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W324507

Sigma-Aldrich

Undecanoic acid

≥99%, FG

Synonym(s):

Hendecanoic acid

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About This Item

Linear Formula:
CH3(CH2)9COOH
CAS Number:
Molecular Weight:
186.29
FEMA Number:
3245
Beilstein:
1759287
EC Number:
Council of Europe no.:
696
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.042
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA

Assay

≥99%

bp

228 °C/160 mmHg (lit.)
248-250 °C (lit.)

mp

28-31 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

creamy; waxy

SMILES string

CCCCCCCCCCC(O)=O

InChI

1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)

InChI key

ZDPHROOEEOARMN-UHFFFAOYSA-N

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General description

Undecanoic acid is a volatile free fatty acid that is reported to occur as a flavor compound in milk fat, cheese and meat lipids.

Application


  • Undecanoic Acid and L-Phenylalanine in Vermiculite: Detection, Characterization, and UV Degradation Studies for Biosignature Identification on Mars.: This research focuses on the detection and characterization of undecanoic acid and L-phenylalanine in vermiculite, with potential applications for biosignature identification on Mars. The study also examines UV degradation, which is crucial for astrobiological research (McIntosh et al., 2024).

  • Drugs Form Ternary Complexes with Human Liver Fatty Acid Binding Protein 1 (FABP1) and FABP1 Binding Alters Drug Metabolism.: This paper explores how drugs interact with human liver fatty acid binding protein 1 (FABP1), including the involvement of undecanoic acid, to form ternary complexes that influence drug metabolism. These findings have significant implications for pharmacology and drug development (Yabut et al., 2024).

  • Enhancing antifungal and biocompatible efficacy of undecanoic acid through incorporation with chitosan-based nanoemulsion.: This study demonstrates the enhanced antifungal and biocompatible properties of undecanoic acid when incorporated into a chitosan-based nanoemulsion, highlighting potential biomedical applications for this compound (Sathiyaseelan et al., 2024).

  • In Vitro Evaluation of Essential Oils and Saturated Fatty Acids for Repellency against the Old-World Sand Fly, Phlebotomus papatasi (Scopoli) (Diptera: Psychodidae).: This research evaluates the repellency of essential oils and saturated fatty acids, including undecanoic acid, against the Old-World sand fly. The findings provide insights into developing natural repellents for vector control (Temeyer et al., 2024).

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

>233.6 °F

Flash Point(C)

> 112 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Volatile medium chain fatty acids and mutton flavor.
Wong E, et al.
Journal of Agricultural and Food Chemistry, 23(3), 495-498 (1975)
Formation of volatile free fatty acids during ripening of Cheddar-like hard goat cheese.
Attaie R & Richter RL.
Journal of Dairy Science, 79(5), 717-724 (1996)
Volatile flavor compounds in spray-dried skim milk powder.
Shiratsuchi H, et al.
Journal of Agricultural and Food Chemistry, 42(4), 984-988 (1994)
Volatile Branched?chain Fatty Acids and Phenolic Compounds in Aged Italian Cheese Flavors.
Ha JK & Lindsay RC.
Journal of Food Science, 56(5), 1241-1247 (1991)
Raluca Voicu et al.
Langmuir : the ACS journal of surfaces and colloids, 20(26), 11713-11720 (2004-12-15)
This paper describes a simple strategy for DNA immobilization on chemically modified and patterned silicon surfaces. The photochemical modification of hydrogen-terminated Si(111) with undecylenic acid leads to the formation of an organic monolayer covalently attached to the surface through Si-C

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