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6-Hydroxy-2-naphthoic acid

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Name

6-Hydroxy-2-naphthoic acid

EINECS 240-759-7
CAS No. 16712-64-4 Density 1.399 g/cm3
PSA 57.53000 LogP 2.24360
Solubility 99mg/L at 20℃ Melting Point 240-250 °C(lit.)
Formula C11H8 O3 Boiling Point 407 °C at 760 mmHg
Molecular Weight 188.183 Flash Point 214.1 °C
Transport Information N/A Appearance pale brown powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 16712-64-4 (6-Hydroxy-2-naphthoic acid) Hazard Symbols IrritantXi
Synonyms

2-Naphthoicacid, 6-hydroxy- (7CI,8CI);2-Hydroxy-6-naphthoic acid;2-Hydroxynaphthalene-6-carboxylic acid;6-Carboxy-2-naphthol;6-Hydroxy-2-naphthalenecarboxylic acid;6-Hydroxy-b-naphthoic acid;6-Hydroxynaphthylene-2-carboxylic acid;NSC 689433;

Article Data 40

6-Hydroxy-2-naphthoic acid Specification

The 2-Naphthalenecarboxylicacid, 6-hydroxy-, with the cas registry number 16712-64-4, has the systematic name of 6-hydroxynaphthalene-2-carboxylic acid. This is a kind of pale brown powder, and its product categories are including Intermediates of Dyes and Pigments; Naphthalene derivatives; Carboxylic; Bifunctional Compounds (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Chalcones, etc. (Building Blocks for Liquid Crystals); Functional Materials; C11 to C12; Carbonyl Compounds; Carboxylic Acids. Besides, it is usually used in pharmaceutic, painting and so on.

The characteristics of this chemical are as follows: (1)ACD/LogP: 2.39; (2)ACD/LogD (pH 5.5): 1.14; (3)ACD/LogD (pH 7.4): -0.45; (4)ACD/BCF (pH 5.5): 2.19; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 26.99; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 35.53; (12)Index of Refraction: 1.716; (13)Molar Refractivity: 52.9 cm3; (14)Molar Volume: 134.5 cm3; (15)Polarizability: 20.97 ×10-24 cm3; (16)Surface Tension: 69.4 dyne/cm; (17)Density: 1.399 g/cm3; (18)Flash Point: 214.1 °C; (19)Enthalpy of Vaporization: 69.47 kJ/mol; (20)Boiling Point: 407 °C at 760 mmHg; (21)Vapour Pressure: 2.35E-07 mmHg at 25°C; (22)Exact Mass: 188.047344; (23)MonoIsotopic Mass: 188.047344; (24)Topological Polar Surface Area: 57.5; (25)Heavy Atom Count: 14; (26)Formal Charge: 0; (27)Complexity: 227.

Production method of 2-Naphthalenecarboxylicacid, 6-hydroxy- is as below: 6-bromo-naphthalen-2-ol could react with carbon monoxide to produce 2-Naphthalenecarboxylicacid, 6-hydroxy-, with the following condition: reagent: NaOH; catalytic agent: C2H5OOCCH2Co(CO)4; solvent: methanol; reaction time: 25 - 35 ℃; yield: 48%.

Use of 2-Naphthalenecarboxylicacid, 6-hydroxy-: acetic acid anhydride could react with 2-Naphthalenecarboxylicacid, 6-hydroxy- to produce 6-acetoxy-[2]naphthoic acid, with the following condition: reagent: pyridine; reaction time: 2.5 hours; yield: 93%; other condition: ambient temperature.

When deal with this chemical, you should be very cautious. Being irritating to eyes, respiratory system and skin, it may cause inflammation to the skin or other mucous membranes. Therefore, you should take the following instructions. Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could obtain the molecular structure by converting the following datas:
(1)SMILES:O=C(O)c1ccc2c(c1)ccc(O)c2
(2)InChI:InChI=1/C11H8O3/c12-10-4-3-7-5-9(11(13)14)2-1-8(7)6-10/h1-6,12H,(H,13,14)

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 3080mg/kg (3080mg/kg) PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0534748,

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