2-Acetylfuran

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November 23, 2020
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Happy Thanksgiving! If you are like many of us, sweet potatoes (aka yams) are one of the highlights of your Turkey Day meal. The aroma of a casserole baking in the oven adds to that comfort-food feeling.

A chemist would naturally ask, 鈥淲hy do roasting or baking sweet potatoes smell so good?鈥� Ola Lasekan* and Li Shing Teoh at University Putra Malaysia (Serdang), identified in roasting white yam (Dioscorea rotundata)1. Among them, the two that had the highest odor activity factors were 2-acetylfuran (2AF, aka 2-furyl methyl ketone) and 2-acetylpyrrole (2AP, aka 2-pyrrolyl methyl ketone).

According to the authors, 2AF 鈥渆licited an almond-like note鈥� whereas 2AP had 鈥渁 popcorn-like note鈥�. The aromas emitted by the other components, mostly furans, pyrroles, and pyrazines, were given labels such as 鈥渢oasty鈥�, 鈥渃aramel鈥�, 鈥渃hamomile flower鈥搇ike鈥�, and 鈥渟moky鈥�.

The focus of this study was to identify the aroma compounds that contribute to the potatoes鈥� antioxidant properties. Using an established test based on substances鈥� ability to inhibit the oxidation of hexanal, the authors found that the pyrrole-containing aroma components were substantially superior antioxidants to the furans and especially the pyrazines.

A glance at the hazard information tables shown here might give you pause. 2AF in particular looks as if it might kill you as you鈥檙e enjoying the holiday. But rest assured that these, like many other odorous substances, are detectable in air at very low concentrations.

So, this Thanksgiving Day, while you鈥檙e watching the virtual Macy鈥檚 parade and NFL football games, take satisfaction that some of the food aromas you鈥檙e inhaling add to your antioxidant supply.

1. Full disclosure: Dioscorea spp. are 鈥渢rue yams鈥�, as opposed to the orange-colored sweet potatoes (Convolvulaceae spp.) that some Americans call yams. The baking and roasting aromas of both yam genera contain 2AF and 2AP.

2-Acetylfuran hazard information

Hazard class*Hazard statement
Flammable liquids, category 4

H227鈥擟ombustible liquid

Acute toxicity, oral, category 2H300鈥擣atal if swallowedChemical Safety Warning
Acute toxicity, dermal , category 3H311鈥擳oxic in contact with skinChemical Safety Warning
Serious eye damage/eye irritation, category 1H318鈥擟auses serious eye damageChemical Safety Warning
Acute toxicity, inhalation, category 2聽H330鈥擣atal if inhaledChemical Safety Warning

*Globally Harmonized System of Classification and Labeling of Chemicals.聽聽

2-Acetylpyrrole hazard information

Hazard class*Hazard statement
Acute toxicity, oral, category 4H302鈥擧armful if swallowedChemical Safety Warning
Skin corrosion/irritation, category 2H315鈥擟auses skin irritationChemical Safety Warning
Specific target organ toxicity, single exposure, respiratory tract irritation, category 3H335鈥擬ay cause respiratory irritationChemical Safety Warning

*Globally Harmonized System of Classification and Labeling of Chemicals.聽聽

2-Acetylfuran fast facts

CAS Reg. No.1192-62-7

nomenclature
Ethanone, 1-(2-furanyl)-
Empirical formulaC6H6O2
Molar mass110.11 g/mol
AppearanceYellow to brown liquid or solid
Melting range26鈥�33 潞C
Boiling point175 潞C
Water solubility聽Very slight

2-Acetylpyrrole fast facts

CAS Reg. No.1072-83-9

nomenclature
Ethanone, 1-(1H-pyrrol-2-yl)-
Empirical formulaC6H7NO
Molar mass109.13 g/mol
AppearanceWhite to beige crystals or powder
Melting point90.0鈥�90.5 潞C
Water solubility聽274 g/L
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