1-Naphthol Chemical Properties

Melting point:

94-96 °C(lit.)

Boiling point:

278-280 °C(lit.)

Density 

1.224

vapor density 

4.5 (120 °C, vs air)

vapor pressure 

1 mm Hg ( 94 °C)

refractive index 

1.6224

Flash point:

125 °C

storage temp. 

Store below +30°C.

solubility 

Soluble in benzene, chloroform, ether and ethanol.

form 

Crystalline Flakes

pka

9.34(at 25℃)

color 

white to off-white

Odor

Slight phenolic odor

explosive limit

5%

Water Solubility 

436.7mg/L(25 ºC)

λmax

324nm(MeOH)(lit.)

Sensitive 

Air & Light Sensitive

Merck 

14,6383

BRN 

1817321

Stability:

Stable, but air and light sensitive - store under inert gas. Incompatible with strong bases, strong oxidizing agents.

InChIKey

KJCVRFUGPWSIIH-UHFFFAOYSA-N

CAS DataBase Reference

90-15-3(CAS DataBase Reference)

NIST Chemistry Reference

1-Naphthalenol(90-15-3)

EPA Substance Registry System

1-Naphthol (90-15-3)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

21/22-37/38-41-51/53

Safety Statements 

22-26-37/39-2-61

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

1

RTECS 

QL2800000

F 

8-23

Autoignition Temperature

510 °C

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29071510

Hazardous Substances Data

90-15-3(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 1870 mg/kg LD50 dermal Rabbit 880 mg/kg

MSDS

• Language:English Provider:Oxidation base 33
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-Naphthol Usage And Synthesis

Description

1-Naphthol, or α-naphthol, is a fluorescent organic compound with the formula C10H7OH. It is a white solid. It is an isomer of 2-naphthol differing by the location of the hydroxyl group on the naphthalene ring. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. Both isomers are soluble in simple alcohols, ethers, and chloroform. They are precursors to a variety of useful compounds. Naphthols (both 1 and 2 isomers) are used as biomarkers for livestock and humans exposed to polycyclic aromatic hydrocarbons.
α-naphtol, combined with epichlorhydrine and sodium hydroxide to form alpha-naphtyl glycidyl ether, caused sensitization in one of three workers in a chemical plant.

Chemical Properties

Pale grey to brown solid

Uses

1-Naphthol is used as a precursor in the manufacturing of various azo dyes and pharmaceuticals such as nadolol. It is used as biomarkers. It is used in analytical chemistry as Molisch’s reagent (1-naphthol dissolved in ethanol) for checking the presence of carbohydrates. It plays an essential role with sodium hypobromite to detect the presence of arginine in proteins, which is called as Sakaguchi test.

Uses

1-Naphthol is used as a precursor in the manufacturing of various azo dyes and pharmaceuticals such as nadolol. It is used as biomarkers. It is used in analytical chemistry as Molisch?s reagent (1-naphthol dissolved in ethanol) for checking the presence of carbohydrates. It plays an essential role with sodium hypobromite to detect the presence of arginine in proteins, which is called as Sakaguchi test.

Uses

1-Naphthol has been used as a prooxidant to analyze its ability to induce hemolysis in a zebrafish G6PD (glucose-6-phosphate dehydrogenase) deficiency model.

Application

1-Naphthol is a hydroxyl-aromatic compound. It has been used as a prooxidant to analyze its ability to induce hemolysis in a zebrafish G6PD (glucose-6-phosphate dehydrogenase) deficiency model.

Definition

ChEBI: A naphthol carrying a hydroxy group at position 1.

Synthesis Reference(s)

Synthetic Communications, 21, p. 379, 1991 DOI: 10.1080/00397919108016759
Journal of the American Chemical Society, 107, p. 493, 1985 DOI: 10.1021/ja00288a037

General Description

1-Naphthol, a metabolite of carbaryl and naphthanlene. It is formed by spontaneous reaction from (1R, 2S)-Naphthalene epoxide followed to form 1, 4-Dihydroxynaphthalene.

Hazard

Toxic by ingestion and skin absorption.

Contact allergens

Alpha-naphthol can be used in dye manufacture and is classified as a hair dye. Combined with epichlorhydrin and NaOH to form alpha-naphthyl glycidyl ether, it caused sensitization in one of three workers in a chemical plant.

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by skin contact. An experimental teratogen. Experimental reproductive effects. A severe eye and skin irritant. Mutation data reported. Ingestion of large amounts can cause nephritis, vomiting, diarrhea, circulatory collapse, anemia, convulsions, and death. Can cause kidney irritation and injury to cornea and lens of the eye. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Sublime 1-naphthol, then crystallise it from aqueous MeOH (charcoal), aqueous 25% or 50% EtOH, *C6H6, cyclohexane, heptane, CCl4 or H2O. Dry it over P2O5 in vacuo. The 4-nitrobenzoate has m 143o (from EtOH). [Shizuka et al. J Am Chem Soc 107 7816 1985, Beilstein 8 H 596, 6 IV 4208.]

1-Naphthol(90-15-3)Related Product Information

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