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93-09-4

Basic Information
CAS No.: 93-09-4
Name: 2-Naphthoic acid
Article Data: 307
Molecular Structure:
Molecular Structure of 93-09-4 (2-Naphthoic acid)
Formula: C11H8O2
Molecular Weight: 172.183
Synonyms: 2-Naphthoicacid (8CI);2-Carboxynaphthalene;2-Maythic acid;2-Naphthylcarboxylic acid;Isonaphthoic acid;NSC 59901;b-Naphthalenecarboxylic acid;b-Naphthoic acid;2-Naphthalenecarboxylicacid;
EINECS: 202-217-8
Density: 1.265 g/cm3
Melting Point: 185-187 °C(lit.)
Boiling Point: 332.9 °C at 760 mmHg
Flash Point: 151.3 °C
Solubility: <0.5 g/L (20 °C) in water
Appearance: Colorless solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 37.30000
LogP: 2.53800
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of 2-Naphthoic acid is naphthalene-2-carboxylic acid. With the CAS registry number 93-09-4, it is also named as 2-Maythic acid; 2-Carboxynaphthalene. The product's categories are naphthalene derivatives; organic acids; absolute configuration determination (exciton chirality CD method); analytical chemistry; enantiomer excess & absolute configuration determination. It is white flake or needle-like crystals which is soluble in ether and alcohol, slightly soluble in hot water. In addition, 2-Naphthoic acid is used as intermediates in organic synthesis and plant growth regulator.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.81; (4)ACD/LogD (pH 7.4): 0.25; (5)ACD/BCF (pH 5.5): 6.79; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 58.06; (8)ACD/KOC (pH 7.4): 1.6; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.673; (13)Molar Refractivity: 51.02 cm3; (14)Molar Volume: 136 cm3; (15)Polarizability: 20.22×10-24 cm3; (16)Surface Tension: 56.5 dyne/cm; (17)Enthalpy of Vaporization: 60.77 kJ/mol; (18)Vapour Pressure: 5.63E-05 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 172.05243; (21)MonoIsotopic Mass: 172.05243; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 13.

Preparation of 2-Naphthoic acid: Naphthonitrile is synthetized by naphthylamine with diazotization using sodium nitrite. And then the product is obtained by hydrolysis and neutralization.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES: O=C(O)c2ccc1c(cccc1)c2;
2. InChI: InChI=1/C11H8O2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,12,13).

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 4700mg/kg (4700mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 90, 1982.
mouse LDLo intraperitoneal 500mg/kg (500mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 379, 1952.
rat LD50 oral 4500mg/kg (4500mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 90, 1982.