 1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]-

Chemical Property:

• Appearance/Colour: deep red to rust-coloured crystals
• Vapor Pressure: 5.48E-14mmHg at 25°C
• Melting Point: 230-235 °C(lit.)
• Refractive Index: 1.724
• Boiling Point: 578.6 °C at 760 mmHg
• PKA: 8.95(at 25℃)
• Flash Point: 242.337 °C
• PSA: 37.30000
• Density: 1.279 g/cm³
• LogP: 6.25700
• Storage Temp.: Store at +5°C to +30°C.
• Solubility.: Solubility Insoluble in water; soluble in ethanol, methanol
• Water Solubility.: insoluble
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 374.130679813
• Heavy Atom Count: 29
• Complexity: 668

Purity/Quality:

98%,99%, ^*data from raw suppliers

p-Naphtholbenzein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Di- and Triaryl Dyes
• Canonical SMILES: C1=CC=C(C=C1)C(=C2C=CC(=O)C3=CC=CC=C23)C4=CC=C(C5=CC=CC=C54)O
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C\2/C=CC(=O)C3=CC=CC=C23)/C4=CC=C(C5=CC=CC=C54)O
• Uses: alpha-Naphtholbenzein is a pH indicator (pH 0.0-0.8/ pH 8.2-10.0). Dyes and metabolites.

Technology Process of 1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]-

There total 9 articles about 1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]- 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: 34.0%

α-naphthol (90-15-3) + Benzotrichlorid (98-07-7) → (E/Z)-4-<(4-Hydroxy-1-naphthyl)phenylmethylen>-1(4H)-naphthalinon (145-50-6,162535-05-9)

Guidance literature:

for 0.166667h; Heating;

Reference yield: 10.5%

α-naphthol (90-15-3) + Benzotrichlorid (98-07-7) → (E/Z)-4-<(4-Hydroxy-1-naphthyl)phenylmethylen>-1(4H)-naphthalinon (145-50-6,162535-05-9) + 5-oxo-14-phenyl-5H-dibenzoxanthene

Guidance literature:

for 0.166667h; Heating;

Reference yield: 4.8%

α-naphthol (90-15-3) + 2-methoxy-phenol (90-05-1) + Benzotrichlorid (98-07-7) → 4-(4-hydroxy-3-methoxy-benzhydrylidene)-2-methoxy-cyclohexa-2,5-dienone (55252-36-3) + (E/Z)-4-<(4-Hydroxy-1-naphthyl)phenylmethylen>-1(4H)-naphthalinon (145-50-6,162535-05-9) + 4-[1-(4-Hydroxy-3-methoxy-phenyl)-1-phenyl-meth-(E)-ylidene]-4H-naphthalen-1-one

Guidance literature:

With aluminium trichloride; for 0.166667h; Heating;

upstream raw materials:

α-naphthol

Benzotrichlorid

benzene-1,2-diol

ortho-cresol

Downstream raw materials:

(Z)-4-((5-((4-oxonaphthalen-1(4H)-ylidene)(phenyl)methyl)naphthalen-1-yl)oxy)phthalonitrile

bis(4-hydroxy-1-naphtyl)phenylmethane

Refernces

• 1、 Lenze,Kallmayer. "4-[(4-hydroxy-1-naphthyl)phenylmethylen]-1(4H)-naphthalinone - The indicator substance from 'α-naphtholbenzein', part 1: Benzeines". . p. 36 - 38. Retrieved 2007/10/02.