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potato butyraldehyde

Potato butyraldehyde (3-methylsulfanylbutanal) is a volatile sulfur-containing aldehyde used as a flavoring agent with green, vegetative and cooked tomato notes.

General Material Description

Potato butyraldehyde, chemically known as 3-(methylthio)butanal, is an organosulfur compound classified as an aldehyde with the molecular formula C5H10OS. This substance is part of a group of sulfur-containing aldehydes that contribute significantly to flavor profiles in various food products. It appears as a clear liquid and is characterized by distinctive odors described as green, vegetative, cabbage-like, and sulfidic, often accompanied by nuances reminiscent of fried potatoes and cooked tomatoes. Multiple synonyms exist including butanal, 3-(methylthio)- and 3-methylsulfanylbutanal, reflecting its chemical structure and functional groups. Potato butyraldehyde naturally occurs in fried potato and krill extracts, and it can also be synthesized for use as a flavoring agent. More information about this compound can be found in the PubChem database entry (CID 61845).

Occurrence, Applicability & Potential Uses

Potato butyraldehyde occurs naturally in foods such as fried potatoes and krill, suggesting a biological origin linked to thermal degradation of sulfur-containing amino acids. Its distinctive green and sulfurous aroma with notes of tomato and vegetable flavors make it useful in the flavor industry for imparting buchu leaf, cabbage, pickle, fish, tomato, and vegetable character in food formulations. The compound is primarily applied as a food flavoring agent and is recognized by FEMA (US) under number 3374, indicating its flavoring status and regulatory acceptance in the United States. Usage levels in finished consumer products are typically up to 2 ppm, in line with FEMA Expert Panel assessments. Its inclusion in condiments, pickles, and savory flavor blends reflects its contribution to complex aroma profiles.

Physico-Chemical Properties Summary

Potato butyraldehyde is a moderately volatile liquid with a molecular weight of approximately 118.2 g/mol and the molecular formula C5H10OS. It exhibits a boiling point ranging from 190 to 192 °C at atmospheric pressure and 63 to 65 °C at 10 mm Hg above ambient temperature, indicating moderate volatility. The specific gravity varies between 1.138 and 1.413 at 25 °C, and it has a refractive index between 1.433 and 1.438 at 20 °C. Its vapor pressure at 25 °C is around 1.233 mmHg, corroborating its volatility. The flash point is approximately 49 °C (120 °F), signifying flammability under certain conditions. Potato butyraldehyde has a logP estimated at 0.789, reflecting moderate hydrophobicity. It is soluble in alcohols, oils, and propylene glycol, partially soluble in water estimated at 19.94 g/L at 25 °C, but generally considered poorly soluble in pure water. These properties influence its selection and behavior in flavor formulation and handling.

FAQ

What is potato butyraldehyde and what are its key sensory characteristics?
Potato butyraldehyde, also known as 3-(methylthio)butanal, is a sulfur-containing aldehyde compound that contributes to flavor and aroma profiles. It is noted for its green, vegetative, cabbage-like, and slightly fishy odor with a vegetable and tomato-like flavor. Its sensory attributes include cooked tomato and fried potato nuances, making it valuable for recreating savory, vegetable, and pickle flavors in food products.
Where does potato butyraldehyde naturally occur and how is it used industrially?
This compound naturally occurs in fried potatoes and krill, deriving from the thermal degradation of sulfur-containing compounds in these foods. Industrially, potato butyraldehyde is used as a flavoring agent to impart green, vegetable, and cooked tomato notes in condiments, pickles, and vegetable flavors. It is applied at controlled levels, mostly below 2 ppm in finished products, to enhance savory and fried food aromas.
What regulatory standards govern the use of potato butyraldehyde and how is safety assessed?
Potato butyraldehyde is recognized by the FEMA Expert Panel (US) and assigned FEMA number 3374, indicating its acceptance as a generally recognized as safe (GRAS) flavoring substance when used within prescribed levels. Safety evaluations, including subacute and chronic toxicity studies, are documented by bodies such as the European Food Safety Authority (EFSA). Usage levels are limited, and safety data require avoidance of use in fragrances. Manufacturer safety data sheets classify it as an irritant and flammable substance, advising precautions during handling.

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

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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):HMDB41491
FooDB:FDB021461
Export Tariff Code:2930.90.9999
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
FAO:3-(Methylthio)butanal

General Material Information

Preferred name potato butyraldehyde
Trivial Name 3-methylsulfanylbutanal
Short Description 3-(methylthio)butanal
Formula C5 H10 O S
CAS Number 16630-52-7
CAS Number 16630-52-7 (R)
CAS Number 16630-52-7 (S)
FEMA Number 3374
Flavis Number 12.056
ECHA Number 240-678-7
FDA UNII 1B27G5W046
Nikkaji Number J318.266E
MDL MFCD00036622
COE Number 11687
xLogP3-AA 0.70 (est)
NMR Predictor External link
JECFA Food Flavoring 467 3-(methylthio)butanal
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 16630-52-7 ; 3-(METHYLTHIO)BUTANAL
Synonyms
  • butanal, 3-(methylthio)-
  • butyraldehyde, 3-(methylthio)-
  • 3-methyl thio butanal
  • 3-( methyl thio) butanal
  • 3-( methyl thio) butyraldehyde
  • beta-( methyl thio) butyraldehyde
  • 3-methyl thiobutanal
  • 3-methyl thiobutyraldehyde
  • 3-( methylmercapto)butyraldehyde
  • 3-( methylsulfanyl)butanal
  • 3-methylsulfanylbutanal
  • 3-methylthio butylaldehyde
  • 3-( methylthio) butanal
  • 3-( methylthio)butanal
  • 3-( methylthio)butyraldehyde
  • b-( methylthio)butyraldehyde
  • 3-methylthiobutanal
  • 3-methylthiobutanal natural

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 118.19889831543
Specific gravity @ 25 °C
Pounds per Gallon 9.469 to 11.758
Refractive Index 1.433 to 1.438 @ 20 °C
Boiling Point 63 to 65°C @ 10 mm Hg
Boiling Point 190 to 192°C @ 760 mm Hg
Vapor Pressure 1.233 mmHg @ 25 °C
Vapor Density 4
Flash Point TCC Value 48.89 °C TCC
logP (o/w) 0.789 est
Solubility
alcohol Yes
water, 1.994e+004 mg/L @ 25 °C (est) Yes
oils Yes
propylene glycol Yes
water No

Organoleptic Properties

Odor Type: Green
green, musk, buchu, potato chip, sulfurous, vegetable, cabbage, fishy
General comment At 0.10 % in dipropylene glycol. green musk buchu potato chip
Mosciano, Gerard P&F 18, No. 3, 53, (1993) Sulfureous, vegetative, cabbage-like and green with a fishy nuance
Flavor Type: Vegetable
vegetable, tomato, fishy, sulfurous
Mosciano, Gerard P&F 18, No. 3, 53, (1993) At 0.20 ppm. Vegetative, tomato, fishy and sulfureous
Used in condiments, pickles, vegetable flavors. Green
Sulphurous, vegetative, cabbage-like and green with a fishy nuance; and taste: vegetative, tomato, fishy and sulphurous" at 0.2 ppm. Closely related to 3-methylthiopropanal (Methional: FEMA# 2747), an important contributor to tomato flavor. The description given by us corresponds to that of Fischetti (1980). Used in Tomato, Vegetable, Pickle and Condiment flavors. Normal use levels in finished consumer product: up to 2 ppm. Cooked tomato & fried, 'Soy sauce' -like

Occurrences

Potential Uses

Applications
Flavoring purposes Buchu leaf , Cabbage , Fish , Green , Pickle , Potato chip , Tomato , Vegetable

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
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 37/39 - Wear suitable gloves and eye/face protection.
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:
flavoring agents
Recommendation for potato butyraldehyde usage levels up to:
not for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.085 (μg/capita/day)
Structure Class: I
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: 6
Click here to view publication 6
average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -2.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: -2.00000
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 8 (FGE.08)[1]: Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical group 20
View page or View pdf

Flavouring Group Evaluation 8, Revision 1 (FGE.08Rev1): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 8, Revision 3 (FGE.08Rev3): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 08, Revision 4 (FGE.08Rev4): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on the safety and efficacy of aliphatic and aromatic mono- and di-thiols and mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups (chemical group 20) when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):16630-52-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61845
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1989
WGK Germany:3
3-methylsulfanylbutanal
Chemidplus:0016630527
(3R)-3-methylsulfanylbutanal
(3S)-3-methylsulfanylbutanal