Grundinformationen
- Standard-SMILES
CCCCCCCCCCC(=O)O- InChIKey
ZDPHROOEEOARMN-UHFFFAOYSA-N- Summenformel
- C11H22O2
- Durchschnittliche Molmasse
- 186,29 g/mol
- Monoisotopische Masse
- 186,16197994
Überblick
Undecanoic acid is a white crystalline solid. Insoluble in water. Specific gravity 0.85. Hence floats on water.
Namen und Bezeichner
- Bevorzugter Name
- Undecanoic Acid
- IUPAC
- undecanoic acid
- Englischer Name
- Hendecanoic acid
- Summenformel
- C11H22O2
- Molmasse
- 186.29
Namen und Synonyme
UNDECANOIC ACID112-37-8Hendecanoic acidUndecylic acidn-Undecoic acidn-Undecanoic acidn-Undecylic acidUndecoic acid1-Decanecarboxylic acidDTXSID8021690NSC-7885138ON3IIQG
Weitere Namen anzeigen
FEMA 3245Hendecylic acidUNDECYCLIC ACIDCARBOXYLIC ACID C1111:0acid c-11AKOS 212-94Undecansαure
CHEBI:32368DTXCID001690RefChem:193083203-964-2undecanoateFEMA No. 3245Undecanoate [USAN]MFCD00002730
Datenbank-Bezeichner
- CAS
112-37-8- PubChem CID
- 8180
- DTXSID
DTXSID8021690- ChEMBL
CHEMBL108030- ChEBI
CHEBI:32368- UNII
- 138ON3IIQG
- EC Number
- 203-964-2
- Nikkaji
- J1.993C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,7
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 121
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]
Cosmetics
Cosmetic ingredients (Undecanoic Acid) -> CIR (Cosmetic Ingredient Review)
Antiseborrhoeic; Cleansing; Emulsifying
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Undecanoic acid) -> IFRA transparency List
LogP
4.42
4.42
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
0.891 (USCG, 1999) - Less dense than water; will float
0.9948 (20 °C/20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
0.0522 mg/mL
Insoluble in water; very soluble in alcohol, chloroform, acetone
(in ethanol)
Flash Pointgreater than 230 °F (USCG, 1999)
Boiling Point
442.2 °F at 160 mmHg (USCG, 1999)
284 °C
Physikochemische Eigenschaften
- Schmelzpunkt
- 28 · 28-31 °C(lit.)
- Siedepunkt
- 228 °C160 · 228 °C160 mm Hg(lit.)
- Dichte
- 0.89 g/cm3 · 0.89 g/cm3 (20℃)
- Brechungsindex
- 1.4202 · 1.4202
- FEMA
- 3245 · 3245 | UNDECANOIC ACID
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- room temp
- Löslichkeit
- 0.05 g/l · 0.05g/l insoluble
- Aggregatzustand
- Low Melting Solid
- pka
- 4.79 · 4.79±0.10(Predicted)
- Wichte
- 0.9948 · 0.9948
- Farbe
- White to pale yellow
- Geruch (Odor)
- 100 % · at 100.00 %. waxy creamy cheese fatty coconut
- Geruchsart
- waxy
- Biologische Quelle
- synthetic
- Explosionsgrenze
- 0.6 % · 0.6%(V)
- Wasserlöslichkeit
- insoluble
- JECFA Number
- 108 · 108
- BRN
- 1759287 · 1759287
- Henry's Law Constant
- 7.7 · 7.7×100 mol/(m3Pa) at 25℃, Yaws (2003)
- Kosmetik-Inhaltsstoffe Funktionen
- SURFACTANT - EMULSIFYINGANTI-SEBUMFRAGRANCESURFACTANT - CLEANSINGCLEANSING
- InChI
- 1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)
- InChIKey
- ZDPHROOEEOARMN-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCC(O)=O
- LogP
- 4.5 · 4.50
- CAS Datenbank
- 112 · 112-37-8(CAS DataBase Reference)
- NIST chemische Informationen
- Undecanoic acid(112-37-8)
- EPA chemische Informationen
- Undecanoic acid (112-37-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 1.2% (2 of 167) of reports.
Warning
H315 (98.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 167 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Undecanoic acid
Undecanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Undecanoic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 16-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16828
Undecanoic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire HazardsSpecial Hazards of Combustion Products: Dust explosion is possible. (USCG, 1999)
Health HazardsMay be harmful by inhalation, ingestion or skin absorption. Material is irritating to mucous membrane and upper respiratory tract. Causes eye and skin irritation. (USCG, 1999)
Hazards Summary
A mild skin irritant; Causes convulsions in intravenous lethal-dose studies of mice; [RTECS] Causes severe skin irritation and serious eye injury; Brief contact can causes second- and third-degree skin burns; Vapors, dust, or mist causes severe eye and throat irritation and may cause injury to the eye and lung; [CHRIS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Reactive GroupAcids, Carboxylic
Reactivity Profile
A weak carboxylic acid. Neutralizes bases with the evolution of substantial amounts of heat to produce water plus a salt. Reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Can generate flammable and/or toxic gases and heat by reaction with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Reacts in with aqueous solutions of nitrites and thiosulfates (to give H2S and SO3) and dithionites (to give SO2) and heat. Reaction with solutions of carbonates and bicarbonates generate a harmless gas (carbon dioxide) but still heat. Can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. May initiate polymerization reactions. May serve as a catalyst.
Air and Water ReactionsDust explosion is possible. (USCG, 1999). Insoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (98.8%)
Sicherheit und Schutzausrüstung
Fire FightingFire Extinguishing Agents Not to Be Used: Water may not be effective.
First AidINHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing give artificial respiration. If breathing is difficult give oxygen.
Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Sodium bicarbonate solution (USCG, 1999)
Toxikologische Informationen
Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary
The CIR Expert Panel concluded that the following ingredients are safe in the present practices of use andconcentration described in the safety assessment when formulated to be non-irritating and non-sensitizing, which may be basedon a QRA...Undecanoic Acid...
Safe for use in cosmetics, with qualifications
Sicherheitsdaten
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 29159080
- RTECS-Nr.
- YQ2275000
- risk_code
- 36/37/38
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsExtracellular
Verwendung und Herstellung
Uses
CIR ingredient: Undecanoic Acid
Used as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 50,000 - <250,000 lb
Consumer UsesSoil amendments (fertilizers)
Industry UsesSoil amendments (fertilizers)
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Antiseborrhoeic; Cleansing; Emulsifying
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Undecanoic acid: ACTIVE
Anwendungen
BeschreibungUndecanoic acid is a saturated fatty acid containing eleven carbons (C11:0). It is cytotoxic to certain filamentous fungi and is used to study fungal mechanisms of resistance. Undecanoic acid is also used to acylate larger molecules.
OccurrenceOccurs naturally in butter and in the oil of Artemisisa frigida Willd.; also reported found in the oils of Chamaecyparis pisifera Engl., wild thyme, Thymus marschollianus and coconut. Also reported found in apple, banana, sour cherry, lemon and mandarin peel oil, grapefruit juice, guava, grapes, papaya, many cheeses, milk powder, chicken and beef fat, cooked mutton, cured pork, beer, cognac, rum, whiskies, white wine, tea, coconut milk, beans, licorice, mango, mushrooms, rice, sake, wort, loquat, scallop and maté.
VerwendenIntermediates of Liquid Crystals
Darstellung
synthetischeHendecanoic acid can be produced by reduction of Undecylenic acid, which is generally obtained from Castor oil.
Vor- und nachgelagerte Produkte
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: A straight-chain, eleven-carbon saturated medium-chain fatty acid found in body fluids; the most fungitoxic of the C7:0 - C18:0 fatty acid series.
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