Furfuryl mercaptan Property

Melting point:

157.5 °C

Boiling point:

155 °C(lit.)

Density 

1.132 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.531(lit.)

FEMA 

2493 | FURFURYL MERCAPTAN

Flash point:

113 °F

storage temp. 

Flammables area

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

pka

9.59±0.10(Predicted)

form 

Liquid

color 

Clear colorless to pale yellow

Odor

at 0.10 % in dipropylene glycol. sulfury roasted coffee oily fatty burnt smoky

Odor Type

coffee

Water Solubility 

insoluble

Sensitive 

Air Sensitive

JECFA Number

1072

BRN 

383594

Stability:

Air Sensitive

LogP

1.73

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)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

Furfuryl mercaptan Chemical Properties,Usage,Production

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

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.

Chemical Properties

Furfuryl mercaptan has a characteristic unpleasant odor.

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.

Definition

ChEBI: 2-Furanmethanethiol is a heteroarene.

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.

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.