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W313203

Sigma-Aldrich

2-Isobutyl-3-methoxypyrazine

≥99%, FG

Synonym(s):

2-methoxy-3-(2-methylpropyl)pyrazine, 2-methoxy-3-isobutylpyrazine

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About This Item

Empirical Formula (Hill Notation):
C9H14N2O
CAS Number:
Molecular Weight:
166.22
FEMA Number:
3132
EC Number:
Council of Europe no.:
11338
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
14.043
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

≥99%

refractive index

n20/D 1.49 (lit.)

density

0.99 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

green; vegetable; pepper

SMILES string

COc1nccnc1CC(C)C

InChI

1S/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3

InChI key

UXFSPRAGHGMRSQ-UHFFFAOYSA-N

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General description

2-Isobutyl-3-methoxypyrazine is the main characteristic flavor/aroma constituent of bell peppers. It is also found in fresh jalapeno peppers and baked potato.

Application


  • RIFM Fragrance Ingredient Safety Assessment, 2-Isobutyl-3-methoxypyrazine, CAS Registry Number 24683-00-9.: This safety assessment reviews the toxicological data of 2-Isobutyl-3-methoxypyrazine, ensuring its safe use in fragrances (Api et al., 2024).

  • Source-Sink Manipulations Have Major Implications for Grapevine Berry and Wine Flavonoids and Aromas That Go Beyond the Changes in Berry Sugar Accumulation.: This article discusses the impact of 2-Isobutyl-3-methoxypyrazine on wine aroma, focusing on agricultural practices and their influence on grape quality (Martínez-Lüscher and Kurtural, 2023).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

176.0 °F - closed cup

Flash Point(C)

80 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Volatile components and pungency in fresh and processed Jalapeno peppers.
Huffman VL, et al.
Journal of Food Science, 43(6), 1809-1811 (1978)
Volatile flavour components of baked potato flesh. A comparison of eleven potato cultivars.
Duckham SC, et al.
Molecular Nutrition And Food Research, 45(5), 317-323 (2001)
Nobuo Ochiai et al.
Journal of chromatography. A, 1218(21), 3180-3185 (2010-11-18)
A novel selectable one-dimensional ((1)D) or two-dimensional ((2)D) gas chromatography-olfactometry/mass spectrometry with preparative fraction collection (selectable (1)D/(2)D GC-O/MS with PFC) system was developed. The main advantages of this system are the simple and fast selection of (1)D GC-O/MS or (2)D
Chiara Perazzolo et al.
Journal of biomolecular NMR, 38(1), 3-9 (2007-03-08)
The internal dynamics of recombinant Major Urinary Protein (rMUP) have been investigated by monitoring transverse nitrogen-15 relaxation using multiple-echo Carr-Purcell-Meiboom-Gill (CPMG) experiments. While the ligand-free protein (APO-rMUP) features extensive evidence of motions on the milliseconds time scale, the complex with
Steven T Lund et al.
Science (New York, N.Y.), 311(5762), 804-805 (2006-02-14)
Volatile organic compounds are important flavor components of finished wines. In addition to winemaking practices, which shape wine quality, cultivation of the grape berries in the vineyard each season affects the production of volatile organic compounds as well as other

Protocols

Separation of 2-Isopropyl-3-methoxypyrazine 20 ppt; 2-Isobutyl-3-methoxypyrazine; 2-Methylisoborneol; (±)-Geosmin 10 ppt

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