| Identification | More | [Name]
Undecenoic acid | [CAS]
112-38-9 | [Synonyms]
10C-UNDECENOIC ACID
10-HENDECENOIC ACID
10-UNDECENOIC ACID
10-UNDECYLENIC ACID
CI 42650
DECLID
DELTA 10 CIS UNDECENOIC ACID
FEMA 3247
HENDECENOIC ACID
LABOTEST-BB LT02098690
N-UNDECYLENIC ACID
RARECHEM AL BE 0169
sodium 3-[[[4-[(4-diethylaminophenyl)-[4-[ethyl-[(3-sulfonatophenyl)methyl]azaniumylidene]-1-cyclohexa-2,5-dienylidene]methyl]phenyl]-ethylamino]methyl]benzenesulfonate
TIMTEC-BB SBB009049
UNDEC-10-ENOIC ACID
UNDECENOIC ACID
UNDECYLENIC ACID
10-Hendecenoic
10-Henedecenoic acid
10-henedecenoicacid | [EINECS(EC#)]
203-965-8 | [Molecular Formula]
C11H20O2 | [MDL Number]
MFCD00004442 | [Molecular Weight]
184.28 | [MOL File]
112-38-9.mol |
| Chemical Properties | Back Directory | [Description]
Undecylenic 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% | [Appearance]
Light-colored liquid; fruity-rosy odor.
Almost insoluble in water; miscible with alcohol,
chloroform, ether, benzene, and fixed and volatile
oils. Combustible. | [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 | [refractive index ]
n20/D 1.449(lit.)
| [Fp ]
300 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
water: insoluble | [Colour Index ]
42650 | [form ]
Crystalline Low Melting Solid or Liquid | [pka]
4.78±0.10(Predicted) | [color ]
Pale yellow | [Specific Gravity]
0.911 (25/25℃) | [Odor]
sweet woody | [Odor Type]
woody | [Water Solubility ]
INSOLUBLE | [JECFA Number]
331 | [Merck ]
14,9848 | [BRN ]
1762631 | [LogP]
4 at 20℃ | [Uses]
- silicon-based biosensors
- natural fungicide
- chemical intermediate in fragrance and flavours
- cosmetics & personal care: highly effective natural antimicrobial and preservative properties
- undecylenic acids-based diols and polyols
- additive in cutting fluids (fungicide or as triethanolamine salt as rust inhibiting additive)
| [CAS DataBase Reference]
112-38-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Undecylenic Acid(112-38-9) | [EPA Substance Registry System]
112-38-9(EPA Substance) | [Medicinal uses]
Undecylenic acid(112-38-9) is a natural fungicide and is FDA approved in over-the-counter medications for skin disorders or problems. Undecylenic acid(112-38-9) is the active ingredient in medications for skin infections, and relieves itching, burning, and irritation. For example, Undecylenic acid(112-38-9) is used against fungal skin infections such as athlete's foot, ringworm, Candida albicans. Undecylenic acid(112-38-9) is also used in the treatment of psoriasis.
Undecylenic acid(112-38-9) is also proven to have anti-bacterial and anti-viral properties that are effective on viral skin infections such as the herpes simplex virus. | [Major Usage]
Undecylenic acid (112-38-9) is a medium chain saturated fatty acid similar to caprylic acid. The main source is castor bean oil. It has strong antifungal properties and specialist nutritional supplements containing undecylenic acid are often prescribed by nutritionists and naturally orientated doctors for the treatment of Candida related illnesses such as intestinal overgrowth and thrush. Undecylenic acid (112-38-9) was the antifungal of choice in general medical practice before modern drugs were developed and remains popular as the active ingredient in topical antifungal preperations for the treatment of fungal skin infections such as athlete's foot and jock itch. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
1
| [RTECS ]
YQ2975000
| [Autoignition Temperature]
275 °C | [TSCA ]
Yes | [HS Code ]
29161910 | [Toxicity]
LD50 in mice (g/kg): 8.15 orally; 0.960 i.p. (Newell) |
| Hazard Information | Back Directory | [Chemical Properties]
10-Undecenoic acid has a characteristic pungent odor. | [Chemical Properties]
Light-colored liquid; fruity-rosy odor.
Almost insoluble in water; miscible with alcohol,
chloroform, ether, benzene, and fixed and volatile
oils. Combustible. | [Chemical Properties]
Undecylenic 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. | [Occurrence]
Reported found as a metabolite in Rhodotorula glutinis var. lusitanica; naturally occurring in the essential oils
of Juniperus chinensis, Thujopsis dolabrata and skim milk powder | [Definition]
ChEBI: 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. | [Indications]
Undecylenic 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. | [Preparation]
From malonic acid; by pyrolysis of ricinoleic acid or castor oil. | [General Description]
10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane. | [Flammability and Explosibility]
Nonflammable | [Clinical Use]
10-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. | [Synthesis]
Undecylenic 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.
| [Purification Methods]
Purify the acid by repeated fractional crystallisation from its melt or by distillation in a vacuum. [Beilstein 2 IV 1612.] |
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