Undecenoic acid
10-Undecenoic acid
CAS: 112-38-9
Molecular Formula: C11H20O2
Undecenoic acid - Names and Identifiers
| Name | 10-Undecenoic acid |
| Synonyms | Sevinon undec-10-enoic 10-Undecensαure Undecenoic acid Undec-10-ensαure undec-9-enoicacid Undecen-10-acid-1 10-Undecenoic acid undecyl-10-enicacid Undecyl-10-enic acid |
| CAS | 112-38-9 |
| EINECS | 203-965-8 |
| InChI | InChI=1/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13) |
Undecenoic acid - Physico-chemical Properties
| Molecular Formula | C11H20O2 |
| Molar Mass | 184.28 |
| Density | 0.922g/cm3 |
| Melting Point | 23-25℃ |
| Boling Point | 300.797°C at 760 mmHg |
| Specific Rotation(α) | n20/D 1.449 (lit.) |
| Flash Point | 145.815°C |
| Water Solubility | INSOLUBLE |
| Solubility | Slightly soluble in water, can be mixed with ethanol, chloroform, ether, volatile oil or fatty oil. |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Shape Crystalline Low Melting Solid or Liquid, color Pale yellow |
| pKa | 4.78±0.10(Predicted) |
| Storage Condition | Store below +30°C. |
| Refractive Index | 1.456 |
| MDL | MFCD00004442 |
| Physical and Chemical Properties | Chemical properties with luster colorless liquid, with special fragrance of fruit. Melting point 24.5 ℃, boiling point 275 ℃(100kPa),165 ℃(2.0kPa),137 ℃(0.267kPa), relative density 0.4075(25/4 ℃), refractive index 1.4464, flash point 148 ℃. Slightly soluble in water, soluble in ethanol and ether. |
| Use | For the synthesis of gamma-undecanolactone and other spices |
Undecenoic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/38 - Irritating to eyes and skin. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3261 8/PG 2 |
| WGK Germany | 1 |
| RTECS | YQ2975000 |
| TSCA | Yes |
| HS Code | 29161910 |
| Toxicity | LD50 in mice (g/kg): 8.15 orally; 0.960 i.p. (Newell) |
Undecenoic acid - Upstream Downstream Industry
Undecenoic acid - Standard
Authoritative Data Verified Data
This product is 10-11 enoic acid. The content of C11H20O2 shall not be less than 96.0%(g/g).
Last Update：2024-01-02 23:10:35
Undecenoic acid - Trait
Authoritative Data Verified Data
- This product is a light yellow to yellow liquid, which is a milky white crystalline mass when cold.
- This product can be miscible with ethanol, chloroform, ether, fatty oil or volatile oil, almost insoluble in water.
relative density
The relative density of this product (General rule 0601) is 0.910~0.913 at 25°C.
freezing point
The freezing point of this product (General 0613) is not less than 21°C.
refractive index
The refractive index of this product (General 0622) is 1.448-1.450 at 25°C.
iodine value
The iodine value of this product (General 0713) is 131~140.
Last Update：2022-01-01 11:30:19
Undecenoic acid - Introduction
Colorless liquid with luster and special fragrance of fruit. Slightly soluble in water, soluble in ethanol and ether.
Last Update：2022-10-16 17:12:12
Undecenoic acid - Differential diagnosis
Authoritative Data Verified Data
- take 1ml of this product, add 1ml of potassium permanganate solution Dropwise, shake, the color of potassium permanganate will disappear.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 17).
Last Update：2022-01-01 11:30:19
Undecenoic acid - Safety
Open Data Verified Data
This product has low toxicity and slight irritation, and the oral LD50 of rats is 2500mg/kg. The operator should wear protective gear.
Packed in aluminum or plastic barrels, each weighing 20kg, 50kg or log/kg.
Last Update：2022-01-01 10:31:23
Undecenoic acid - Exam
Authoritative Data Verified Data
water-soluble acid
take 5ml of this product, add 5ml of water, shake, filter with wet filter paper, add 1 drop of methyl orange indicator solution to the filtrate, if it is red, add sodium hydroxide titration solution (0.1mol/L)0.10, the strain is yellow.
neutral fat
take 1.0ml of this product, add 5ml of sodium carbonate test solution and 25ml of water, boil, when hot, the solution should be clear or slightly turbid.
ignition residue
not more than 0.1% (General rule 0841).
Last Update：2022-01-01 11:30:19
Undecenoic acid - Content determination
Authoritative Data Verified Data
take about 0.4g of this product, precision weighing, add neutral ethanol (neutral to phenolphthalein indicator solution) l0ml and phenolphthalein indicator solution 3 drops, with sodium hydroxide titration solution (O.lmol/L) titration. Each 1ml of sodium hydroxide titration solution (0.1 mol/L) corresponds to 18.43mg of c11h2002.
Last Update：2022-01-01 11:30:20
Undecenoic acid - Category
Authoritative Data Verified Data
Disinfection antiseptic.
Last Update：2022-01-01 11:30:20
Undecenoic acid - Storage
Authoritative Data Verified Data
sealed storage.
Last Update：2022-01-01 11:30:20
Undecenoic acid - Nature
| FEMA | 3247 | 10-UNDECENOIC ACID |
| Solubility | water: insoluble |
| color index | 42650 |
| Specific gravity | 0.911 (25/25℃) |
| Merck | 14,9848 |
| JECFA Number | 331 |
| BRN | 1762631 |
| NIST chemical information | Undecylenic Acid(112-38-9) |
| EPA chemical information | 10-Undecenoic acid (112-38-9) |
Last Update：2024-04-10 22:29:15
Undecenoic acid - Uses and synthesis methods
Introduction
10-undecenoic acid is also called undecenoic acid (Shiyixisuan Undecylenic Acid). 10-undecenoic acid is a light yellow to yellow liquid, and it becomes milky white crystalline mass when cold. It has special odor. It can be arbitrarily miscible with ethanol, chloroform, ether, fatty oil or volatile oil, and is almost insoluble in water.
application
10-undecenoic acid is used to treat fungal infections of the skin and mucous membranes, such as tinea capitis, tinea cruris, tinea pedis, and fungal vaginitis. It has the best effect on athlete's foot. It can also be used to produce zinc 10-undecenoic acid, synthetic & gamma;-undecenolactone flavor, nylon and other products.
Preparation process
At present, most of the 10-undecenoic acid prepared from castor oil is a crude product, which contains more volatile components such as aldehydes, hydrocarbons, alcohols, esters, and high boiling point fatty acids and polymers Compound, 10-undecenoic acid contains double bonds, which is more sensitive to heat. When heated for a long time, it is easy to produce polymerization or oxidative decomposition. Separation and purification by traditional distillation methods often require long-term heating, which is very easy to destroy the structure of 10-undecenoic acid, which not only reduces the yield of 10-undecenoic acid, but also produces more new impurities, making 10-undecenoic acid The purity is not high, and it is difficult to guarantee the needs of medicinal and high-purity 10-undecenoic acid to synthesize other products.
Preparation
crude unenoic acid obtained from castor oil as raw material through alcohol exchange, thermal cracking, addition and saponification acidification treatment is directly put into the feed tank 1 of the molecular distillation device, and input into the first-stage film distiller 2 through pump M1 for dehydration and degassing. the operating conditions are controlled at a vacuum degree of -0.085 ~ -0.090MPa, a temperature of 60~70 ℃, and a feed rate of 15~20kg/h; then the dehydrated and degassed crude undecenoic acid is directly input into the second-stage molecular distiller 3 through pump M2, and the operating conditions are controlled at a vacuum of 100Pa ~ -0.1MPa and a temperature of 50~60 ℃ to remove low boiling point aldehydes, alcohols, hydrocarbons and neutral aliphatic impurities. Finally, the crude undecenoic acid with low boiling point impurities removed is directly input into the third-stage molecular distiller 4 through pump M4, the operating conditions are controlled at a vacuum of 100Pa ~ 0.1MPa and a temperature of 80~85 ℃ to obtain colorless or yellowish high-purity 10-undecylenic acid products.
Toxicity
GRAS(FEMA).
use limited
FEMA: soft drinks, cold drinks, candy and baked products, all 0.50 mg/kg.
Production method
prepared by direct cracking or esterification of castor oil. 1. Castor oil direct cracking method The castor oil is put into a stainless steel reaction pot, heated by direct fire, dry distillation under vacuum, the distillate is collected, and then fractionated to obtain undecylenic acid, and heptanoic acid is obtained at the same time. 2. Castor oleate methyl ester method castor oil (castor olein) and methanol after transesterification, high temperature cracking to obtain methyl unenoic acid, and then saponification, acidification and refining, to obtain the finished product, and by-product heptanal, glycerin and other products. Raw material consumption quota: 4700kg/t castor oil (medicinal), 1410kg/t methanol (industrial), 658kg/t sulfuric acid (industrial), 40kg/t caustic soda (95%), 940kg/t sodium bisulfite (95%).
Last Update：2024-04-09 21:04:16
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View History
Raw Materials for Undecenoic acid
Sodium hydroxide
Acetic acid
Sodium bisulfite
Castor oil
Heptaldehyde
1,1,1-TRIFLUORO-11-DODECENE-2-ONE
10-UNDECENOYL CHLORIDE
Trifluoroacetic anhydride
Acetic acid
Sodium bisulfite
Castor oil
Heptaldehyde
1,1,1-TRIFLUORO-11-DODECENE-2-ONE
10-UNDECENOYL CHLORIDE
Trifluoroacetic anhydride
Downstream Products for Undecenoic acid
11-MERCAPTOUNDECANOIC ACID
Undecan-4-olide
gamma-Decalactone
10-Undecenal
ETHYL 10-UNDECENOATE
BUTYL UNDECYLENATE
10-UNDECENAL
ALLYL UNDECYLENATE
Undecan-4-olide
gamma-Decalactone
10-Undecenal
ETHYL 10-UNDECENOATE
BUTYL UNDECYLENATE
10-UNDECENAL
ALLYL UNDECYLENATE