10-Undecylenic Acid
Synonyms
10-Hendecenoic acid;
Undecylenic acid;
Undec-10-enoic acid;
Category
Anionic Surfactant
> Carboxylate
>> Chain Carboxylate
>>> Alkenyl Carboxylate
>>>> Linear Alkenyl Carboxylate
Chemical Numbering System
CAS: 112-38-9
EINECS: 203-965-8
Molecular Formula & Molecular Weight
Molecular Formula: C11H20O2
Molecular Weight: 184.28
Structure
Properties
Appearance (1), colorless to pale yellow oily liquid. At low temperatures, crystal.
Odor special odor.
Solubility insoluble in water. soluble in ethyl ether.
Stability stable. Easily oxidized.
Risk Liquid form: flammable material; irritation, irritation to skin, eye, respiratory system. Harmful products of combustion are CO, CO2 and so on. Contact with strong oxidants, can cause to burn.
GHS label: 
Animal Toxicity
Table 1 Animal toxicity values
|
rat oral LD50 |
2500mg/kg[1] |
|
mouse oral LD50 |
8150mg/kg[1] |
|
mouse intraperitoneal LD50 |
960mg/kg[1] |
|
guinea pig skin LD50 |
50mg/kg[1] |
Ecology may be hazardous to environment. Water body should be given special attention.
Biodegradability biodegradable.
Characteristics excellent antimicrobial, antibacterial, preservative, lubricating, anticorrosive, antirust, dispersing, emulsifying, cleansing, solubilizing abilities. Nonresistant to hard water.
Synthesis
(1), Castor oil reacts with methanol by transesterification, obtain castor oil methyl ester;
(2), Through pyrolysis, castor oil methyl ester is converted to methyl undecylenate;
(3), Through saponification and acidification, methyl undecylenate is converted to undecylenic acid.
Quality Standards & Test Methods
1, Physical and chemical indexes
|
Item |
Physical and chemical indexes |
|
Liquid |
|
|
Actives, %, ≥ |
96.0 |
Test Methods
(1), Actives
GB/T 13173 Surface active agents -- Detergents -- Testing methods
GB/T 5173 Surface active agents and detergents -- Determination of anionic-active matter by direct two-phase titration procedure
ISO 2271 Surface active agents -- Detergents -- Determination of anionic-active matter by manual or mechanical direct two-phase titration procedure
2, Hazardous substances indexes
|
Item |
Hazardous substances indexes |
|
Liquid |
|
|
Heavy metals (as Pb), mg/kg, ≤ |
20 |
|
As, mg/kg, ≤ |
3 |
Test Methods
(1), Heavy metals (as Pb)
Safety and Technical Standards for Cosmetics (2015 Edition)
GB/T 30799 The test method of food detergents -- Determination of heavy metals
(2), As
Safety and Technical Standards for Cosmetics (2015 Edition)
GB/T 30797 The test method of food detergents -- Determination of total arsenic
3, Product standards
(1), Chinese standards
(1a), QB/T 4418 10-Undecenoic acid
(1b), Chinese Pharmacopoeia (2015 Edition) Undecylenic acid
4, Further explanation
(a), On physical and chemical indexes: firstly, shall be indicated carbon atom distribution; secondly, shall be indicated average molecular weight.
(b), Used in cosmetics, should be test for harmful substances; or furtherly test for microorganisms.
Major Uses
1, Typical applications
Use as antimicrobial agent, preservative.
Use as lubricant.
Use as cleansing agent.
Use as emulsifying agent, dispersing agent.
2, Personal care products
Preservative, cleansing agent, emulsifying agent in personal care products.
* * * * * *
Further information:
(1), In accordance with EU regulations (EC) No 1223/2009, directive 2007/17/EC, undecylenic acid is included in Annex V/18.
Maximum concentration is 0.2% (as acid).
(2), In China, in accordance with Safety and Technical Standards for Cosmetics (2015 edition), maximum concentration is 0.2% (as acid).
3, Organic synthesis
Widely used in synthesis of nylon (for example, nylon 11), perfume, etc.
Widely used in preparation of undecylenic acid esters. Undecylenic acid esters can be used in fragrances, personal care products, etc.
Widely used in preparation of undecylenic acid salts. Undecylenic acid salts can be used in personal care products, medicine, etc.
4, Pets
Use as preservative, cleansing agent, emulsifying agent.
5, Food
Use as food additive (perfume, FEMA No. 3247).
6, Medicine
Use as antimicrobial agent, preservative. Can be used for treatment of skin diseases, for example, skin tinea. (This section is for reference only and should be executed according to local pharmacopoeia.)
Manufacturers
References
[1]: ChemIDplus. 112-38-9, 10-Undecenoic acid
Update: 20131102(1); 20180330(2);