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277460

Sigma-Aldrich

3-(Methylthio)propionaldehyd

96%

Synonym(e):

3-(Methylmercapto)propionaldehyd, 3-(Methylthio)propanal, Methional, NSC 15874

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About This Item

Lineare Formel:
CH3SCH2CH2CHO
CAS-Nummer:
3268-49-3
Molekulargewicht:
104.17
Beilstein:
1739289
EG-Nummer:
221-882-5
MDL-Nummer:
MFCD00007022
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24856764
NACRES:
NA.22

Dampfdichte

>1 (vs air)

Qualitätsniveau

100

Dampfdruck

760 mmHg ( 165 °C)

Assay

96%

Form

liquid

Brechungsindex

n20/D 1.483 (lit.)

bp

165-166 °C (lit.)

Dichte

1.043 g/mL at 25 °C (lit.)

Funktionelle Gruppe

aldehyde
thioether

Lagertemp.

2-8°C

SMILES String

CSCCC=O

InChI

1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3

InChIKey

CLUWOWRTHNNBBU-UHFFFAOYSA-N

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Allgemeine Beschreibung

3-(Methylthio)propionaldehyde (methional) is the major product of chemical methionine conversion via Strecker degradation in food.

Anwendung

3-(Methylthio)propionaldehyde has been used as a reactant in:
  • Oxidative coupling and chemoselective oxidation
  • Intermolecular alkyne hydroacylation reactions
  • Oxidation of sulfides to sulfoxides
It can also be used as a biosynthetic precursor of ethylene.

Piktogramme

Skull and crossbonesCorrosion
GHS06,GHS05

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flammpunkt (°F)

165.2 °F - closed cup

Flammpunkt (°C)

74 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKBK3110V
MKBN4367V
04124BE
7930LU
18820JS

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Die Dokumentenbibliothek aufrufen

Ethylene formation from methional.
W A Pryor et al.
Biochemical and biophysical research communications, 81(2), 498-503 (1978-03-30)
M M W Etschmann et al.
Applied microbiology and biotechnology, 80(4), 579-587 (2008-07-04)
Yeasts can convert amino acids to flavor alcohols following the Ehrlich pathway, a reaction sequence comprising transamination, decarboxylation, and reduction. The alcohols can be further derivatized to the acetate esters by alcohol acetyl transferase. Using L: -methionine as sole nitrogen
A Escudero et al.
Journal of agricultural and food chemistry, 48(9), 4268-4272 (2000-09-20)
A young white wine that had undergone spontaneous oxidation and showed a strong off-flavor reminiscent of cooked vegetables was demixed by salting out to obtain an ethanolic extract that retained the off-flavor of the wine, as was demonstrated by sensory
F Amárita et al.
FEMS microbiology letters, 204(1), 189-195 (2001-10-30)
Lactic acid bacteria were screened for methional production from 4-methylthio-2-ketobutanoate. Only Lactococcus lactis IFPL730 produced high amounts of methional. It was demonstrated that production of this compound was an exclusively enzymatic reaction. The present work describes for the first time
A Vallet et al.
Journal of applied microbiology, 104(6), 1833-1840 (2008-01-26)
Determination of pathways involved in synthesis of volatile sulphur compounds (VSC) from methionine by Oenococcus oeni isolated from wine. Production of VSC by O. oeni from methionine was investigated during bacterial cultures and in assays performed in the presence of
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