Undecenoic acid

Undecenoic acid Basic information
Product Name:Undecenoic acid
Synonyms:10-Undecensαure;Sevinon;Undec-10-ensαure;undec-9-enoicacid;Undecen-10-acid-1;undecyl-10-enicacid;Undecylensαure;10-Undecenoic acid, Undecylenic acid
CAS:112-38-9
MF:C11H20O2
MW:184.28
EINECS:203-965-8
Product Categories:Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Unsaturated Carboxylic Acids;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;other;112-38-9
Mol File:112-38-9.mol
Undecenoic acid Structure
Undecenoic acid Chemical Properties
Melting point 23-25 °C (lit.)
Boiling point 137 °C/2 mmHg (lit.)
density 0.912 g/mL at 25 °C (lit.)
vapor pressure 0.019Pa at 20℃
FEMA 3247 | 10-UNDECENOIC ACID
refractive index n20/D 1.449(lit.)
Fp 300 °F
storage temp. Store below +30°C.
solubility water: insoluble
form Crystalline Low Melting Solid or Liquid
Colour Index 42650
pka4.78±0.10(Predicted)
Specific Gravity0.911 (25/25℃)
color Pale yellow
Odorsweet woody
Odor Typewoody
Water Solubility INSOLUBLE
JECFA Number331
Merck 14,9848
BRN 1762631
LogP4 at 20℃
CAS DataBase Reference112-38-9(CAS DataBase Reference)
NIST Chemistry ReferenceUndecylenic Acid(112-38-9)
EPA Substance Registry System10-Undecenoic acid (112-38-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-52/53-36/38
Safety Statements 26-61-37/39-36
RIDADR UN 3261 8/PG 2
WGK Germany 1
RTECS YQ2975000
Autoignition Temperature275 °C
TSCA Yes
HS Code 29161910
ToxicityLD50 in mice (g/kg): 8.15 orally; 0.960 i.p. (Newell)
MSDS Information
ProviderLanguage
Undecenoic acid English
SigmaAldrich English
ACROS English
ALFA English
Undecenoic acid Usage And Synthesis
DescriptionUndecylenic acid (C11) or also called 10-undecenoic acid is an organic unsaturated fatty acid derived from castor oil by cracking. Undecylenic acid is an FDA approved active ingredient in medications for skin infections, and relieves itching, burning, and irritation. In technical applications it is used because if its antifungal properties.appearance (25°C) White or very pale yellow crystalline
mass or clear colourless pale
yellow liquid
acid value mg KOH/g 295 - 304
saponification mg KOH/g 295 - 304
iodine value) gI2/100g 132 - 136
congealing point °C 23 - 24
Purity by GC % min. 99%






Chemical Properties10-Undecenoic acid has a characteristic pungent odor.
Chemical PropertiesLight-colored liquid; fruity-rosy odor. Almost insoluble in water; miscible with alcohol, chloroform, ether, benzene, and fixed and volatile oils. Combustible.
Chemical PropertiesUndecylenic acid is an organic unsaturated fatty acid derived from castor oil. It is the common name of 10-undecenoic acid, (CH2CH(CH2)8COOH). It is used in the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos , antimicrobial powders and as a musk in perfumes and aromas. Undecylenic acid is produced by cracking of castor oil under pressure.
OccurrenceReported found as a metabolite in Rhodotorula glutinis var. lusitanica; naturally occurring in the essential oils of Juniperus chinensis, Thujopsis dolabrata and skim milk powder
UsesUndecylenic acid can be used in silicon-based biosensors. Monolayers can be made on bare silicon transducer surfaces with the help of covalent bonds between silicon atom and the double bonds of undecylenic acid. The carboxylic acid groups remain available for the conjugation of biomolecules such as DNA or proteins.
Uses
  1. silicon-based biosensors
  2. natural fungicide
  3. chemical intermediate in fragrance and flavours
  4. cosmetics & personal care: highly effective natural antimicrobial and preservative properties
  5. undecylenic acids-based diols and polyols
  6. additive in cutting fluids (fungicide or as triethanolamine salt as rust inhibiting additive)
Usesused as antifoaming and surface active agent. As its sulfo – succinate derivative it is used in anti-dandruff shampoos
Uses10-Undecenoic Acid, is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.
IndicationsUndecylenic acid, like zinc undecylenate, is very effective as an external drug for treating moderate dermatophyte infections and yeast dermatitis, but it is not effective for shingles and for candida infections. Synonyms of this drug are benzevrine, micocid, undetin, and others.
PreparationFrom malonic acid; by pyrolysis of ricinoleic acid or castor oil.
DefinitionChEBI: An undecenoic acid having its double bond in the 10-position. It is derived from castor oil and is used for the treatment of skin problems.
General Description10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane.
Flammability and ExplosibilityNonflammable
Clinical Use10-Undecenoic acid (Desenex, Cruex) obtained fromthe destructive distillation of castor oil. Undecylenic acidis a viscous yellow liquid. It is almost completely insolublein water but is soluble in alcohol and most organicsolvents.
Undecylenic acid is one of the better fatty acids for useas a fungicide, although cure rates are low. It can be used inconcentrations up to 10% in solutions, ointments, powders,and emulsions for topical administration. The preparationshould never be applied to mucous membranes because it isa severe irritant. Undecylenic acid has been one of theagents traditionally used for athlete’s foot (tinea pedis).Cure rates are low, however.
SynthesisUndecylenic acid, 10-undecylenic acid (35.4.7), is synthesized by pyrolysis at 400??C and low pressure (50 mm) an oxyderivative of oleic acid?aricinoleic acid?athe glyceride of which is the main ingredient of castor oil.

Synthesis_112-38-9

Purification MethodsPurify the acid by repeated fractional crystallisation from its melt or by distillation in a vacuum. [Beilstein 2 IV 1612.]
15-EPI PROSTAGLANDIN A1 TRAUMATIC ACID 10-UNDECENOIC ACID PROPYL ESTER,10-UNDECENOIC ACID PROPYL ESTER QUASSIN Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid DELTA 10 CIS UNDECENOIC ACID ETHYL ESTER,DELTA 10 CIS UNDECENOIC ACID ETHYL ESTER picromycin 10-Undecenoic acid, 2-propenyl ester,10-Undecenoic acid, allyl ester,10-Undecenoic acid, 2-propenyl ester,10-Undecenoic acid, allyl ester TRIBUTYLTIN 10-UNDECENOATE Boldenone undecylenate 15(R)-PROSTAGLANDIN E1 DIETHYLENE GLYCOL ABIETATE 10-UNDECENOIC ACID SODIUM SALT,10-UNDECENOIC ACID SODIUM SALT CHOLESTERYL 10-UNDECENOATE 10-Undecenal GERANYL UNDECYLENATE cis-11-Eicosenoic acid

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.