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1-Naphthol

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1-Naphthol Basic information

Product Name:
1-Naphthol
Synonyms:
  • 1-naphthalenol
  • 1-NAPHTHOL
  • 1-naphtol
  • α-Hydroxynaphthalene
  • α-Maphthol
  • 1-napthol(alpha-napthol)
  • 1-naphthol (alpha)
  • 1-Naphthol 97+ %
CAS:
90-15-3
MF:
C10H8O
MW:
144.17
EINECS:
201-969-4
Product Categories:
  • Aromatics
  • Functional Materials
  • Chemistry
  • Dyestuff Intermediates
  • Bioactive Small Molecules
  • Biochemicals and Reagents
  • Building Blocks
  • C9 to C20+
  • Cell Biology
  • Chemical Synthesis
  • Detection
  • Fluorescent Probes
  • Labels
  • N
  • Intermediates of Dyes and Pigments
  • Aromatic Compounds
  • Color Former & Related Compounds
  • Developer
  • Organic Building Blocks
  • Oxygen Compounds
  • Particles and Stains
  • Phenols
  • 90-15-3
Mol File:
90-15-3.mol
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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)
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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
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

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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 Preparation Products And Raw materials

Raw materials

Preparation Products

1-NaphtholSupplier

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