| Description | Furfuryl mercaptan has a characteristic unpleasant odor. It is prepared by reacting thiourea and furfuryl chloride with subsequent hydrolysis of the reaction product; also by reduction of difurfuryl disulfide in alcoholic solution using zinc dust and a small amount of acetic acid or using activated alumina. Furfuryl mercaptan tends to polymerize when heated in the presence of mineral acids.
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| Chemical Properties | Furfuryl mercaptan has a characteristic unpleasant odor. |
| Chemical Properties | clear colorless to pale yellow liquid |
| Chemical Properties | 2-Furylmethanethiol is an important constituent
of the aroma of roasted coffee. It is a liquid with an unpleasant odor, which
becomes like coffee when diluted. |
| Occurrence | Reported found in raw and roasted chicken, cooked beef, grilled pork, sesame seed oil, coffee and popcorn; tends to polymerize when heated in the presence of mineral acids |
| Uses | Furfuryl Mercaptam is a volatile flavor component of corn tortilla chips. |
| Preparation | Furfuryl mercaptan is prepared from furfuryl alcohol, thiourea, and hydrogen
chloride.The resulting S-furfurylisothiouronium chloride is cleaved with sodium
hydroxide to give furfuryl mercaptan. |
| Definition | ChEBI: 2-Furanmethanethiol is a heteroarene. |
| Aroma threshold values | Detection: 0.005 to 0.01 ppb; aroma characteristics at 0.01%: intense sulfurous onion impact, lacrimator, slightly skunk-like with a dairy nuance and a hint of savory and coffee-like notes. |
| Taste threshold values | Taste characteristics at 0.2 to 1 ppb: sulfureous, roasted, onion, garlic and coffee. |
| General Description | Darkens on storage |
| Safety Profile | Poison by
intraperitoneal route. Experimental
reproductive effects. Used as a flavoring in
chocolate, fruit, nuts, and coffee. When
heated to decomposition it emits toxic
fumes of SOx. See also MERCAPTANS. |
| Synthesis | Prepared by reacting thiourea and furfuryl chloride with subsequent hydrolysis of the reaction product; also by reduction of difurfuryl disulfde in alcoholic solution using zinc dust and a small amount of acetic acid or using activated alumina. |
