Product Name: |
Furfuryl mercaptan |
Synonyms: |
(2-furanyl)methylmercaptan;2-(mercaptomethyl)furan;2-furfurylmercaptan;2-Furfurylthiol;2-Furylmethyl mercaptan;2-furylmethylmercaptan;2-mercaptomethylfuran;-Furylmethyl mercaptan |
CAS: |
98-02-2 |
MF: |
C5H6OS |
MW: |
114.17 |
EINECS: |
202-628-2 |
Product Categories: |
Sulfides flavors;Furans;thiol Flavor |
Mol File: |
98-02-2.mol |
|
Melting point |
157.5 °C |
Boiling point |
155 °C(lit.) |
density |
1.132 g/mL at 25 °C(lit.) |
FEMA |
2493 | FURFURYL MERCAPTAN |
refractive index |
n20/D 1.531(lit.) |
Fp |
113 °F |
storage temp. |
Flammables area |
pka |
9.59±0.10(Predicted) |
form |
Liquid |
color |
Clear colorless to pale yellow |
Water Solubility |
insoluble |
Sensitive |
Air Sensitive |
JECFA Number |
1072 |
BRN |
383594 |
CAS DataBase Reference |
98-02-2(CAS DataBase Reference) |
NIST Chemistry Reference |
2-Furanmethanethiol(98-02-2) |
EPA Substance Registry System |
2-Furanmethanethiol (98-02-2) |
Hazard Codes |
F,Xn |
Risk Statements |
10-36/37-20/21/22 |
Safety Statements |
23-24/25-16-36-26-7/9 |
RIDADR |
UN 3336 3/PG 3 |
WGK Germany |
3 |
RTECS |
LU2100000 |
F |
10-13-23 |
TSCA |
Yes |
HazardClass |
3 |
PackingGroup |
III |
HS Code |
29321900 |
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. |
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. |
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. |
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. |
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. |
Chemical 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. |
Raw materials |
Etanol-->Sodium hydroxide-->Formaldehyde-->Phosphorus pentasulfide-->CHLOROETHANE-->Sodium hydrosulfide-->2-Chloromethylfuran |
Preparation Products |
Phorate-->Furfuryl methyl sulfide-->4-[(2-FURYLMETHYL)THIO]-3-NITROBENZALDEHYDE-->Difurfurylsulfide |