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(R)-4-methyl nonanoic acid

(R)-4-Methyl nonanoic acid is a chiral organic acid with a molecular formula of C10H20O2 characterized by a weak sweaty odor and limited uses outside chemical research.

General Material Description

(R)-4-Methyl nonanoic acid is a chiral carboxylic acid characterized by the presence of a methyl substituent at the fourth carbon position with R-configuration. Its molecular formula is C10H20O2, and it typically appears as a colorless liquid. Organoleptically, it exhibits a weak sweaty odor when diluted in propylene glycol at 1.00%, distinguishing it among fatty acid derivatives. Also referred to as (4R)-4-methyl pelargonic acid and several closely related synonyms, it is structurally related to nonanoic acid with a specific stereochemical configuration. This compound is not commonly used in fragrances or flavors and is primarily of interest in chemical research contexts. More information and chemical data can be found under its [PubChem](https://pubchem.ncbi.nlm.nih.gov/compound/6997340) entry. This acid is generally synthesized or isolated in the context of specialized chemical studies rather than from natural sources.

Occurrence, Applicability & Potential Uses

(R)-4-Methyl nonanoic acid does not have a notable natural biological occurrence documented in major metabolic databases. Its applications are primarily informational; it is not employed in commercial fragrance or flavour formulations. This restricted use is reflected in safety recommendations and lack of broad regulatory acceptance for such applications. The compound is primarily utilized in chemical research or as a reference material. Regulatory frameworks such as REACH (EU) govern its handling, though specific restrictions or authorizations for use in consumer products are not established given its limited practical applications. Given its physicochemical profile, it could be considered in chemical synthesis or analytical studies rather than in industrial production or consumer goods.

Physico-Chemical Properties Summary

(R)-4-Methyl nonanoic acid has a molecular weight of approximately 172.27 g/mol and a molecular formula of C10H20O2. It demonstrates moderate hydrophobicity, with an estimated logP value near 3.6 to 3.78, indicating higher solubility in organic phases compared to water. The compound's solubility in water is low, around 64 mg/L at 25 °C, showing limited aqueous dissolution. Its flash point is measured at approximately 288 °F, equivalent to 142 °C, indicating moderate resistance to ignition under standard testing conditions. These properties influence its handling, storage, and potential compatibility with solvents or other chemicals in synthesis or formulation contexts. The stereochemistry at the 4th carbon provides specific optical activity, which may affect its reactivity and interaction in chiral environments.

FAQ

What is (R)-4-methyl nonanoic acid and what are its main characteristics?
(R)-4-Methyl nonanoic acid is a stereoisomeric carboxylic acid with the chemical formula C10H20O2. It features a methyl group attached at the fourth carbon in the R-configuration. It presents as a colorless liquid with a weak sweaty odor when diluted. The compound is structurally related to nonanoic acid but distinguished by its stereochemistry and methyl substitution. It is primarily of interest in chemical research, not widely used in commercial flavor or fragrance formulations.
Where does (R)-4-methyl nonanoic acid occur and what are its typical applications?
(R)-4-Methyl nonanoic acid is not significantly documented as naturally occurring in biological systems or common natural products. Its use is limited to informational purposes and research rather than consumer product applications. It is not used in fragrances or flavors, reflecting regulatory and safety considerations. The compound finds relevance mainly within chemical studies including synthesis, chiral resolution research, or as a reference standard under frameworks such as REACH (EU).
What regulatory or safety information is available for (R)-4-methyl nonanoic acid?
(R)-4-Methyl nonanoic acid is not associated with specific GHS hazard classifications according to OSHA (29 CFR 1910). Safety data indicate no established hazard or precautionary statements due to limited exposure information. Usage recommendations advise against its inclusion in fragrance and flavor products. Available references include databases such as the EPA's EPI system, PubChem, and toxicology literature. Handling guidance follows chemical standard practices, with no particular restrictions noted beyond standard regulations like REACH (EU).

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

General Material Information

Trivial Name (R)-4-methyl nonanoic acid
Short Description nonanoic acid, 4-methyl-, (4R)-
Formula C10 H20 O2
CAS Number 124918-65-6
FDA UNII Search
Nikkaji Number J53.329G
xLogP3-AA 3.60 (est)
NMR Predictor External link
Synonyms
  • (4R)-4-methyl nonanoic acid
  • (4R)-4-methyl pelargonic acid
  • (R)-4-methyl pelargonic acid
  • (4R)-4-methylnonanoic acid
  • (R)-4-methylnonanoic acid
  • (R)-4-methylpelargonic acid
  • nonanoic acid, 4-methyl-, (4R)-

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 172.26780700684
Flash Point TCC Value 142.3 °C TCC
logP (o/w) 3.78 est
Solubility
water, 64.05 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Sweaty
sweaty
General comment At 1.00 % in propylene glycol. weak sweaty

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
information only not used for fragrances or flavors
Recommendation for (R)-4-methyl nonanoic acid usage levels up to:
not for fragrance use.
Recommendation for (R)-4-methyl nonanoic acid flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6997340
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(4R)-4-methylnonanoic acid