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Sigma-Aldrich

2-Isopropyl-3-methoxypyrazine

97%

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About This Item

Empirical Formula (Hill Notation):
C8H12N2O
CAS Number:
25773-40-4
Molecular Weight:
152.19
EC Number:
247-256-1
MDL number:
MFCD00006135
UNSPSC Code:
12352100
PubChem Substance ID:
24854600
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.494 (lit.)

density

0.996 g/mL at 25 °C (lit.)

SMILES string

COc1nccnc1C(C)C

InChI

1S/C8H12N2O/c1-6(2)7-8(11-3)10-5-4-9-7/h4-6H,1-3H3

InChI key

NTOPKICPEQUPPH-UHFFFAOYSA-N

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General description

2-Isopropyl-3-methoxypyrazine, a taste and odor compound, was determined by headspace solid-phase microextraction (SPME) coupled with gas chromatography-mass spectrometry.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)

152.6 °F - closed cup

Flash Point(C)

67 °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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Profile: What is that smell?
Erik Vance
Nature, 455(7214), 726-728 (2008-10-10)
G J Pickering et al.
Journal of food science, 72(7), S468-S472 (2007-11-13)
2-Isopropyl-3-methoxypyrazine (IPMP) is a grape-derived component of wine flavor in some wine varieties as well as the causal compound of the off-flavor known as ladybug taint (LBT), which occurs when Harmonia axyridis beetles are incorporated with the grapes during juice
Susanne Kögel et al.
Journal of chemical ecology, 38(7), 854-864 (2012-06-01)
Food type can affect all functional aspects of an insect's life. We investigated the effects of different diet regimes on life history parameters of the ladybird beetle Harmonia axyridis. Furthermore, we tested the importance of elytral color, sex, and diet
G J Pickering et al.
Journal of food science, 73(6), S262-S266 (2009-02-26)
2-isopropyl-3-methoxypyrazine (IPMP) is the compound responsible for the off-flavor known as ladybug taint, which occurs when Harmnonia axyridis beetles become incorporated with the grapes during juice processing. It is also an important grape-derived component of juice flavor in some varieties.
Volatile substances from actinomycetes: their role in the odor pollution of water.
N N Gerber
CRC critical reviews in microbiology, 7(3), 191-214 (1979-11-01)
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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

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