4-MERCAPTO-4-METHYLVALERIC ACID

4-MERCAPTO-4-METHYLVALERIC ACID Property

Boiling point:

110 °C(Press: 10 Torr)

Density 

1.087±0.06 g/cm3(Predicted)

storage temp. 

-20°C, stored under nitrogen

pka

4.60±0.10(Predicted)

Appearance

Colorless to off-white Solid-Liquid Mixture

InChI

InChI=1S/C6H12O2S/c1-6(2,9)4-3-5(7)8/h9H,3-4H2,1-2H3,(H,7,8)

InChIKey

SYIFSIGCMOMQRB-UHFFFAOYSA-N

SMILES

C(O)(=O)CCC(S)(C)C

Safety

HS Code 

2930909899

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H311Toxic in contact with skin

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

4-MERCAPTO-4-METHYLVALERIC ACID Chemical Properties,Usage,Production

Uses

In the field of food science, 4-mercapto-4-methylvaleric acid derivatives have been identified as key components of the aromas in certain wines and teas. In Sauvignon Blanc wines, they significantly contribute to the "boxwood" or "bark" aroma characteristics. The presence of these compounds in beverages such as wine and tea is influenced by a variety of factors, including the fermentation process, crop season, and manufacturing conditions.

Application

4-Mercapto-4-methylvaleric acid has been used to prepare a variety of optically active α-mercapto derivatives. These derivatives are crucial for the synthesis of highly enantiomeric α-branched α-mercaptocarboxylic acids or esters, a process that can maintain configuration while avoiding racemization. This is important because these compounds acquire optical activity without chiral auxiliaries, making them widely applicable in stereochemical research and applications.