leerall / methyl anthranilate schiff's base

Leerall, also known by the chemical name methyl 2-[[[4-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-yl]methylene]amino]benzoate, is a synthetic fragrance ingredient exhibiting floral aromatic characteristics. This compound is characterized by a medium-strength floral odor reminiscent of orange blossom, lily, and sweet florals. Occurring as a methyl anthranilate derivative and classified chemically under Schiff bases, leerall contains the molecular formula C₂₁H₂₉NO₃ and a molecular weight of approximately 343.47 g/mol. It is available as a solution typically diluted in dipropylene glycol or related solvents for fragrance use. Leerall is sourced primarily through synthetic organic chemistry processes involving esterifications and Schiff base formations, facilitating its use in controlled perfumery applications. For further reference, see its PubChem entry.

Though not naturally occurring, leerall is a widely used synthetic fragrance compound that imparts a lasting floral note reminiscent of lily of the valley, magnolia, neroli, and tuberose. It functions effectively across various olfactory categories including citrus and greenhouse flower scents. Its substantivity is notable, with up to 400 hours at full concentration, making it valuable in enhancing and fixing floral accords in perfumes. The compound is regulated under the IFRA (Global) standards, which address sensitization potential and dictate maximum usage levels in formulations to ensure consumer safety. Leerall’s fragrance applications encompass fine perfumes, personal care products, and household scent compositions.

Leerall presents as a moderately dense liquid with specific gravity ranging from 1.0627 to 1.0707 at 25 °C and refractive indices between 1.5259 and 1.5354 at 20 °C. It exhibits a high boiling point near 497 to 498 °C at atmospheric pressure, reflecting thermal stability under standard conditions. The flash point is approximately 212 °F, warranting careful handling with regard to ignition sources. The compound has limited water solubility estimated around 0.2014 mg/L at 25 °C but shows good solubility in alcohol and oils, aligning with its use in alcoholic lotions and oil-based fragrance media. A logP of approximately 4.05 indicates significant lipophilicity, which influences its fragrance release and skin absorption characteristics. Proper storage in cool, dry, and light-protected environments is recommended to maintain stability over a typical shelf life exceeding 36 months.

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Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes. R 43 - May cause sensitisation by skin contact. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing.
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:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
IFRA Critical Effect:
Sensitization
IFRA fragrance material specification:
	The IFRA Scientific Committee examined the physicochemical properties of Schiff bases and concluded that, based on the available information, these materials should be considered under contributions from other sources. By default, the stoichiometric presence of the aldehydes of the Schiff bases is taken into account assuming 100% dissociation. An indicative list of Schiff bases incorporating aldehydes covered by an IFRA Standard of restriction is reported at page 2. These Schiff bases must be taken into account for determination of the maximum use level of the respective aldehydes.
contains the following IFRA (Annex) restricted components: (non-analysis max. level reference only)
3,4-leerall	Max. Found: 61.3 % and Reason: Sensitization
leerall	Max. Found: 61.3 % and Reason: Sensitization
Recommendation for leerall / methyl anthranilate schiff's base usage levels up to:
	5.0000 % in the fragrance concentrate.
Recommendation for leerall / methyl anthranilate schiff's base flavor usage levels up to:
	not for flavor use.

Safety references

EPI System: View

AIDS Citations:Search

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EPA Substance Registry Services (TSCA):67634-12-2

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :106740

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:2

methyl 2-[[4-(4-hydroxy-4-methylpentyl)-1-cyclohex-3-enyl]methylideneamino]benzoate

Chemidplus:0067634122