2-naftolo
2-Naphthol
CAS: 135-19-3
Molecular Formula: C10H8O
2-naftolo - Names and Identifiers
| Name | 2-Naphthol |
| Synonyms | 2-naftol c.i.37500 2-naphtol 2-naftolo b-naphtol 2-Naphthol developera C.I. 37500 Developer A betanaphthol Developer BN developerams Developer AMS beta naphthol beta-naphthol c.i.developer5 antioxygene bn naphthalen-2-ol C.I. Developer 5 azogendevelopera azogen developer a 2-hydroxynaphthalene beta-monoxynaphthalene azoiccouplingcomponent1 c.i.azoiccouplingcomponent1 C.I. Azoic coupling component 1 |
| CAS | 135-19-3 |
| EINECS | 205-182-7 |
| InChI | InChI=1/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H |
| InChIKey | JWAZRIHNYRIHIV-UHFFFAOYSA-N |
2-naftolo - Physico-chemical Properties
| Molecular Formula | C10H8O |
| Molar Mass | 144.17 |
| Density | 1,28 g/cm3 |
| Melting Point | 120-122°C(lit.) |
| Boling Point | 285-286°C(lit.) |
| Flash Point | 153 °C |
| Water Solubility | 1 g/L (20 ºC) |
| Solubility | 1g dissolved in 1000ml of water, 80ml of boiling water, 0.8ml of ethanol, 17ml of chloroform and 1.3ml of ether. Soluble in glycerin, olive oil and sodium hydroxide solution |
| Vapor Presure | 10 mm Hg ( 145.5 °C) |
| Vapor Density | 4.97 (vs air) |
| Appearance | White or extremely light yellow crystalline powder or thin fragments |
| Color | White |
| Maximum wavelength(λmax) | ['226nm, 265nm, 275nm, 286nm, 320nm, 331nm'] |
| Merck | 14,6384 |
| BRN | 742134 |
| pKa | 9.51(at 25℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Dust may form explosive mixture with air. Incompatible with strong oxidizing agents, phenol. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.5762 (estimate) |
| MDL | MFCD00004067 |
| Physical and Chemical Properties | Whitish fragments or white powders. melting point 123~124 ℃ boiling point 285~286 ℃ relative density 1.28g/cm3 flash point 161 ℃ solubility insoluble in water, soluble in ethanol, ether, chloroform, glycerol and alkali solution. |
| Use | For the preparation of tocinic acid, J acid, 2.3-acid, and for the preparation of antioxidant butyl, antioxidant DNP and its antioxidant, organic pigments and fungicides |
2-naftolo - Risk and Safety
| Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R50 - Very Toxic to aquatic organisms |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | QL2975000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29071590 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit > 10000 mg/kg |
2-naftolo - Upstream Downstream Industry
2-naftolo - Nature
Open Data Verified Data
white shiny flakes or white powder. Density 1.28g/cm3. The melting point was 123-124 °c. Boiling point 285~286 deg C. Flash point 161 °c. Flammable. The color gradually becomes darker when stored for a long time and is stable in the air, but the color gradually becomes darker when exposed to sunlight. Heat sublimation, irritating smell of phenol. Insoluble in water, soluble in ethanol, ether, chloroform, glycerol and alkali solution.
Last Update：2024-01-02 23:10:35
2-naftolo - Preparation Method
Open Data Verified Data
purified naphthalene was sulfonated with 98% sulfuric acid to separate B Naphthalene sulfonic acid, which was formed into a sodium salt with sodium sulfite. After alkali fusion, B- naphthol sodium is obtained, and then B- naphthol is acidified with sulfuric acid. After boiling, washing with water, drying and distilling, B- naphthol is refined.
Last Update：2022-01-01 10:42:09
2-naftolo - Introduction
Verification of bromine, chlorine, chlorate, niobium, copper, nitrite and potassium. Determination of carbon monoxide, copper, nitrite and potassium. Qualitative determination of allyl alcohol, methanol, chloroform, etc. Fluorescence determination of phenolsulfonyltransferase substrates. Ethylene absorbent. Fluorescent indicator. Acid-base indicator.
Last Update：2022-10-16 17:13:34
2-naftolo - Use
Open Data Verified Data
important organic raw materials and dye intermediates, used in the manufacture of tocinic acid, butyric acid, B naphthol -3-formic acid, and used in the manufacture of antioxidant butyl, antioxidant DNP and other antioxidant, organic Pigments and fungicides.
Last Update：2022-01-01 10:42:09
2-naftolo - Safety
Open Data Verified Data
- the toxicity is similar to that of phenol and is a stronger corrosive agent. Has a strong stimulating effect on the skin. It is easily absorbed through the skin. Toxic effects on blood circulation and kidneys. In addition, it can also cause damage to the cornea of the eye. Although the lethal dose is not clear, but there are cases of external use of 3~4G and death. Production equipment should be sealed, anti-leakage, and the skin should be washed in time. The workshop should be ventilated and the equipment should be closed. The operator should wear protective gear.
- The bag is packed in plastic bag, jacket or woven bag, and the net weight of each bag is 50kg or 60kg. Fire prevention, moisture prevention and exposure prevention shall be conducted during storage and transportation. Store in a dry, ventilated place. The flammable and toxic substances shall be stored and transported according to the regulations.
Last Update：2022-01-01 10:42:10
2-naftolo - Reference Information
| pH indicator color change ph range | Non & uorescence (8.5) to blue & uorescence (9.5) |
| main applications | 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 terminal ailments (rashes, scratches, blemishes, hair loss), disorders |
| LogP | 1.89 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | used for the preparation of tulaginic acid, j acid, 2,3 acid and azo dyes, and is also a raw material for rubber antioxidant, mineral concentrator, bactericide, antifungal agent, preservative, etc. as preservative, China stipulates that it can be used for citrus preservation, with a maximum usage of 0.1 g/kg and a residual amount of not more than 70 mg/kg. Enaphthol, also known as β-naphthol and 2-naphthol, is an intermediate of naphthoxyacetic acid, a plant growth regulator. as a feed preservative, it can also be used for citrus preservation according to regulations of our country. the maximum usage amount is 0.1 g/kg and the residual amount is not more than 70 mg/kg. used as analytical reagent, ethylene, carbon monoxide absorbent and fluorescent indicator important organic raw materials and dye intermediates, used in the manufacture of tauric acid, butyric acid, β-naphthol -3-formic acid, and used in the manufacture of anti-aging agent butyl, anti-aging agent DNP and other anti-aging agents, organic pigments and fungicides. used for the preparation of tulic acid, j acid, 2.3-acid, and for the preparation of anti-aging agent butyl, anti-aging agent DNP and its anti-aging agent, organic pigment and fungicide bromine, chlorine, chlorate, niobium, copper, nitrite and potassium. Fluorescence determination of phenolsulfonyltransferase substrates. Acid-base indicator, dye, organic synthesis, qualitative determination of allyl alcohol, methanol, chloroform, etc. Carbon monoxide, ethanol absorbent, fluorescent indicator. Determination of bromine, chlorine, chlorate, niobium, copper, nitrite and potassium; Determination of carbon monoxide, copper, nitrite and potassium; Qualitative determination of allyl alcohol, methanol, chloroform, etc. Fluorescence determination of phenolsulfonyltransferase substrate; Ethylene absorbent; Fluorescent indicator; Acid-base indicator; Dye intermediate |
| production method | is prepared by sulfonation and alkali melting of naphthalene. Sulfonation alkali melting method is a widely used production method at home and abroad, but the corrosion is serious, the cost is high, and the biological oxygen consumption of wastewater is high. The 2-isopropylnaphthalene method developed by the American cyanamide company uses naphthalene and propylene as raw materials to produce acetone while producing 2-naphthol. This method is similar to the production of phenol from cumene. Raw material consumption quota: refined naphthalene 1170kg/t, sulfuric acid 1080kg/t, solid caustic soda 700kg/t. (1) sulfonated alkali melting method. Place refined naphthalene in a sulfonation pot and heat (melt) to 140°C. 1.085 times (molar ratio) concentrated sulfuric acid was added within 20min, the temperature was increased, and the temperature was kept at 160-164 ℃ for 2.5h. When the content of 2-naphthalenesulfonic acid reaches above 66% and the total acidity is 25%-27%, the reaction ends. The sulfonate was hydrolyzed in a hydrolysis pot at 140-150°C for 1h. Then in a neutralization pot, at 80-90 ℃ with sodium hydrogen nitrite solution until Congo red test paper remains blue. Use steam and air to remove SO2 gas, cool to 30-40 ℃, then suck and filter, wash with 10% salt water, then suck and filter to obtain sodium 2-naphthalenesulfonate. Sodium hydroxide is placed in an alkali melting pot, heated (melted) to 290 ℃, and sodium 2-naphthalenesulfonate is added in about 3h until the free alkali content is 5%-6%. After that, keep the temperature at 320-330 ℃ for 1h. The alkali melt is diluted in water, and SO2 is passed to phenolphthalein at 70-80 ℃ to colorless. Add water to boil and wash, remove sodium sulfite, and then dehydrate and distill under reduced pressure to obtain the finished product with a total yield of 73%-74%.. (2)2-isopropyl naphthalene method. Using naphthalene and propylene as raw materials, 2-naphthol is reproduced as a by-product of acetone. The preparation method is to add sulfuric acid into molten naphthalene at 140 ℃, sulfonate at 162~164 ℃, hydrolyze the sulfonate, blow off free naphthalene, and react with sodium sulfite to form 2-naphthalene sulfonate sodium salt. The sodium salt solid and sodium hydroxide are alkali fused at 285~320 ℃, and then kept at 320~330 ℃ for 1h. After diluting the alkali melt, sulfur dioxide is introduced to acidify crude products, the product is distilled after washing and dehydration. Sulfonation alkali melting method Place refined naphthalene in a sulfonation pot and heat (melt) to 140 ℃. 1.085 times (molar ratio) concentrated sulfuric acid was added within 20min, the temperature was increased, and the temperature was kept at 160~164 ℃ for 2.5h. When the content of 2-naphthalenesulfonic acid reaches above 66% and the total acidity is 25% ~ 27%, the reaction ends. The sulfonate was hydrolyzed in a hydrolysis pot at 140~150 ℃ for 1h. Then in a neutralization pot, neutralize with sodium bisulfite solution at 80~90 ℃ until Congo red test paper remains blue. Use steam and air to remove SO2 gas, cool to 30~40 ℃, then suck and filter, wash with 10% salt water, then suck and filter to obtain sodium 2-naphthalenesulfonate. Sodium hydroxide is placed in an alkali melting pot, heated (melted) to 290 ℃, and sodium 2-naphthalenesulfonate is added in about 3h until the free alkali content is 5% ~ 6%. After that, keep the temperature at 320~330 ℃ for 1h. The alkali melt is diluted in water, and SO2 is passed to phenolphthalein at 70~80 ℃ to colorless. Add water to boil and wash, remove sodium sulfite, and then dehydrate and distill under reduced pressure to obtain the finished product with a total yield of 73% ~ 74%. 2-Isopropylnaphthalene method uses naphthalene and propylene as raw materials to produce 2-naphthol and by-produce acetone. |
| spontaneous combustion temperature | 430°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:04:16
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View History
2-naftolo
17671-53-3
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE
strontium hydrate
123-11-5
17607-71-5
E-Base
2-(CHLOROMETHYL)-4-METHOXY-3,5-DIMETHYLPYRIDINE HYDROCHLORIDE
5076-24-4
617-04-9
17671-53-3
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE
strontium hydrate
123-11-5
17607-71-5
E-Base
2-(CHLOROMETHYL)-4-METHOXY-3,5-DIMETHYLPYRIDINE HYDROCHLORIDE
5076-24-4
617-04-9
Raw Materials for 2-naftolo
Downstream Products for 2-naftolo
1,2-Naphthoxydiazo-4-sulfonic acid
7-aminonaphthalene-1,3,6-trisulphonic acid
3-hydroxy-2,7-naphthalenedisulfonic acid, disodium salt
7-hydroxy-1,3-naphthalenedisulfonic acid, dipotassium salt
Erio chromeblack A
7-aminonaphthalene-1,3,6-trisulphonic acid
3-hydroxy-2,7-naphthalenedisulfonic acid, disodium salt
7-hydroxy-1,3-naphthalenedisulfonic acid, dipotassium salt
Erio chromeblack A