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2-Naphthol

Chemical Properties Application Preparation
2-Naphthol
2-Naphthol structure
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

2-Naphthol Properties

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. 
Refrigerator
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
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)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
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
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H332 Harmful if inhaled Acute toxicity,inhalation Category 4 Warning P261, P271, P304+P340, P312
H400 Very toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 1 Warning P273, P391, P501
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P273 Avoid release to the environment.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

NFPA 704

Diamond Hazard Value Description
1
0
Health  
Flammability   1 Materials that require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur. Includes some finely divided suspended solids that do not require heating before ignition can occur. Flash point at or above 93.3 °C (200 °F). (e.g. mineral oil, ammonia)
Instability   0 Normally stable, even under fire exposure conditions, and is not reactive with water (e.g. helium,N2)
Special  

(NFPA, 2010)

2-Naphthol price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 130109 2-Naphthol 98% 135-19-3 250g $28.6 2018-11-20 Buy
Sigma-Aldrich 130109 2-Naphthol 98% 135-19-3 1kg $56.1 2018-11-20 Buy
TCI Chemical N0027 2-Naphthol >99.0%(GC) 135-19-3 25g $14 2018-11-22 Buy
TCI Chemical N0027 2-Naphthol >99.0%(GC) 135-19-3 250g $44 2018-11-22 Buy
Sigma-Aldrich 70448 2-Naphthol BioXtra, ≥99.0% (GC) 135-19-3 5g $90.6 2018-11-20 Buy

2-Naphthol Chemical Properties,Uses,Production

Chemical Properties

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

Application

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.

Definition

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

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.

First aid

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.

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.]

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.

2-Naphthol Preparation Products And Raw materials

Raw materials

Preparation Products


2-Naphthol Suppliers

Global( 347)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21930 58
Dalian Richfortune Chemicals Co., Ltd
86-411-84820922, 84821539
86-411-84821380 sales@richfortunechem.com China 360 57
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32457 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6374 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 20516 58
NINGBO INNO PHARMCHEM CO., LTD.
13867897135
sales@nbinno.com CHINA 925 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23983 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 4660 58

View Lastest Price from 2-Naphthol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-16 2-Naphthol
135-19-3
US $1.00 / kg 1kg 98% 100MT career henan chemical co

2-Naphthol Spectrum


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