naphthalene-1-carboxylic acid

• ChemBase ID: 148827
• Molecular Formular: C11H8O2
• Molecular Mass: 172.18002
• Monoisotopic Mass: 172.0524295
• SMILES: c1ccc2c(c1)cccc2C(=O)O
• Canonical SMILES: OC(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)
• InChIKey: LNETULKMXZVUST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: naphthalene-1-carboxylic acid
• IUPAC Traditional name: naphthoic acid
• Synonyms: Naphthalene-1-carboxylic acid; 1-Naphthoic acid; 1-Naphthalenecarboxylic acid; 1-Naphthoic acid; 1-Naphthalenecarboxylic acid; 1-萘酸; 1-萘甲酸

Database IDs

• CAS Number: 86-55-5
• EC Number: 201-681-9
• MDL Number: MFCD00004007
• Beilstein Number: 1908896
• Merck Index: 146381
• PubChem SID: 24886078; 24897538; 24886077; 162243001
• PubChem CID: 6847

CALCULATED PROPERTIES

• Acid pKa: 3.6324365
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7562483
• LogD (pH = 7.4): -0.711138
• Log P: 2.6203055
• Molar Refractivity: 49.7644 cm^3
• Polarizability: 20.186825 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-160 °C(lit.); 160-162 °C; 160-162°C
• Boiling Point: >300°C; 300 °C(lit.)
• Flash Point: 195°C(383°F)
• Density: 1.398

Safety Information

• RTECS: QL0960000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥90% (GC); ≥97.0% (T); 96%; 98%
• Grade: purum; technical
• Impurities: ~5% 2-naphthoic acid
• Linear Formula: C10H7CO2H

DETAILS

Sigma Aldrich - N1909

Other Notes
Remainder 2-naphthoic acid
Packaging
25 g in poly bottle

REFERENCES

• The unprotected acid undergoes lithiation, e.g. with s-BuLi, by stereospecific 1,4-addition, providing a facile route to 1,1,2-trisubstituted 1,2-dihydronaphthalenes: J. Org. Chem., 61, 5206 (1996).