NAPHTHENIC ACID
Naphthenic Acid
CAS: 1338-24-5
Molecular Formula: C7H10O2
NAPHTHENIC ACID - Names and Identifiers
| Name | Naphthenic Acid |
| Synonyms | naphid agenap sunapticacidb NAPHTENIC ACID NAPHTHENIC ACID Naphthenic Acid NAPHTHENIC ACIDS Naphthenic Acids 3-NAPHTHENIC ACID 3-Naphthenic Acid Antiwear agent 1602 carboxylicacids,naphthenic 3-(3-ethylcyclopentyl)propanoic acid |
| CAS | 1338-24-5 |
| EINECS | 215-662-8 |
| InChI | InChI=1/C10H18O2/c1-2-8-3-4-9(7-8)5-6-10(11)12/h8-9H,2-7H2,1H3,(H,11,12) |
| InChIKey | VUSWCWPCANWBFG-UHFFFAOYSA-N |
NAPHTHENIC ACID - Physico-chemical Properties
| Molecular Formula | C7H10O2 |
| Molar Mass | 126.154 |
| Density | 0.92 g/mL at 20 °C (lit.) |
| Boling Point | 160-198 °C (6 mmHg) |
| Flash Point | 149 °C |
| Water Solubility | 88.1mg/L at 20℃ |
| Solubility | Practically insoluble in water |
| Vapor Presure | 31.4Pa at 25℃ |
| Appearance | Liquid |
| Color | Clear colorless to yellow-brown |
| pKa | 5[at 20 ℃] |
| Refractive Index | n20/D 1.45 |
| Physical and Chemical Properties | Character dark brown oily liquid. After refining, it is a transparent light yellow or orange liquid with special odor. freezing point -30 ~-36 ℃ relative density 0.960 refractive index 1.4700 solubility water, and soluble in petroleum ether, ethanol, benzene and hydrocarbons. |
| Use | It is used as a raw material for the production of naphthenate and a coating desiccant, and is also used for the anti-corrosion of wood and cables. |
NAPHTHENIC ACID - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R52 - Harmful to aquatic organisms R43 - May cause sensitization by skin contact R36/38 - Irritating to eyes and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 3082 9/PG 3 |
| WGK Germany | 2 |
| RTECS | QK8750000 |
| HS Code | 38249099 |
| Hazard Class | 9 |
| Packing Group | III |
NAPHTHENIC ACID - Nature
Open Data Verified Data
naphthenic acids are a class of saturated fatty acids isolated from petroleum products. It is divided into single ring and multi ring, and the molecular weight range is 180~350. This product is dark brown oily liquid. After refining, it is a transparent light yellow or orange liquid with special odor. The molecular weight, relative density, viscosity, pour point and refractive index of naphthenic acids obtained are also different due to the difference of crude oil properties and fractions. For example, the freezing point of naphthenic acid (light diesel fraction) produced by Panjin refinery is -30 ~- 36 ℃. The relative density was 0.960. Refractive index 4700. Almost insoluble in water, and soluble in petroleum ether, ethanol, benzene and hydrocarbons. Naphthenic acid is a very weak acid, certain metals have a corrosive effect, and the metal to form salts.
Last Update：2024-01-02 23:10:35
NAPHTHENIC ACID - Preparation Method
Open Data Verified Data
kerosene or diesel oil fractions in naphthenic alkyl crude oil are obtained by alkali washing to obtain "alkaline residue", which contains sodium naphthenate, acidified by sulfuric acid and washed by water to obtain crude naphthenic acid, and then subjected to secondary distillation, A refined final naphthenic acid was obtained.
Last Update：2022-01-01 10:38:54
NAPHTHENIC ACID - Use
Open Data Verified Data
This product is mainly used for the preparation of naphthenic acid salts, the sodium salt is cheap emulsifier, agricultural promoter, textile industry detergent; Lead, manganese, cobalt, iron, calcium and other salts are drying agents for printing inks and coatings; Copper salts, mercury salts are used as wood preservatives and pesticides, fungicides; Aluminum salts are used for grease and solidified gasoline and flares. Its nickel, cobalt and molybdenum salts can be used as organic synthesis catalysts and drying agents, and some salts can also be used as additives for special oils. Aliphatic esters of naphthenic acids with high carbon number are suitable for precision machinery oil for telephones, clocks and watches, meter and other aspects. It can also be used for the preparation of synthetic detergents, insecticides, rubber accelerators and as solvents.
Last Update：2022-01-01 10:38:54
NAPHTHENIC ACID - Safety
Open Data Verified Data
- This product has low toxicity and special pungent odor. On the eyes, respiratory mucosa and skin irritation. Poisoning symptoms are dizziness, weakness, thrombocytopenia, dry throat, pain. The LD of free naphthenic acid was 3.5g/kg and the LD of the neutral salt of naphthenic acid was mg/kg. Operators should wear protective gear. Oral administration of LD50, mice 0.9g/kg, rats 5. 4g/kg. The maximum allowable concentration in the workplace is 5 mg/m3.
- It is packed in iron drum with a net weight of 180kg per drum. The hazardous materials shall be stored and transported according to the regulations.
Last Update：2022-01-01 10:38:55
NAPHTHENIC ACID - Reference Information
| freezing point | -30 ~-36 ℃ |
| LogP | 7.65 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Petroleum acid | naphthenic acid is an acidic compound found in petroleum, so it is also called Petroleum acid, which is a Carboxyl Derivative of cycloalkanes, the main component is the five-carbon ring. The general formula was CnH2n-1COOH. Some are oily liquids, some are solid, and industrial products are dark oily mixtures. Molecular weight range is 180~350, a special odor, almost insoluble in water, soluble in hydrocarbons. It has a corrosive effect on metals such as lead and zinc. The popularization and application of crude naphthenic acid are affected by its low acid value and high neutral oil content. Naphthenic acid due to different origin, the content is also different, the general content of 0.3% ~ 7%. Is a mixture of the following three carboxylic acids: ① saturated monocyclic carboxylic acid (CnH2n-1COOH);② saturated polycyclic carboxylic acid (CnH2n-3COOH);③ aliphatic carboxylic acid (CnH2n +1COOH). (3) as an impurity, does not belong to this article. In (1) and (2), most of the cycloalkyl groups are pentyl, and a small amount is hexyl. The number of alkyl groups is generally from 1 to 5, I .e., m = 1 to 5. The cycloalkyl group may be provided with a substituent R or may be provided without a substituent. The carboxyl group is generally not directly attached to the cycloalkyl group, but is attached to the cycloalkyl group via one or several (mostly n = 6-18) methylene groups. The carboxyl group is usually one, I .e., the naphthenic acids are mostly monoacids. Naphthenic acid has a carboxyl group, and can react with a metal to form a salt, which is called "naphthenic acid soap". naphthenic acid is mainly separated from petroleum products, which can be used as metal naphthenate, paint drier and wood preservative. Also used in the preparation of synthetic detergents, pesticides and special lubricants and dry soap, etc., and can be used as a solvent. since naphthenic acids are organic acids containing five-or six-membered rings, they react with alcohols to form esters. Taking advantage of this property, the plasticizer of butyl naphthenate was prepared from naphthenic acid and n-butanol by esterification. The ring of butyl naphthenate prepared in this way can be inserted between polyvinyl chloride molecules like the benzene ring of phthalate ester, and its long alkyl side chain can be wrapped around polyvinyl chloride molecules to form a precise structure, therefore, it has better plasticizing effect and can be used as an auxiliary plasticizer for polyvinyl chloride. |
| naphthenic acid soap | naphthenic acid soap is based on sodium naphthenate or barium naphthenate, and contains a small amount of oil, water and trace inorganic salt mixture, A dark brown ointment, which can be extracted from the kerosene or light diesel fraction of cycloalkyl crude oil in the alkali washing refining process. It can also be obtained by direct saponification of petroleum acid (containing naphthenic acids). Mainly used in the soap, textile and leather industries. It is also possible to manufacture disinfectants and insecticides, or to manufacture drying and brightening agents for the paint and coating industry. Naphthenic acid soap is also a good emulsifier, widely used in the preparation of metal processing lubrication coolant. Reference: Ma Shichang, ed. Dictionary of chemical products. Xi'an: Shaanxi Science and Technology Press. 1990. P. 208. |
| naphthenate | naphthenate [2], generally refers to a salt where R = 0 and m = 1. [2] M in the metal ions, the majority of 1, 2, 3, a small number of 4, such as sodium, calcium, copper, zinc, cobalt, nickel, manganese, lead, aluminum, molybdenum, etc., also have a small amount of naphthenic acid fatty amine salts. naphthenic acids and salts thereof are viscous liquids or waxes having an odor. Most have color, such as sodium salt is white, calcium salt is gray-white, copper salt is green, zinc salt is apricot yellow, cobalt salt is purple, nickel salt is gray, manganese salt is Brown, lead salt is yellow, the aluminum salt is pale yellow, etc. Their melting point depends mainly on the number of carbon atoms of the fatty acid attached to the cycloalkyl group, and the more carbon atoms, the higher the melting point; And conversely, the lower. In addition to sodium salt, are insoluble in water, ethanol-soluble, soluble in benzene, toluene, carbon tetrachloride and commonly used hydrocarbon solvents. sodium naphthenate is soluble in water and is often used as emulsifier and foaming agent for detergents; Calcium salt can be used as fabric treatment agent, paint curing agent, adhesive, manufacturing Lake, resin oxidation and polymerization catalyst; Copper salt and zinc salt have insecticidal and sterilization effect, can control mold and parasite; Copper salt is used for ship bottom coating, it can prevent and control marine parasites adsorbed on the hull, copper salt is also used for wool, textiles, rope, canvas and other anti-corrosion; Zinc salt is used as film curing agent, wood preservative, fabric treatment agent, oil soluble pigment and lubricant; cobalt salt is used as catalyst, film curing agent; Nickel salt is used as catalyst, film curing agent; Manganese salt is used as catalyst, film curing agent; Lead salt is used as catalyst, lubricant (can improve corrosion resistance and pressure resistance); Aluminum salt is used as gasoline coagulant, manufacture of combustion bomb, lubricant, wood preservative, film curing agent, polymerization catalyst; Molybdenum salt as a catalyst for Halcon oxidation; Naphthenic acid fatty amine salt can be used as rust inhibitor for ferrous metal. Reference: Editor-in-chief of an Jiaju; Bao Wenzao, Wang Boying, Li Shunping. Practical Fine Chemical Dictionary. Beijing: China Light Industry Press. |
| Use | for the production of various naphthenates This product is mainly used for the preparation of naphthenic acid salts, the sodium salt is a cheap emulsifier, agricultural additives, textile industry detergent; Lead, manganese, cobalt, iron, calcium and other salts are printing ink and paint drying agent; Copper salt, Mercury salt used as wood preservatives and pesticides, fungicides; aluminum salts are used in greases and in solidifying gasoline and flares. Its nickel, cobalt and molybdenum salts can be used as organic synthesis catalysts and drying agents, and some salts can also be used as additives for special oils. Aliphatic esters of naphthenic acids with high carbon number are suitable for precision machinery oil for telephones, clocks and watches, meter and other aspects. It can also be used for the preparation of synthetic detergents, insecticides, rubber accelerators and as solvents. It is used as raw material for producing naphthenate and coating desiccant, and also used for anti-corrosion of wood and cable It is used as drying agent, biological auxiliary agent and preservative of paint |
| production method | The kerosene or diesel fraction in the crude oil containing cycloalkyl groups is obtained by alkaline washing to obtain "alkaline residue", which contains sodium naphthenate, the crude naphthenic acid is obtained by acidification with sulfuric acid and washing with water, and the refined naphthenic acid is obtained by secondary distillation. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:41:30
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