naphthalene-2-carboxylic acid

• ChemBase ID: 110880
• Molecular Formular: C11H8O2
• Molecular Mass: 172.18002
• Monoisotopic Mass: 172.0524295
• SMILES: OC(=O)c1ccc2ccccc2c1
• Canonical SMILES: OC(=O)c1ccc2c(c1)cccc2
• InChI: InChI=1S/C11H8O2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,12,13)
• InChIKey: UOBYKYZJUGYBDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: naphthalene-2-carboxylic acid
• IUPAC Traditional name: β-naphthoic acid
• Synonyms: Naphthalene-2-carboxylic acid; 2-Naphthalenecarboxylic acid; 2-Naphthoic acid; 2-Naphthoic acid; NAPHTHALENE-2-CARBOXYLIC ACID; 2-萘酸; 2-萘甲酸

Database IDs

• CAS Number: 34216; 93-09-4
• EC Number: 202-217-8
• MDL Number: MFCD00004101
• Beilstein Number: 972039
• Merck Index: 146382
• PubChem SID: 24850857; 24886079; 162096220
• PubChem CID: 7123

CALCULATED PROPERTIES

• Acid pKa: 3.9893572
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1006031
• LogD (pH = 7.4): -0.5448371
• Log P: 2.6203055
• Molar Refractivity: 49.7644 cm^3
• Polarizability: 20.18361 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-185 °C; 182-186°C; 185°C; 185-187 °C(lit.)
• Flash Point: 205°C(401°F)
• Density: 1.08

Safety Information

• RTECS: QL1050000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26; 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: ≥97.0% (GC); 98%; 98+%
• Linear Formula: C10H7CO2H

DETAILS

Sigma Aldrich - 70400

Packaging
10 g in poly bottle

Sigma Aldrich - 180246

Packaging
25 g in poly bottle
5 g in glass bottle

REFERENCES

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