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W313203

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:
24683-00-9
Molecular Weight:
166.22
FEMA Number:
3132
Council of Europe no.:
11338
UNSPSC Code:
12164502
PubChem Substance ID:
24901478
Flavis number:
14.043
EC Number:
246-402-1
NACRES:
NA.21
MDL number:
MFCD00006128
Organoleptic:
green; vegetable; pepper
Grade:
FG, Fragrance grade, Halal, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines, meets purity specifications of JECFA
Food allergen:
no known allergens

Key Documents

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biological source

synthetic

Quality Level

300, 400

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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Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5668
SHBT2908
SHBQ3901
SHBP7370
SHBN7207

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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)
Volatile components and pungency in fresh and processed Jalapeno peppers.
Huffman VL, et al.
Journal of Food Science, 43(6), 1809-1811 (1978)
Maria Staiano et al.
Biopolymers, 89(4), 284-291 (2007-12-22)
The effects of hydrostatic pressure on the structure and stability of porcine odorant-binding protein (pOBP) in the presence and absence of the odorant molecule 2-isobutyl-3-methoxypyrazine (IBMP) were studied by steady-state and time-resolved fluorescence spectroscopy as well as by molecular dynamics
Julie Roy et al.
Biophysical journal, 99(1), 218-226 (2010-07-27)
The mouse major urinary protein (MUP) has proved to be an intriguing test bed for detailed studies on protein-ligand recognition. NMR, calorimetric, and modeling investigations have revealed that the thermodynamics of ligand binding involve a complex interplay between competing enthalpic
Imelda Ryona et al.
Journal of agricultural and food chemistry, 56(22), 10838-10846 (2008-10-24)
The effects of light exposure on 3-isobutyl-2-methoxypyrazine (IBMP) accumulation and degradation in Vitis vinifera L. cv. Cabernet Franc berries were assessed by comparison of shaded and exposed clusters within the same vine throughout a growing season. Twenty-seven vines were shoot-thinned
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Protocols

Standard Methods 6040D: GC Analysis of Geosmin and 2-MIB on SLB®-5ms after SPME using 50/30 µm DVB/Carboxen/PDMS Fiber

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

Global Trade Item Number

SKUGTIN
W313203-100G-K04061838257680
W313203-1KG-K04061838093615
W313203-500G-K04061837521164
W313203-SAMPLE-K04061838093622

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