Basic information
- CAS
112-38-9- Standard SMILES
C=CCCCCCCCCC(=O)O- InChIKey
FRPZMMHWLSIFAZ-UHFFFAOYSA-N- Molecular formula
- C11H20O2
- Average molar mass
- 184.27 g/mol
- Monoisotopic mass
- 184.14632988
Names & identifiers
- Preferred name
- Undecylenic Acid
- IUPAC
- undec-10-enoic acid
- English name
- Undecenoic acid
- Molecular formula
- C11H20O2
- Molecular weight
- 184.28
Names & synonyms
Show more names
Database identifiers
- CAS
112-38-9、1333-28-4、96451-28-4- PubChem CID
- 5634
- DTXSID
DTXSID8035001- ChEMBL
CHEMBL1276010- ChEBI
CHEBI:35045- UNII
- K3D86KJ24N
- EC Number
- 203-965-8、215-583-9、619-214-6
- Nikkaji
- J5.125J
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 9
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 141
Physicochemical properties
- Melting point
- 23 · 23-25 °C (lit.)
- Boiling point
- 137 °C/2 · 137 °C/2 mmHg (lit.)
- Density
- 0.912 g/mL · 0.912 g/mL at 25 °C (lit.)
- vapor pressure
- 0.019 Pa · 0.019Pa at 20℃
- FEMA
- 3247 · 3247 | 10-UNDECENOIC ACID
- refractive index
- 20 · n20/D 1.449(lit.)
- FLAVIS Number
- 8.039 · 08.039 | Undec-10-enoic acid
- Flash point
- 300 °F · 300 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- water: insoluble
- pka
- 4.78 · 4.78±0.10(Predicted)
- form
- Crystalline Low Melting Solid or Liquid
- Colour Index
- 42650 · 42650
- Specific Gravity
- 0.911 · 0.911 (25/25℃)
- color
- Pale yellow
- Odor
- sweet woody
- Odor Type
- woody
- biological source
- synthetic
- Water Solubility
- INSOLUBLE
- Merck
- 14 · 14,9848
- JECFA Number
- 331 · 331
- BRN
- 1762631 · 1762631
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PRESERVATIVESURFACTANT - EMULSIFYINGSURFACTANT - CLEANSINGFRAGRANCEANTIMICROBIAL
- InChI
- 1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13)
- InChIKey
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N
- SMILES
- OC(=O)CCCCCCCCC=C
- LogP
- 4 at · 4 at 20℃
- CAS DataBase Reference
- 112 · 112-38-9(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 10 · 10-UNDECENOIC ACID
- FDA 21 CFR
- 310.545 · 310.545
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 D86KJ24N · K3D86KJ24N
- ATC code
- 1 AE04,D01AE54 · D01AE04,D01AE54
- NIST Chemistry Reference
- Undecylenic Acid(112-38-9)
- EPA Substance Registry System
- 10 · 10-Undecenoic acid (112-38-9)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H412
- Precautionary statements
- 264 · P264-P273-P280-P302+P352-P305+P351+P338-P332+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-52/53-36/38
- Safety Statements
- 26 · 26-61-37/39-36
- RIDADR
- 3261 · UN 3261 8/PG 2
- WGK Germany
- 1 · 1
- RTECS
- 2975000 · YQ2975000
- Autoignition Temperature
- 275 °C · 275 °C
- TSCA
- TSCA listed
- HS Code
- 29161910 · 29161910
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 3 Eye · Aquatic Chronic 3Eye Irrit. 2Skin Irrit. 2
- Toxicity
- 50 in · LD50 in mice (g/kg): 8.15 orally; 0.960 i.p. (Newell)
- REACH Registrations
- Active
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- YQ2975000
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29161910
- Toxicity
- LD50 in mice (g/kg): 8.15 orally; 0.960 i.p. (Newell)
- risk_code
- 36/37/38-52/53-36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-61-37/39-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H412
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Chronic 3Eye Irrit. 2Skin Irrit. 2
- Autoignition Temperature
- 275 °C
- Precautionary statements
- P264-P273-P280-P302+P352-P305+P351+P338-P332+P313
Chemistry & industry
Applications
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%
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
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.
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.
Usessilicon-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)
Usesused as antifoaming and surface active agent. As its sulfo – succinate derivative it is used in anti-dandruff shampoos
General Description10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane.
Preparation methods
PreparationFrom malonic acid; by pyrolysis of ricinoleic acid or castor oil.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
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.
Related reactions
Compound notes
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