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19872-52-7

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19872-52-7 Usage

Chemical Properties

4-Mercapto-4-methyl-2-pentanone is repellent when neat or in high concentrations. It has a meaty, black currant-like odor. It is used to create the “catty note” (cat-like) of black currant.

Occurrence

Reportedly present in sauvignon grapes, cabernet sauvignon wine, beer, green tea and grapefruit juice.

Uses

4-Mercapto-4-methyl-2-pentanone is one of the most strongly contributing odorants in the volatile fraction of a Japanese green tea (sen-cha) infusion, and on the basis of the results of an aroma extract dilution analysis. 4-mercapto-4-methyl-2-pentanone in the grapefruit/sulfury group was found in reconstituted concentrate after thermal concentration.

Definition

ChEBI: An alkylthiol that is 4-methylpentan-2-one substituted at position 4 by a mercapto group.

Aroma threshold values

Odor threshold in water, 0.0001 to 0.005 ppb (for 2-mercapto-2-methyl-4-pentanone).

Check Digit Verification of cas no

The CAS Registry Mumber 19872-52-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,8,7 and 2 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 19872-52:
(7*1)+(6*9)+(5*8)+(4*7)+(3*2)+(2*5)+(1*2)=147
147 % 10 = 7
So 19872-52-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H12OS/c1-5(7)4-6(2,3)8/h8H,4H2,1-3H3

19872-52-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H31693)  4-Mercapto-4-methyl-2-pentanone, 98%   

  • 19872-52-7

  • 1g

  • 315.0CNY

  • Detail
  • Alfa Aesar

  • (H31693)  4-Mercapto-4-methyl-2-pentanone, 98%   

  • 19872-52-7

  • 5g

  • 1041.0CNY

  • Detail
  • Alfa Aesar

  • (H31693)  4-Mercapto-4-methyl-2-pentanone, 98%   

  • 19872-52-7

  • 25g

  • 3474.0CNY

  • Detail

19872-52-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-mercapto-4-methylpentan-2-one

1.2 Other means of identification

Product number -
Other names 2-Pentanone,4-mercapto-4-methyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19872-52-7 SDS

19872-52-7Related news

Evidence for an alternative biogenetic pathway leading to 3-mercaptohexanol and 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7) in wines09/28/2019

The present investigation ascertains a new pathway leading to 3-mercaptohexanol (3Mhol) and 4-mercapto-4-methylpentan-2-one, starting from conjugated carbonyl compounds, alternative to the biogenetic route already demonstrated in wines from cysteinylated and gluthationylated precursors present i...detailed

Development of a routine analysis of 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7) in wine by stable isotope dilution assay and mass tandem spectrometry10/01/2019

The 4-mercapto-4-methylpentan-2-one (4MMP) is a key aroma compound in wines, especially in Sauvignon Blanc ones. Its accurate quantification is quite difficult due to its traces levels and its reactivity in wine conferred by the thiol function. In this paper, we proposed a new method for its qua...detailed

The yeast IRC7 gene encodes a β-lyase responsible for production of the varietal thiol 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7) in wine09/27/2019

Three varietal thiols are key aroma compounds in Sauvignon Blanc wines: 4-mercapto-4-methylpentan-2-one (4MMP), 3-mercaptohexanol (3MH) and its acetylated derivative 3-mercaptohexyl acetate (3MHA). Screening of Saccharomyces cerevisiae strains identified a clinical isolate with elevated 4MMP pro...detailed

Validation of a nanoliquid chromatography–tandem mass spectrometry method for the identification and the accurate quantification by isotopic dilution of glutathionylated and cysteinylated precursors of 3-mercaptohexan-1-ol and 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7) in white grape juices09/25/2019

A rapid nanoLC–MS/MS method was developed and validated for the simultaneous determination of glutathionylated and cysteinylated precursors of 3-mercapto-hexan-1-ol (3MH) and 4-methyl-4-mercaptopentan-2-one in grape juice using stable isotope dilution assay (SIDA). The analytes were extracted f...detailed

19872-52-7Relevant articles and documents

Identification of Character Impact Odorants of Different White Wine Varieties

Guth

, p. 3022 - 3026 (1997)

Application of gas chromatography/olfactometry (GC/O) to the analysis of extracts of Scheurebe and Gewuerztraminer wines yielded 36 and 40 odor-active compounds, respectively. Ethyl 2-methylbutyrate, ethyl isobutyrate, 2-phenylethanol, 3-methylbutanol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, 3-ethylphenol, and an unknown compound named wine lactone showed high flavor dilution factors in both varieties. Wine lactone was identified as 3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one and was detected for the first time among the volatiles of wine or a food. The compound exhibited an intense coconut, woody, and sweet odor. 4-Mercapto-4-methylpentan-2-one belongs to the most potent odorants only in the variety Scheurebe, whereas cis-rose oxide was a key substance for the overall flavor of Gewuerztraminer wine. GC/O of static headspace samples of both wine varieties revealed butane-2,3-dione, dimethyl sulfide, and dimethyl trisulfide as further potent odorants.

Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones

B?ttig, Sarah,Egger, Timothy,Gey, Olga,Bochet, Christian G.,Flachsmann, Felix

, (2021/10/19)

In depth headspace analysis of the slow degradation of β-alkylthioalkanones in ambient air led to the discovery of a novel δ-cleavage pathway, by which β-mercaptoketones are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors. A mechanistic model is proposed which suggests that the oxidative degradation occurs through a novel Pummerer-type rearrangement of initially formed persulfoxides.

A centrosymmetrical di-thiolato-bridged dinuclear nickel(II) compound; Bis-μ-S-(7-amino-2,4-dimethyl-5-azahept-4-ene-2-thiolato)dinickel(II) perchlorate

Curtis, Neil F.,Gladhikh, Olga P.,Heath, Sarah L.,Morgan, Keith R.

, p. 49 - 53 (2007/10/03)

The title compound, formed by reaction of 4-mercapto-4-methylpentan-2-one with bis(ethane-1,2-diamine)nickel(II) perchlorate, has a centrosymmetrical dinuclear cation. Each singlet ground-state nickel(II) ion is in tetrahedrally twisted square-planar coordination by the primary amine and imine nitrogen atoms and the thiolato sulfur atom of one molecule of 7-amino-2,4-dimethyl-5-azahept-4-ene-2-thiolate (adet-), and the sulfur atom of another molecule, with the sulfur atoms of two ligands forming a planar Ni2S2 bridging group {[Ni2-μ-(adet)2] (ClO4)2, C16H34Cl2N4Ni2O 8S2, Mr 662 · 9, monoclinic, P 21/cr a 8·267(1), b 9·952(1), c 16·234(2) A, β 103·010(2)°, RI, 0·033 for 2531 reflections}.

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