alpha-Naphtholbenzein , CAS No.145-50-6

CAS: 145-50-6 Cat. No.: N109057 Molecular Weight: 374.43 Beilstein Registry Number: 2628063 EC Number: 205-656-3

Synonyms

1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]- | 1-Naphtholbenzein | alpha-Naphtholbenzein | p-Naphtholbenzein | (E)-4-((4-hydroxynaphthalen-1-yl)(phenyl)methylene)naphthalen-1(4H)-one

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Synonyms

1(4H)-Naphthalenone, 4-[(4-hydroxy-1-naphthalenyl)phenylmethylene]- | 1-Naphtholbenzein | alpha-Naphtholbenzein | p-Naphtholbenzein | (E)-4-((4-hydroxynaphthalen-1-yl)(phenyl)methylene)naphthalen-1(4H)-one

Storage

Protected from light, Room temperature

Shipped In

Normal

Names and Identifiers

• Pubchem Sid: 488194203
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488194203
• Canonical Smiles: C1=CC=C(C=C1)C(=C2C=CC(=O)C3=CC=CC=C23)C4=CC=C(C5=CC=CC=C54)O
• IUPAC Name: (4E)-4-[(4-hydroxynaphthalen-1-yl)-phenylmethylidene]naphthalen-1-one
• InChIKey: VDDWRTZCUJCDJM-SOYKGTTHSA-N
• INCHI: 1S/C27H18O2/c28-25-16-14-23(19-10-4-6-12-21(19)25)27(18-8-2-1-3-9-18)24-15-17-26(29)22-13-7-5-11-20(22)24/h1-17,28H/b27-24+
• 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
• WGK Germany: 3
• UN Number: 1993
• Molecular Weight: 374.43
• Beilstein: 2628063
• Reaxy-Rn: 7142143
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7142143&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthols and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthols and derivatives
• Alternative Parents: Aryl ketones 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 1-naphthol - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in ethanol, acetic acid and acetone. Insoluble in water.
• Sensitivity: Light sensitive.
• Melt Point(°C): 230-235°C
• Molecular Weight: 374.400 g/mol
• XLogP3: 6.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 374.131 Da
• Monoisotopic Mass: 374.131 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 668.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Wei Zhou, Chenlu Wang, Xuemei Wang, Zilin Chen.  (2018)  Etched poly(ether ether ketone) jacket stir bar with detachable dumbbell-shaped structure for stir bar sorptive extraction.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:29680741] [10.1016/j.chroma.2018.04.022]