Furfural

SintetičkaSLATKIŠI I GURMANSKI MIRISIgurmanski · hleb · orašast
Gornje notePiramida
—Jačina
—Trajnost
3Poreklo
Uzorak
Furfural kao sirovina za parfeme
Gornje note
Definicija

Furfural is an organic compound, a colorless liquid with an aldehyde group attached to the 2-position of furan. Its odor is almond-like; other descriptions give bread and sweet.

SLADAK GURMANSKI TOPAO
Furan-2-carbaldehyde, furfuraldehyde, 2-furaldehyde, furan-2-carboxaldehyde, fural, pyromucic aldehyde
Type
Sirovina
Olfactive family
Gurmanski
Source
Dried biomass (agricultural byproducts)
Chemical class
aldehyde (furan-2-carbaldehyde)
Instrumenti
Piramida
GGornje note
SSrednje note
BBazne note
Zemlje proizvođači
Kina Dominikanska Republika Južnoafrička Republika

Miris

Furfural has an almond-like odor. Its odor is also perceived as bread, almond and sweet. Another description calls it pungent, sweet, bread-like and caramellic, with a cinnamon-almond-like flavour and an odour resembling benzaldehyde. The liquid has a penetrating odor.

Detaljno

What furfural is

Furfural is an organic compound with the formula C₅H₄O₂. It is a colorless liquid, although commercial samples are often brown. It has an aldehyde group attached to the 2-position of furan.

Origin and occurrence

Furfural is a product of the dehydration of sugars, as occurs in agricultural byproducts including corncobs, oat, wheat bran, and sawdust. Furfural is derived only from dried biomass. Furfural is found naturally in a variety of foods and beverages, in particular fruits and vegetables. It can also form during the processing or cooking of several foods, particularly roasted nuts, coffee and wine. Furfural has been found in natural extracts, but only at trace levels.

Chemistry

Furfural dissolves readily in most polar organic solvents, but it is only slightly soluble in either water or alkanes. It shows less aromatic character than benzene, as its ready hydrogenation to tetrahydrofurfuryl alcohol shows. When heated in the presence of acids, furfural irreversibly polymerizes, acting as a thermosetting polymer. It turns yellow to brown on exposure to air and light and resinifies.

Uses and safety

Furfural is mainly used as an industrial processing agent. It is a bio-based platform chemical that can be used to replace oil-based chemicals. It is primarily used for producing herbicides, stabilizers, pharmaceuticals, and numerous resins. The Government of Canada concluded that furfural is not harmful to the health of the general population at current levels of exposure.

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Zanimljivosti

The name furfural comes from the Latin word furfur, meaning bran, referring to its usual source. Along with ethanol, acetic acid and sugar, furfural is one of the oldest known organic chemicals available readily purified from natural precursors.

Dobijanje i hemija

Način dobijanja

Furfural may be obtained by dehydrating five-carbon sugars (pentoses), particularly xylose, with an acid catalyst. These sugars may be obtained from pentosans derived from hemicellulose present in lignocellulosic biomass. Between 3% and 10% of the mass of crop residue feedstocks can be recovered as furfural, depending on the type of feedstock. Furfural and water evaporate together from the reaction mixture and separate upon condensation. In the typical industrial process, a pentosane-rich biomass such as corn cobs or sugarcane bagasse is hydrolyzed to pentose in a series of reactors and then dehydrated to furfural, with sulfuric acid as the catalyst. The molar yield of furfural is about 50% in today's process. In the laboratory, furfural can be synthesized from plant material by heating with sulfuric acid. The global production capacity is about 800,000 tons as of 2012.

Formula
C₅H₄O₂
CAS
98-01-1
Izgled
Colorless to pale yellow oily liquid
Sinonimi
Furan-2-carbaldehyde, furfuraldehyde, 2-furaldehyde, furan-2-carboxaldehyde, fural, pyromucic aldehyde
Status prema standardima IFRA
Ograničeno

Restricted — IFRA Standard « Furfural » (Amendment 49). Maximum in the finished product: 0.0010 % for Categories 1 to 11B and 0.050 % for Category 12.

Fizička svojstva
Tačka ključanja
161-162 °C @ 760 mm Hg
Tačka topljenja
-37 °C
Tačka paljenja
60 °C (140 °F), closed cup
Relativna gustina
1.16
Indeks prelamanja
1.5261 @ 20 °C

U parfemima

Furfural has FEMA number 2489 and JECFA number 450, and a FEMA GRAS assessment from 1997 covers furfural as a flavor ingredient. Its flavor profile is almond, baked potatoes, bread, burnt and spice. In IFRA product Categories 1 and 6, where small amounts of a fragrance ingredient may be swallowed, the material must also be recognized as safe as a flavoring ingredient under the flavor industry's code of practice.

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