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24683-00-9,MFCD00006128
Catalog No.:AA003HEE
24683-00-9 | 2-Isobutyl-3-methoxypyrazine
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1g
97%
in stock  
$27.00
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5g
97%
in stock  
$60.00
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10g
97%
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$93.00
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25g
97%
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$160.00
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Technical Information
Catalog Number:
AA003HEE
Chemical Name:
2-Isobutyl-3-methoxypyrazine
CAS Number:
24683-00-9
Molecular Formula:
C9H14N2O
Molecular Weight:
166.2203
MDL Number:
MFCD00006128
IUPAC Name:
2-methoxy-3-(2-methylpropyl)pyrazine
InChI:
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
SMILES:
COc1nccnc1CC(C)C
EC Number:
246-402-1
UNII:
S327O0T12O
FEMA Number:
3132
Properties
Computed Properties
 
Complexity:
128  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
166.111g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
166.224g/mol
Monoisotopic Mass:
166.111g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
35A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.6  

Synonyms
 
2-isobutyl-3-methoxypyrazine 
2-methoxy-3-isobutylpyrazine 
Pyrazine, 2-methoxy-3-(2-methylpropyl)- 
C034376 
UNII-S327O0T12O 
IBMP 
3-methoxy-2-isobutylpyrazine 
2-Isobutyl-3-methoxy-pyrazine 
Pyrazine, 2-isobutyl-3-methoxy 
Pyrazine, 2-methoxy, 3-isobutyl 
S327O0T12O 
2-Isobutyl-3-methoxypyrazine, 99% 
MFCD00006128 
3-isobutyl-2-methoxypyrazine 
2-Methoxy-3-(2-methyl-propyl) pyrazine 
AK116596 
Pyrazine, 2-(2-methylpropyl)-3-methoxy 
Pyrazine, 3-methoxy-2-(2-methylpropyl) 
PRZ 
Q-100308 
Q-100318 
Galbazine 
FEMA No. 3132 
2nnd 
2-ISOBUTYL-3-METHOXYPYRAZINE 
Pyrazine, 2-isobutyl-3-methoxy- 
EINECS 246-402-1 
PubChem8620 
1qy1 
ACMC-1CLYW 
DSSTox_CID_30469 
DSSTox_GSID_51907 
CHEMBL97355 
SCHEMBL113424 
2-isobutyl-3-methoxy pyrazine 
24683-00-9 
3-iso butyl-2-methoxypyrazine 
AC1L1O06 
Jsp004928 
DTXSID9051907 
BDBM12031 
CTK0B5871 
FEMA 3132 
UXFSPRAGHGMRSQ-UHFFFAOYSA- 
UXFSPRAGHGMRSQ-UHFFFAOYSA-N 
ZINC156517 
3-Isobutyl-2-methoxypyrazine 
ACN-S003350 
KS-00000DQ0 
Pyrazine, (2-methylpropyl)methoxy- 
ZX-AT029288 
2-Isobutyl-3-methoxypyrazine, 8CI 
Tox21_303996 
ANW-25510 
AKOS015837530 
DB04512 
DS-4663 
2-Methoxy-3-(2-methylpropyl)pyrazine 
FCH1115223 
MCULE-7827160463 
TRA0027354 
VP40070 
2-methoxy-3-(2-methylpropyl)-pyrazine 
NCGC00357216-01 
AJ-13829 
AN-18712 
CC-15393 
L291 
2-Methoxy-3-isobutylpyrazine 
SY015681 
ZB006362 
AX8006998 
CAS-24683-00-9 
DB-021268 
TR-011368 
2-Isobutyl-3-methoxypyrazine, >=99%, FG 
FT-0612692 
I0331 
ST24040724 
2-methoxy-3-isobutyl pyrazine 
ST50307154 
MFCD00006128 (98%) 
83M009 
Z-4331 
2-Isobutyl-3-methoxypyrazine, analytical standard 
A817435 
C-04799 
I14-0726 
I14-13659 
2-Isobutyl-3-methoxypyrazine 100 microg/mL in Methanol 
1dzk 
InChI=1/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3 
142418-59-5 
2-Methoxy-3-sec-butylpyrazine 
C9H14N2O 
C9-H14-N2-O 
CID32594 
CI-501 
2 - isobutyl - 3 - methoxypyrazine 
Pirazina, 2-metoxi-3-(2-metilpropil)- 
2-Isobutyl-3-methoxypyrazine, 99% - 1G 1g 
Literature

Title: Classification of grape berries according to diameter and total soluble solids to study the effect of light and temperature on methoxypyrazine, glutathione, and hydroxycinnamate evolution during ripening of Sauvignon blanc (Vitis vinifera L.).

Journal: Journal of agricultural and food chemistry 20120919

Title: Fruit ripening in Vitis vinifera: light intensity before and not during ripening determines the concentration of 2-methoxy-3-isobutylpyrazine in Cabernet Sauvignon berries.

Journal: Physiologia plantarum 20120601

Title: Accurate analysis of trace earthy-musty odorants in water by headspace solid phase microextraction gas chromatography-mass spectrometry.

Journal: Journal of separation science 20120601

Title: Identification of potent odourants in wine and brewed coffee using gas chromatography-olfactometry and comprehensive two-dimensional gas chromatography.

Journal: Journal of chromatography. A 20111021

Title: Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species.

Journal: Journal of agricultural and food chemistry 20111012

Title: Dynamics of odorant binding to thin aqueous films of rat-OBP3.

Journal: Chemical senses 20110901

Title: Volatile and capsaicinoid composition of ají (Capsicum baccatum) and rocoto (Capsicum pubescens), two Andean species of chile peppers.

Journal: Journal of the science of food and agriculture 20110701

Title: Simultaneous determination of eight common odors in natural water body using automatic purge and trap coupled to gas chromatography with mass spectrometry.

Journal: Journal of chromatography. A 20110617

Title: Selectable one-dimensional or two-dimensional gas chromatography-olfactometry/mass spectrometry with preparative fraction collection for analysis of ultra-trace amounts of odor compounds.

Journal: Journal of chromatography. A 20110527

Title: Chemical characterization of commercial Sherry vinegar aroma by headspace solid-phase microextraction and gas chromatography-olfactometry.

Journal: Journal of agricultural and food chemistry 20110427

Title: Development of a mixed-mode solid phase extraction method and further gas chromatography mass spectrometry for the analysis of 3-alkyl-2-methoxypyrazines in wine.

Journal: Journal of chromatography. A 20110211

Title: Environmental stress enhances biosynthesis of flavor precursors, S-3-(hexan-1-ol)-glutathione and S-3-(hexan-1-ol)-L-cysteine, in grapevine through glutathione S-transferase activation.

Journal: Journal of experimental botany 20110101

Title: A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China.

Journal: The Science of the total environment 20101215

Title: 2-Methoxy-3-isobutylpyrazine in grape berries and its dependence on genotype.

Journal: Phytochemistry 20101201

Title: Correlation of 3-isobutyl-2-methoxypyrazine to 3-isobutyl-2-hydroxypyrazine during maturation of bell pepper (Capsicum annuum) and wine grapes (Vitis vinifera).

Journal: Journal of agricultural and food chemistry 20100908

Title: Identification of alkyl-methoxypyrazines as the malodorous compounds in water supplies from Northwest Spain.

Journal: Bulletin of environmental contamination and toxicology 20100801

Title: A solid-phase microextraction gas chromatography/ion trap tandem mass spectrometry method for simultaneous determination of 'foxy smelling compounds' and 3-alkyl-2-methoxypyrazines in grape juice.

Journal: Rapid communications in mass spectrometry : RCM 20100730

Title: Long-timescale molecular-dynamics simulations of the major urinary protein provide atomistic interpretations of the unusual thermodynamics of ligand binding.

Journal: Biophysical journal 20100707

Title: Effect of enzyme activity and frozen storage on jalapeño pepper volatiles by selected ion flow tube-mass spectrometry.

Journal: Journal of food science 20100101

Title: Survey of 3-alkyl-2-methoxypyrazine content of South African Sauvignon blanc wines using a novel LC-APCI-MS/MS method.

Journal: Journal of agricultural and food chemistry 20091028

Title: Rapid measurement of 3-alkyl-2-methoxypyrazine content of winegrapes to predict levels in resultant wines.

Journal: Journal of agricultural and food chemistry 20090923

Title: Effect of closure and packaging type on 3-alkyl-2-methoxypyrazines and other impact odorants of Riesling and Cabernet Franc wines.

Journal: Journal of agricultural and food chemistry 20090610

Title: Occurrence of dissolved and particle-bound taste and odor compounds in Swiss lake waters.

Journal: Water research 20090501

Title: Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20090405

Title: Structural basis of the broad specificity of a general odorant-binding protein from honeybee.

Journal: Biochemistry 20090324

Title: Evaluation of aroma-active compounds in Pontianak orange peel oil ( Citrus nobilis Lour. Var. microcarpa Hassk.) by gas chromatography-olfactometry, aroma reconstitution, and omission test.

Journal: Journal of agricultural and food chemistry 20090114

Title: Effects of cluster light exposure on 3-isobutyl-2-methoxypyrazine accumulation and degradation patterns in red wine grapes ( Vitis vinifera L. Cv. Cabernet Franc).

Journal: Journal of agricultural and food chemistry 20081126

Title: Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof.

Journal: Journal of agricultural and food chemistry 20081112

Title: Quantitative analysis of 3-alkyl-2-methoxypyrazines in juice and wine using stable isotope labelled internal standard assay.

Journal: Journal of chromatography. A 20080509

Title: Identification of the retinol-binding protein (RBP) interaction site and functional state of RBPs for the membrane receptor.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080401

Title: Time-resolved fluorescence spectroscopy and molecular dynamics simulations point out the effects of pressure on the stability and dynamics of the porcine odorant-binding protein.

Journal: Biopolymers 20080401

Title: Determination of 3-alkyl-2-methoxypyrazines in lady beetle-infested wine by solid-phase microextraction headspace sampling.

Journal: Journal of agricultural and food chemistry 20080213

Title: New volatile sulfur-containing constituents in a simultaneous distillation-extraction extract of red bell peppers (Capsicum annuum).

Journal: Journal of agricultural and food chemistry 20080123

Title: Effect of skin contact and pressure on the composition of Sauvignon Blanc must.

Journal: Journal of agricultural and food chemistry 20071212

Title: Growth behavior of off-flavor-forming microorganisms in apple juice.

Journal: Journal of agricultural and food chemistry 20070808

Title: Analytical characterization of the aroma of five premium red wines. Insights into the role of odor families and the concept of fruitiness of wines.

Journal: Journal of agricultural and food chemistry 20070530

Title: Global changes in local protein dynamics reduce the entropic cost of carbohydrate binding in the arabinose-binding protein.

Journal: Journal of molecular biology 20070504

Title: A survey of seasonal temperatures and vineyard altitude influences on 2-methoxy-3-isobutylpyrazine, C13-norisoprenoids, and the sensory profile of Brazilian Cabernet Sauvignon wines.

Journal: Journal of agricultural and food chemistry 20070502

Title: Evidence of chemical exchange in recombinant Major Urinary Protein and quenching thereof upon pheromone binding.

Journal: Journal of biomolecular NMR 20070501

Title: Determination of characteristic odorants from Harmonia axyridis beetles using in vivo solid-phase microextraction and multidimensional gas chromatography-mass spectrometry-olfactometry.

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Title: Rapid headspace solid-phase microextraction/gas chromatographic/mass spectrometric assay for the quantitative determination of some of the main odorants causing off-flavours in wine.

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Title: Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry.

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Title: Effects of protein-pheromone complexation on correlated chemical shift modulations.

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Title: Van der Waals interactions dominate ligand-protein association in a protein binding site occluded from solvent water.

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Title: Analysis of methoxypyrazines in wine using headspace solid phase microextraction with isotope dilution and comprehensive two-dimensional gas chromatography.

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Title: Analysis of earthy and musty odors in water samples by solid-phase microextraction coupled with gas chromatography/ion trap mass spectrometry.

Journal: Talanta 20050130

Title: Removal of earthy-musty odorants in drinking water by powdered activated carbon.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20050101

Title: Yield effects on 2-methoxy-3-isobutylpyrazine concentration in cabernet sauvignon using a solid phase microextraction gas chromatography/mass spectrometry method.

Journal: Journal of agricultural and food chemistry 20040825

Title: Influence of vine training and sunlight exposure on the 3-alkyl-2-methoxypyrazines content in musts and wines from the Vitis vinifera variety cabernet sauvignon.

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Title: Headspace solid-phase microextraction analysis of 3-alkyl-2-methoxypyrazines in wines.

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Title: Volatile flavour components of baked potato flesh. A comparison of eleven potato cultivars.

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Title: The determination of six taste and odour compounds in water using Ambersorb 572 and high resolution mass spectrometry.

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