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2-Naphthol

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Company Name:Shanghai Orgchem Co.,Ltd.  Gold
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Products Intro: Product Name:2-Naphthol
CAS:135-19-3
Purity:98.5,99.1% Package:10t,100t,1000t
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Products Intro: Product Name:2-Naphthol
CAS:135-19-3
Purity:98% Package:100G,25G,500G
Company Name:Meryer (Shanghai) Chemical Technology Co., Ltd.  
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Products Intro: Product Name:2-Naphthol
CAS:135-19-3
Purity:>99.0%(GC) Remarks:N0027
Company Name:Alfa Aesar  
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Products Intro: Product Name:2-Naphthol, 98+%
CAS:135-19-3
Package:250g Remarks:A14564
Company Name:TCI (Shanghai) Development Co., Ltd.  
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Products Intro: Product Name:2-Naphthol
CAS:135-19-3
Purity:99.0 Package:558RMB/250G
2-Naphthol Chemical 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)
Fp 153 °C
storage temp. Refrigerator
Water Solubility 1 g/L (20 ºC)
Merck 14,6384
BRN 742134
Stability:Stable. Combustible. Dust may form explosive mixture with air. Incompatible with strong oxidizing agents, phenol.
CAS DataBase Reference135-19-3(CAS DataBase Reference)
NIST Chemistry Reference2-Naphthalenol(135-19-3)
EPA Substance Registry System2-Naphthalenol(135-19-3)
Safety Information
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
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29071590
Hazardous Substances Data135-19-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Naphthyl alcohol English
SigmaAldrich English
ACROS English
ALFA English
2-Naphthol Usage And Synthesis
Chemical PropertiesWhite 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 Propertieswhite or off-white powder with a slight
UsageHas been used as antiseptic, anthelmintic and counter-irritant in alopecia.
Usageanthelmintic, antiseptic
DefinitionChEBI: A naphthol carrying a hydroxy group at position 2.
Tag:2-Naphthol(135-19-3) Related Product Information
2,3,4-Trihydroxybenzoic acid 6-Bromo-2-naphthol p-Hydroxybenzaldehyde 4-Hydroxybenzoic acid Triclosan Lithium hydroxide Methylparaben 1-Naphthol (+/-)-1,1'-BI(2-NAPHTHOL) 1-NITROSO-2-NAPHTHOL,2-Naphthalenol, 1-nitroso- Ethyl acetate Ammonium hydroxide 2-(Phenylmethoxy)-naphthalene Hydroxy silicone oil Hydroxide Terbinafine Hydrochloride 2-Naphthol Sodium hydroxide