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2-Naphthol

CAS No.
135-19-3
Chemical Name:
2-Naphthol
Synonyms
naphthalen-2-ol;BETA NAPTHOL;2-naphthalenol;2-HYDROXYNAPHTHALENE;β-Naphthol;2-Naphtol;BETA-NAPHTHOL;2-Naftol;B-NAPHTHOL;2-naphthol (beta)
CBNumber:
CB9336283
Molecular Formula:
C10H8O
Molecular Weight:
144.17
MDL Number:
MFCD00004067
MOL File:
135-19-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-17 09:03:53
Product description Number Pack Size Price
2-Naphthol for synthesis 8.22290 250g $52.7
2-Naphthol for synthesis 8.22290 1kg $84.2
2-Naphthol 98% 130109 250g $59.1
2-Naphthol 98% 130109 1kg $79.7
2-Naphthol fluorescence indicator, ≥99.0% 70450 500g $161
More product size

2-Naphthol Properties

Melting point 120-122 °C(lit.)
Boiling point 285-286 °C(lit.)
Density 1,28 g/cm3
bulk density 300kg/m3
vapor density 4.97 (vs air)
vapor pressure 10 mm Hg ( 145.5 °C)
refractive index 1.5762 (estimate)
Flash point 153 °C
storage temp. Store below +30°C.
solubility methanol: soluble1g/10 mL, clear, colorless to light yellow
pka 9.51(at 25℃)
form Powder, Crystals or Granules
color White
Odor faint phenol-like odor
PH Range Non& uorescence (8.5) to blue & uorescence (9.5)
Water Solubility 1 g/L (20 ºC)
Specific Heat Capacity Cp(crystal): 1.2 J/(g·K); Cp(gas): 1.03 J/(g·K), at 25℃
λmax 226nm, 265nm, 275nm, 286nm, 320nm, 331nm
Merck 14,6384
BRN 742134
Henry's Law Constant 1.1×102 mol/(m3Pa) at 25℃, Mackay et al. (2006)
Exposure limits PC-TWA: 0.25 mg/m3; PC-STEL: 0.5 mg/m3
Stability Stable. Combustible. Dust may form explosive mixture with air. Incompatible with strong oxidizing agents, phenol.
Major Application Display device, semiconductors, photoimaging materials, inks, toner, chalk, security paper, molding materials, tin plating method, rubber, adhesive, leather, detergent, hair dyes, antimitotic drug, anticancer agent, antiinflammatory agent, treatment of acne vulgaris (pimples) and other dermal ailments (rashes, scratches, blemishes, hair loss), disorders
Cosmetics Ingredients Functions PERFUMING
HAIR DYEING
InChI 1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
InChIKey JWAZRIHNYRIHIV-UHFFFAOYSA-N
SMILES Oc1ccc2ccccc2c1
LogP 1.89 at 20℃
Indirect Additives used in Food Contact Substances BETA-NAPHTHOL
CAS DataBase Reference 135-19-3(CAS DataBase Reference)
FDA 21 CFR 176.180; 176.200; 176.210
EWG's Food Scores 2-5
FDA UNII P2Z71CIK5H
NIST Chemistry Reference 2-Naphthalenol(135-19-3)
EPA Substance Registry System 2-Naphthalenol (135-19-3)
UNSPSC Code 12352104
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)Environment (GHS09)
GHS05,GHS07,GHS09
Signal word  Danger
Hazard statements  H302+H332-H317-H318-H400
Precautionary statements  P273-P280-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,N
Risk Statements  20/22-50
Safety Statements  24/25-61
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS  QL2975000
8
Autoignition Temperature 430 °C
TSCA  TSCA listed
HazardClass  9
PackingGroup  III
HS Code  29071590
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Eye Dam. 1
Skin Sens. 1
Hazardous Substances Data 135-19-3(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit > 10000 mg/kg
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
0

2-Naphthol price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22290 2-Naphthol for synthesis 135-19-3 250g $52.7 2026-04-30 Buy
Sigma-Aldrich 8.22290 2-Naphthol for synthesis 135-19-3 1kg $84.2 2026-04-30 Buy
Sigma-Aldrich 130109 2-Naphthol 98% 135-19-3 250g $59.1 2026-04-30 Buy
Sigma-Aldrich 130109 2-Naphthol 98% 135-19-3 1kg $79.7 2026-04-30 Buy
Sigma-Aldrich 70450 2-Naphthol fluorescence indicator, ≥99.0% 135-19-3 500g $161 2022-05-15 Buy
Product number Packaging Price Buy
8.22290 250g $52.7 Buy
8.22290 1kg $84.2 Buy
130109 250g $59.1 Buy
130109 1kg $79.7 Buy
70450 500g $161 Buy

2-Naphthol Chemical Properties,Uses,Production

Chemical Properties

2-Naphthol is a white, crystalline solid. Slight phenolic odor. Darkens in air and on exposure to light. 2-Naphthol [135-19-3] b-naphthol, 2- naphthalenol, 2-hydroxynaphthalene, C10H8O, Mr 144.16, forms colorless plates upon sublimation, which darken on exposure to air or light. Unlike 1-naphthol it is nonvolatile in steam. 2-Naphthol is reduced with sodium or with hydrogen in the presence of a catalyst to give mainly 1,2,3,4-tetrahydro-2-naphthol (unlike 1- naphthol which gives the arylphenol under the same conditions). 

Physical properties

White glossy flakes or white powder. Insoluble in water, soluble in ethanol, ether, chloroform, glycerol and alkali solution.

Uses

Has been used as antiseptic, anthelmintic and counter-irritant in alopecia.

Uses

2-Naphthol is used in the manufacture of dyes, perfumes, and medicinal organics, and in the production of antioxidants for synthetic rubber.

Definition

ChEBI: 2-naphthol is a naphthol carrying a hydroxy group at position 2. It has a role as an antinematodal drug, a genotoxin, a human xenobiotic metabolite, a mouse metabolite, a human urinary metabolite and a radical scavenger.

Application

It is used to produce Tobias acid, J acid, 2-hydroxy-3-naphthoic acid and azo dyes, and it is the raw material for rubber antioxidants, mineral dressing agents, fungicides, antiseptics, preservatives, etc.
As feed preservative. In China, it can be used for citrus preservation, the maximum dosage amount is 0.1 g/kg and the residue amount should be no more than 70 mg/kg.
2-Naphthol, also called β-naphthol, 2-naphthalenol, is the intermediate for plant growth regulator, 2-naphthoxyacetic acid.
As analytic agent, absorbent of ethylene and carbon monoxide, and fluorescence indicator.
Important organic raw material and dye intermediate, used to produce Tobias acid, butyric acid, β-hydroxynaphthoic acid and used to produce N-phenyl-2-naphthylamine, Diafen NN and other antioxidant, organic pigments, and fungicides.
For the detection of bromine, chlorine, chlorate, niobium, copper, nitrite, and potassium. Substrate for fluorometric assay of phenol sulfotransferase. Acid and alkali indicator, dyes, organic synthesis, qualitative determination of allyl alcohol, methanol, chloroform, etc. Absorbent of carbon monoxide, ethanol, and fluorescence indicator. Determination of carbon monoxide, copper, nitrite, and potassium. Ethylene absorbent.

Preparation

2-Naphthol is produced by caustic fusion of naphthalene-2-sulfonic acid. Typically, the sodium salt of the sulfonic acid is added gradually to 50 % sodium hydroxide liquor at 300℃; the melt is then heated further at 320℃ in a gas-fired iron vessel with vigorous agitation. After completion of the reaction, the melt is run into excess water, possibly including filtrate from the previous batch at a proven tolerable level, and the naphtholate solution is neutralized to pH 8 with dilute sulfuric acid. If the temperature is maintained at >100℃ during neutralization, the crude product comes out of solution as an oil, which is separated, washed with hot water, and distilled under vacuum to give pure 2-naphthol. The molten material is processed through a flaker to give the final product for packaging. The fusion yield is about 80 % of the theoretical value, resulting in an overall yield of 70 % based on naphthalene. Typical specifications for 2-naphthol are clear solution in dilute caustic soda,  mp 120.5℃, and 1-naphthol content<0.3 %.

Reactions

2-Naphthol is naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols.2-Naphthol converts to 2-naphthalenethiol by reaction with dimethylthiocarbamoyl chloride via the Newman–Kwart rearrangement.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 4884, 1950 DOI: 10.1021/ja01167a009
Synthesis, p. 437, 1985 DOI: 10.1055/s-1985-31235

General Description

2-Naphthol is a hydroxyarene molecule, which when electronically excited forms strong acid. Excited 2-Naphthol dissociates only in water. It has a slight phenolic odor. It is incompatible with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides. It is one of the most commonly used fluorescence dye.

Health Hazard

Although the toxicity of 2-naphthol is of low order in test animals, ingestion of large amounts may result in nausea, vomiting, diarrhea, abdominal pain, convulsions, and hemolytic anemia. Death may result from respiratory failure. The oral LD50 value in rats is in the range 2000 mg/kg. 2-Naphthol is slightly more toxic than 1-naphthol [9015-3], the oral LD50 value of which is in the range 2500 mg/kg.
Skin contact can produce peeling of the skin and pigmentation.

Fire Hazard

Noncombustible solid.

Chemical Reactivity

2-naphthol can be oxidation with ferric chloride forms 2,20 -dihydroxy-1,10 -binaphthyl, with any blue coloration indicating the presence of 1- naphthol.
Air oxidation at 300℃ with a vanadium pentoxide catalyst also yields 1,10 -bi-2-naphthol, which dehydrates at higher temperature to the oxide and finally decomposes to give benzoic acid.
2-naphthol can reacte with phosphorus pentachloride at 150℃ gives 2-chloronaphthalene or at lower temperature, tri-2-naphthyl phosphate (mp 111℃), which can be isolated after treatment of the reaction mixture with alkali.
Reaction with one equivalent of bromine in acetic acid gives 1-bromo-2-naphthol, whereas excess bromine yields 1,6-dibromo-2-naphthol. The latter is readily debrominated in dilute mineral acid to yield 6-bromo-2-naphthol. 

Safety Profile

Poison by ingestion, inhalation, and subcutaneous routes. Mutation data reported. A skin and eye irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical. Incompatible with antipyrine, camphor, phenol, ferric salts, menthol, potassium permanganate and other oxidzing materials, urethane.

Potential Exposure

A potential danger to those involved in rubber antioxidant production, synthesis of dyes; leather processing; fungicides, pharmaceuticals, and perfumes. Used as an antioxidant for fats, oils; as an antiseptic; in insecticides.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Crystallise 2-naphthol from aqueous 25% EtOH (charcoal), H2O, *benzene, toluene or CCl4. Alternatively, extract it repeatedly with small amounts of EtOH, followed by dissolution in a minimum volume of EtOH and precipitation with distilled water, then drying over P2O5 under vacuum. It has also been dissolved in aqueous NaOH and precipitated by adding acid (repeat several times), then precipitated from *benzene by addition of heptane. Final purification can be by zone melting or sublimation in vacuo. The 4-nitrobenzoate has m 104o (from EtOH). [Bardez et al. J Phys Chem 89 5031 1985, Kikuchi et al. J Phys Chem 91 574 1987, Beilstein 6 IV 4253.]

Properties and Applications

white crystalline, with phenol smell. Industrial goods for hoar chip or powder. Melting point 121 ~ 123 ℃, 285 ℃ ~ 286 boiling point, flash point 161 ℃. This product soluble in water, ethanol, ethyl ether, chloroform, glycerin and alkali solution, can the sublimation, with steam evaporate out; Long storage or light color in turn dark, can happen oxidation, reduction, nitrification and nitrosation reaction, and products, light and heat, halogenating role, etc.

Incompatibilities

Dust or powder may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, iron salts; 2,3-dimethyl-1- phenyl-3-pyrazolin-5-one (antipyrine); camphor, phenol, menthol, urethane.

Waste Disposal

Mix with flammable solvent and atomize into an incinerator.

612-55-5
135-19-3
Synthesis of 2-Naphthol from 2-IODONAPHTHALENE
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Related Questions

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Q:Is 2-naphthol a hazard?Dao - Mar 24,2026
A:Yes, 2‑naphthol is a hazardous substance. 2‑naphthol, also known as β‑naphthol, is an important organic raw material and aromatic phenolic compound, widely used in the synthesis of dyes, pigments, pesticides, and pharmaceutical intermediates. It is a hazardous chemical that is harmful if swallowed or inhaled, can cause severe eye irritation and damage, may trigger allergic skin reactions, and poses significant toxicity to aquatic organisms. In addition, long‑term or repeated exposure can potentially damage organs such as the liver, kidneys, and blood system, so it must be handled with proper personal protective equipment and stored in compliance with hazardous substance regulations.

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