naphthalen-2-ol

• ChemBase ID: 102292
• Molecular Formular: C10H8O
• Molecular Mass: 144.16992
• Monoisotopic Mass: 144.05751488
• SMILES: Oc1ccc2ccccc2c1
• Canonical SMILES: Oc1ccc2c(c1)cccc2
• InChI: InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
• InChIKey: JWAZRIHNYRIHIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: naphthalen-2-ol
• IUPAC Traditional name: β naphthol
• Synonyms: Naphthalen-2-ol; Azogen Developer A; Betanaphthol; C.I. 37500; C.I. Developer 5; Developer A; Developer AMS; Developer BN; Developer NA; Isonaphthol; NSC 2044; NSC 5737; Naphthol B; β-Hydroxynaphthalene; β-Naphthyl Alcohol; 2-Naphthol; 2-Naphthalenol; beta-Naphthol; 2-Naphthol; β-Naphthol; 2-hydroxyNaphthalene; beta-Naphthol; 2-Naphthol; 2-Hydroxynaphthalene; β-NAPHTHOL; β-萘酚; 2-羟基萘; 2-萘酚

Database IDs

• CAS Number: 135-19-3
• EC Number: 205-182-7
• MDL Number: MFCD00004067
• Beilstein Number: 742134
• Merck Index: 146384
• PubChem SID: 24847944; 162088464; 24851145; 24886087; 24886088
• PubChem CID: 8663
• CHEBI ID: 10432
• CHEMBL: 14126
• Chemspider ID: 8341
• KEGG ID: C11713
• Unique Ingredient Identifier: P2Z71CIK5H
• Wikipedia Title: 2-Naphthol

CALCULATED PROPERTIES

• Acid pKa: 9.783224
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.6591349
• LogD (pH = 7.4): 2.6573746
• Log P: 2.6591573
• Molar Refractivity: 44.4891 cm^3
• Polarizability: 18.545378 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.74 g/L in water; Chloroform; DMSO
• Apperance: Colorless crystalline solid; Pale Purple Solid; white to pink crystalline
• Melting Point: 120-122 °C; 120-122 °C(lit.); 120-123°C; 120-124°C; 121 - °C; 121 °C; 121-122 °C; 121-123 °C
• Boiling Point: 285°C; 285-286 °C(lit.); 285-286°C; 296 °C at 1013 hPa
• Flash Point: 153 °C; 153°C(307°F); 161°C (321.8°F); 307 °F; 307°C; 307.4 °F
• Density: 1.06 g/cm^3 at 135 °C; 1.217 g/cm^3; 1.280
• Vapor Pressure: < .1 hPa at 20 °C; 10 mmHg ( 145.5 °C)
• Vapor Density: 4.97 (vs air)
• pKa: 9.51
• Fluorescence: λex 320 nm; λem 410 nm in 0.1 M NaOH

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Protect from light
• RTECS: QL2975000
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: 3077; UN3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 20/22-50; R:20/22-36-50; R20 R22 R50
• Safety Statements: 24/25-61; S:61-24/25-26; S24 S25 S61
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• Main Hazard: Harmful when inhaled or swallowed; dangerous to environment, esp. aquatic organisms.
• GHS Hazard statements: H302-H332-H400; H400-H302-H332
• GHS Precautionary statements: P261-P273-P304+P340-P301+P312-P312-P501A; P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)

Product Information

• Purity: ≥98.0%; ≥98.0% (GC); ≥99.0%; ≥99.0% (GC); 95+%; 97%; 98%; 98+%; 99%
• Grade: fluorescence indicator; purum; SAJ first grade
• Ignition Residue: ≤0.05%
• Impurities: ≤0.5% 1-naphthol; ≤1% 1-naphthol
• Product Line: BioXtra
• Linear Formula: C10H7OH

DETAILS

MP Biomedicals - 02100991

White to pink crystals
Fluorescent indicator

MP Biomedicals - 05216272

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 185507

Packaging
100, 500 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 185507.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 130109

Packaging
1, 2 kg in poly bottle
250 g in poly bottle

Sigma Aldrich - 70448

Other Notes
Substrate for the fluorometric assay of phenol sulfotransferase1

Toronto Research Chemicals - N368015

Has been used as antiseptic, anthelmintic and counter-irritant in alopecia.

REFERENCES

• Diggle, S., et al.: Chem. Biol., 13, 701 (2006)
• Tashiro, Y., et al.: J. Bacteriol.,190, 3969 (2006)