60187-00-0

Basic information

• Product Name: 3,5-Dimethylpyrazin-2-ol
• Synonyms: 3,5-Dimethylpyrazin-2-ol;3,5-dimethyl-2(1H)-Pyrazinone;3,5-dimethyl-1H-pyrazin-2-one;3,5-Dimethylpyrazin-2(1H)-one
• CAS NO: 60187-00-0
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14052
• Mol File: 60187-00-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 372.147°C at 760 mmHg
• Flash Point: 178.868°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 3,5-Dimethylpyrazin-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethylpyrazin-2-ol(60187-00-0)
• EPA Substance Registry System: 3,5-Dimethylpyrazin-2-ol(60187-00-0)

Safety Data

• Hazardous Substances Data: 60187-00-0(Hazardous Substances Data)

Usage

Uses

3,5-Dimethylpyrazinol, has been shown to be a possible nucleobase residue of a primitive replicating molecule that preceded RNA.

InChI:InChI=1/C6H8N2O/c1-4-3-7-6(9)5(2)8-4/h3H,1-2H3,(H,7,9)

Upstream product

• 91678-81-8 2-amino-3,5-dimethyl pyrazine 
• 199983-58-9 1-hydroxy-3,5-dimethyl-1H-pyrazin-2-one 
• 78-98-8 2-oxopropanal 
• 4726-84-5 alanine amide 
• 412341-23-2 3,5-dimethyl-1-oxy-pyrazin-2-ylamine 
• 38557-72-1 2-chloro-3,5-dimethylpyrazine 
• 86725-84-0 3-acetoxy-2,6-dimethylpyrazine 
• 80222-96-4 2-aminopropanamide hydrochloride 
• 31396-38-0 3,5-dimethyl-pyrazine-1-oxide 

Downstream Products

• 91678-74-9 2-bromo-3,5-dimethyl-pyrazine 
• 92508-08-2 2-methoxy-3,5-dimethylpyrazine 
• 99969-02-5 2-iodo-3,5-dimethyl-pyrazine 

Relevant articles and documents

Isolation and identification of 2-methoxy-3,5-dimethylpyrazine, a potent musty compound from wine corks

The compound responsible for a fungal must taint evident in industry assessments of wine corks was identified as 2-methoxy-3,5- dimethylpyrazine. The identification was made on the basis of gas chromatography/odor analyses, collection of material using micropreparative techniques, determination of chemical properties of collected material, and comparison by gas chromatography/mass spectrometry with an authentic sample, synthesized from 2-hydroxy-3,5-dimethylpyrazine. 2-Methoxy-3,5-dimethylpyrazine is an extremely potent compound with an unpleasant, musty, moldy aroma and an aroma threshold in a white wine of 2.1 ng/L. While its contribution to the frequency and intensity of cork taint in bottled wine is yet to be established, it has been assessed by some wine industry personnel as second only to 2,4,6-trichloroanisole as a cause of cork taint in Australian wine.

Reactions of the Monoxides of 2,6-Disubstituted Pyrazines with Phosphoryl Chloride and Acetic Anhydride

The monoxides of 2,6-dimethyl- (1), 2,6-diphenyl- (2), and 2-methyl-6-phenylpyrazines (3) were subjected to the reactions with phosphoryl chloride and acetic anhydride.Some reactions of the chloropyrazines and hydroxypyrazines obtained thus were also inve