Chemical Properties Application Preparation
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2-Naphthol

Chemical Properties Application Preparation
Product Name
2-Naphthol
CAS No.
135-19-3
Chemical Name
2-Naphthol
Synonyms
β-Naph;2-Naftol;Trimetin;NSC 2044;NSC 5737;c.i.37500;B-NAPHTOL;2-Naftolo;2-Naphtol;developera
CBNumber
CB9336283
Molecular Formula
C10H8O
Formula Weight
144.17
MOL File
135-19-3.mol
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2-Naphthol Property

Melting point:
120-122 °C(lit.)
Boiling point:
285-286 °C(lit.)
Density 
1,28 g/cm3
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
PH Range
Non& uorescence (8.5) to blue & uorescence (9.5)
Water Solubility 
1 g/L (20 ºC)
λmax
226nm, 265nm, 275nm, 286nm, 320nm, 331nm
Merck 
14,6384
BRN 
742134
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
InChIKey
JWAZRIHNYRIHIV-UHFFFAOYSA-N
CAS DataBase Reference
135-19-3(CAS DataBase Reference)
NIST Chemistry Reference
2-Naphthalenol(135-19-3)
EPA Substance Registry System
2-Naphthalenol (135-19-3)
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Safety

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 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29071590
Hazardous Substances Data
135-19-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit > 10000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H332Harmful if inhaled

H400Very toxic to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
130109
Product name
2-Naphthol
Purity
98%
Packaging
250g
Price
$30.3
Updated
2021/03/22
Sigma-Aldrich
Product number
8.22290
Product name
2-Naphthol
Purity
for synthesis
Packaging
250 g
Price
$35.52
Updated
2021/03/22
Sigma-Aldrich
Product number
70450
Product name
2-Naphthol
Purity
fluorescence indicator, ≥99.0%
Packaging
100 g
Price
$41.7
Updated
2021/03/22
Sigma-Aldrich
Product number
8.22290
Product name
2-Naphthol
Purity
for synthesis
Packaging
1 kg
Price
$52.35
Updated
2021/03/22
Sigma-Aldrich
Product number
130109
Product name
2-Naphthol
Purity
98%
Packaging
1kg
Price
$59.4
Updated
2021/03/22
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2-Naphthol Chemical Properties,Usage,Production

Chemical Properties

White lustrous leaflets or white powder. Insoluble in water, soluble in ethanol, ether, chloroform, glycerol, and alkaline solutions.

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 ß-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

(1) Sulfonation alkali melting method
Obtained by sulfonation of naphthalene and alkali melting. Sulfonation alkali melting 2-naphthol synthesis process is widely used in both domestic and foreign production, but it is with serious corrosion, high cost, large amount of waste water and high biological oxygen consumption. American Cyanamid Company developed 2-isopropyl-naphthalene method with naphthalene and propylene as the raw materials, which produces 2-naphthol and with byproduct acetone. This method is similar to Cumene process to produce phenol. The consumed amount of raw materials: 1170 kg/t refined naphthalene, 1080 kg/t sulfuric acid, 700 kg/t sodium hydroxide (caustic soda).
Details: Refined naphthalene was put into the sulfonation kettle and heated up to 140°C (melting). Sulfuric acid (sulfuric acid/refined naphthalene (mol/mol=1.8) was added within 20 minutes. The temperature was raised up to 160-164°C and kept for 2.5 h. The reaction was terminated when the content of 2-naphthalenesulfonic acid is above 66% and the total acidity is 25%-27%. The sulfonates were hydrolyzed for 1 h at 140-150°C inside a hydrolysis kettle. Following neutralization at 80-90°C with sodium nitrite solution was performed until the Congo red test paper was no more blue. Steam and air were used to remove SO2 gas. When the temperature was cooled down to 30-40°C, vacuum filtration was applied. After washing with salt water (10%) and following vacuum filtration, 2-naphthalenesulfonic acid sodium salt was obtained.
Sodium hydroxide was put into an alkali melting kettle and heated to 290°C (melting). At about 3 hours 2-naphthalenesulfonic acid sodium salt was added until the freebase content was 5%-6%. Afterwards, the temperature was kept at 320-330°C for 1 hour. The alkali melt was diluted with water and SO2 gas was passed at 70-80°C until phenolphthalein did not show any color. Addition of water to boil and wash, sodium sulfite was removed, dehydration and then under reduced pressure to distill the final product. The total yield is 73%-74%.
(2) 2-isopropyl-naphthalene method.
With naphthalene and ethylene as the raw materials to produce 2-naphthaol with byproduct acetone.
Details: Sulfuric acid was added into the melted naphthalene at 140℃ and the sulfonation was carried out at 162-164°C. The sulfonates were hydrolyzed, the free naphthalene was blown away and sodium sulfite was added to react and generate 2-naphthalenesulfonic acid sodium salt. This salt together with sodium hydroxide were alkali melted at 285-320°C and kept at 320-330°C for 1 hour. After the dilution of this alkali melt, acidification with SO2 gas was performed to obtain crude products. Followed washing, dehydration and distillation were carried out to obtain the final products.

Chemical Properties

white or off-white powder with a slight

Chemical Properties

2-Naphthol is a white, crystalline solid. Slight phenolic odor. Darkens in air and on exposure to light.

Uses

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

Uses

anthelmintic, antiseptic

Uses

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

Preparation

products were made Naphthalen-2-ol, and sodium hydroxide melting, finally using hydrochloric acid or carbon dioxide exhalation.

Definition

ChEBI: A naphthol carrying a hydroxy group at position 2.

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

Hazard

See α-naphthol

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.

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.

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.

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.]

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.

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2-Naphthol Suppliers

Shanghai Orgchem Co.,Ltd.
Tel
+86-21-5877 1921
Fax
+86-21-5877 1925
Email
info@chemofchina.com
Country
China
ProdList
9687
Advantage
55
Nantong Runfeng Petrochemical Co., Ltd
Tel
Fax
0513-55085866
Email
2853167121@qq.com
Country
China
ProdList
2835
Advantage
58
Guangdong wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2828607-
Fax
0751-8963795
Email
3007421951@qq.com
Country
China
ProdList
9991
Advantage
58
Tianmen Hengchang Chemical Co., Ltd
Tel
027-59322316- ;027-59322316-
Fax
027-59322316
Email
1208480077@qq.com;1178380066@qq.com
Country
China
ProdList
8894
Advantage
58
Nanjing Sincerity Chemical Co. Ltd.
Tel
025-82223911-
Email
hp@njsincerity.com
Country
China
ProdList
180
Advantage
58
Henan Vocas Biotechnology Co., Ltd
Tel
185-3767-1377
Fax
QQ3487632979
Email
vocas@foxmail.com
Country
China
ProdList
4998
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
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View Lastest Price from 2-Naphthol manufacturers

Hebei Crovell Biotech Co Ltd
Product
2-Naphthol 135-19-3
Price
US $11.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
10000kg
Release date
2021-07-06
Wuhan wingroup Pharmaceutical Co., Ltd
Product
2-Naphthol Purity 99% 135-19-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
100MT/Month
Release date
2021-08-24
Wuhan wingroup Pharmaceutical Co., Ltd
Product
2-Naphthol 135-19-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
100MT/Month
Release date
2021-06-30

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