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laevo-menthyl lactate

General Material Information

Preferred name	laevo-menthyl lactate
Trivial Name	l-Menthyl D-lactate
Short Description	L-menthyl lactate
Formula	C13 H24 O3
CAS Number	59259-38-0
FEMA Number	3748
Flavis Number	9.551
ECHA Number	261-678-3
FDA UNII	XFS8QYW6WY
Nikkaji Number	J1.533.921G
MDL	MFCD00209517
xLogP3-AA	3.30 (est)
NMR Predictor	External link
JECFA Food Flavoring	433 L-menthyl lactate
FDA Patent	No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm	59259-38-0 ; L-MENTHYL LACTATE
Synonyms	arctic ML arctic ML crystal coolada-ML coolada-ML synthetic (Advanced Biotech) frescolat ML (Symrise) frescolat ML cryst. (Symrise) frescolat ML crystals (Symrise) frescolat ML nat. (Symrise) frescolat ML natural (Symrise) frescolat plus (Symrise) 2-hydroxypropanoic acid 5-methyl-2-(1-methyl ethyl) cyclohexyl ester menthan-3-yl lactate, (-)-p- (-)- menthyl lactate L- menthyl lactate laevo- menthyl lactate (natural) L- menthyl lactate crystals menthyl lactate natural menthyl lactate, L- 5-methyl-2-(1-methyl ethyl) cyclohexyl alpha-hydroxypropanoate (1R-(1alpha(R), 2beta,5alpha))-5-methyl-2-(1-methyl ethyl) cyclohexyl lactate L-5-methyl-2-(laevo-methyl ethyl) cyclohexyl lactate laevo-5-methyl-2-(laevo-methyl ethyl) cyclohexyl lactate (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl 2-hydroxypropanoate [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxypropanoate propanoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester (1R,2S,5R)-2-iso propyl-5-methylcyclohexyl 2-hydroxypropanoate symcool (Symrise) symcool natural (Symrise) [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxypropanoate Propanoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (2R)- Propanoic acid, 2-hydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-[1α(R),2β,5α]]- l-Menthyl D-lactate Menthyl lactate Fema Gras 3748 Covafresh II Frescolate ML Fescolat MI Nat Frescolat ML 620105

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

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NCBI	Start search

Literature & References

Leffingwell:	Chirality or Article
	[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxypropanoate
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	59259-38-0
Pubchem (cid):	62151
Pubchem (sid):	135020134

Publications by US Patents
8,093,290 - Coolant solutions and compositions comprising the same

Other Information

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):	View
HMDB (The Human Metabolome Database):	HMDB37212
Export Tariff Code:	2918.11.0000
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Suppliers

Advanced Biotech	Anhui Haibei
Apple Flavor & Fragrance	Aurochemicals
BOC Sciences	Charkit Chemical
Citrus and Allied Essences	ECSA Chemicals
Ernesto Ventós	Indukern F&F
Inoue Perfumery	Kun Shan P&A
M&U International	Moellhausen
Natural Advantage	Nectar Lifesciences
O'Laughlin Industries	OQEMA
Pearlchem Corporation	Penta International
Riverside Aromatics	Shanghai Vigen Fine Chemical
Sigma-Aldrich	Symrise
Synerzine	Tianjin Danjun International
Vigon International	WholeChem
Advanced Biotech. Inc.	Charkit Chemical Corporation
Indukern, S.A. F&F Ingredients Division	M&U International LLC
Moellhausen S.P.A.	O'Laughlin Industries Inc.
Penta International Corporation	Riverside Aromatics Ltd.
Symrise AG	Synerzine, Inc.
Tianjin Danjun International Trade Co., LTD.	Ernesto Ventós S.A.
WholeChem, LLC

PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	228.33187866211
Melting Point	42 to 47°C @ 760 mm Hg
Boiling Point	302 to 303°C @ 760 mm Hg
Acid Value	2 max KOH/g
Vapor Pressure	8.5E-5 mmHg @ 25 °C
Flash Point TCC Value	110 °C TCC
logP (o/w)	3.358 est
Solubility
alcohol	Yes
oils	Yes
water, very slightly	Yes
water, 141.4 mg/L @ 25 °C (est)	Yes
water	No

Organoleptic Properties

Odor Type: Minty
cooling
Odor strength	low
General comment	At 100.00 %. mild cooling
Mosciano, Gerard P&F 23, No. 2, 43, (1998)	Little or no apparent odor
Flavor Type: Cooling
cooling, mentholic
Mosciano, Gerard P&F 23, No. 2, 43, (1998)	At 25.00 ppm. Latent but lingering cooling menthol
Useful in: mint, fruity yellow.	Cooling, Menthol, Fresh, Minty

Occurrences

Potential Uses

Applications	flavor and fragrance agents active cooling ingredient
Odor purposes	Fruit, Mint
Cosmetic purposes	Fragrance, Refreshing agents

Safety Information

Safety information

Preferred SDS: View

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:
oral-rat LD50 7257 mg/kg Non-irritating, menthol free.
Dermal Toxicity:
skin-rabbit LD50 > 10000 mg/kg Non-irritating, menthol free.
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents, active cooling ingredient
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for laevo-menthyl lactate usage levels up to:
	8.0000 % in the fragrance concentrate.

Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 14. Update in publication number(s): 18
Click here to view publication 14
		average usual ppm	average maximum ppm
baked goods:		60.00000	250.00000
beverages(nonalcoholic):		30.00000	120.00000
beverages(alcoholic):		100.00000	400.00000
breakfast cereal:		15.00000	60.00000
cheese:		15.00000	60.00000
chewing gum:		1000.00000	2000.00000
condiments / relishes:		100.00000	400.00000
confectionery froastings:		500.00000	2000.00000
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		30.00000	120.00000
fruit ices:		100.00000	400.00000
gelatins / puddings:		200.00000	800.00000
granulated sugar:		-	-
gravies:		25.00000	100.00000
hard candy:		1000.00000	2000.00000
imitation dairy:		15.00000	60.00000
instant coffee / tea:		100.00000	400.00000
jams / jellies:		-	-
meat products:		-	-
milk products:		200.00000	800.00000
nut products:		-	-
other grains:		-	-
poultry:		-	-
processed fruits:		100.00000	400.00000
processed vegetables:		-	-
reconstituted vegetables:		-	-
seasonings / flavors:		-	-
snack foods:		25.00000	100.00000
soft candy:		500.00000	2000.00000
soups:		25.00000	100.00000
sugar substitutes:		-	-
sweet sauces:		-	-

Safety references

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):59259-38-0

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :62151

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:1

[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxypropanoate

Chemidplus:0059259380