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Home> Encyclopedia >Pharmaceutical Intermediates>Organic Intermediate>Organic Intermediates
9,10-Di(1-naphthyl)anthracene structure
9,10-Di(1-naphthyl)anthracene structure

9,10-Di(1-naphthyl)anthracene

Iupac Name:9,10-dinaphthalen-1-ylanthracene
CAS No.: 26979-27-1
Molecular Weight:430.55
Modify Date.: 2022-11-24 18:26
Introduction:

General procedure: A 10-mL test tube equipped with a magnetic stirring bar and a cap was charged with9, 10-diphenyl-9, 10-epoxyanthracene (3a) (102 mg, 295 mumol), wet dichloromethane (600muL), triethylsilane (71.9 muL, 450 mumol), and trifluoroacetic acid (26.7 muL, 360 mumol). Themixture was stirred for 30 min, after which time TLC (hexanes-ethyl acetate = 3:1) indicatedcomplete consumption of 9, 10-diphenyl-9, 10-epoxyanthracene (3a). The reaction wasquenched with H2O and the aqueous layer was extracted with dichloromethane three times.The combined organic extracts were successively washed with saturated aqueous NaHCO3and brine, dried over anhydrous Na2SO4, and filtered. The organic solvents were removedunder reduced pressure to give a crude anthracene, which was purified by flash silica gelcolumn chromatography (hexanes-dichloromethane = 4:1) to afford 4a (91.4 mg, 277 mumol, 94%) as a pale yellow solid. Rf = 0.73 (hexanes-ethyl acetate = 3:1). The spectrum data of 4awere in complete agreement with those reported in the literature.5

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1. Names and Identifiers
1.1 Name
9,10-Di(1-naphthyl)anthracene
1.2 Synonyms

9,10-Di(a-naphthylanthracene) Anthracene,9,10-di-1-naphthyl- (6CI,7CI,8CI) NSC 90485

1.3 CAS No.
26979-27-1
1.4 CID
259845
1.5 EINECS(EC#)
1312995-182-4
1.6 Molecular Formula
C34H22 (isomer)
1.7 Inchi
InChI=1S/C34H22/c1-3-15-25-23(11-1)13-9-21-27(25)33-29-17-5-7-19-31(29)34(32-20-8-6-18-30(32)33)28-22-10-14-24-12-2-4-16-26(24)28/h1-22H
1.8 InChkey
GWNJZSGBZMLRBW-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC=C2C(=C1)C=CC=C2C3=C4C=CC=CC4=C(C5=CC=CC=C53)C6=CC=CC7=CC=CC=C76
1.10 Isomers Smiles
C1=CC=C2C(=C1)C=CC=C2C3=C4C=CC=CC4=C(C5=CC=CC=C53)C6=CC=CC7=CC=CC=C76
2. Properties
2.1 Density
1.207
2.1 Melting point
360°C(lit.)
2.1 Boiling point
577.5°Cat760mmHg
2.1 Refractive index
1.76
2.1 Flash Point
304.1°C
2.1 Precise Quality
430.17200
2.1 PSA
0.00000
2.1 logP
9.63340
2.1 Λmax
417nm(EtOH)(lit.)
2.2 Appearance
White to Light yellow powder to crystal
2.3 StorageTemp
Sealed in dry,Room Temperature
3. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s) no data available
Signal word

no data available

Hazard statement(s)

no data available

Precautionary statement(s)
Prevention

no data available

Response

no data available

Storage

no data available

Disposal

no data available

2.3 Other hazards which do not result in classification

no data available

5. Precursor and Product
6. Computational chemical data
  • Molecular Weight: 430.55g/mol
  • Molecular Formula: C34H22
  • Compound Is Canonicalized: True
  • XLogP3-AA: 10.2
  • Exact Mass: 430.172150702
  • Monoisotopic Mass: 430.172150702
  • Complexity: 598
  • Rotatable Bond Count: 2
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Topological Polar Surface Area: 0
  • Heavy Atom Count: 34
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB8AAAAAAAAAAAAAAAAAAAAAAAAAAAwYMGDAAAAAADBVAAAGAAAAAAADACAGAAwAMAAAACAAiBCAAACAAAgAAAIiAAAAIgIICKAERCAIAAggAAIiAcAgMAOwAACAAAQAACAAAQAACAAAAAAAAAAAA==
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