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277460

Sigma-Aldrich

3-(Methylthio)propionaldehyde

96%

Sinônimo(s):

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

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About This Item

Fórmula linear:
CH3SCH2CH2CHO
Número CAS:
3268-49-3
Peso molecular:
104.17
Beilstein:
1739289
Número CE:
221-882-5
Número MDL:
MFCD00007022
Código UNSPSC:
12352100
ID de substância PubChem:
24856764
NACRES:
NA.22

densidade de vapor

>1 (vs air)

Nível de qualidade

100

pressão de vapor

760 mmHg ( 165 °C)

Ensaio

96%

Formulário

liquid

índice de refração

n20/D 1.483 (lit.)

p.e.

165-166 °C (lit.)

densidade

1.043 g/mL at 25 °C (lit.)

grupo funcional

aldehyde
thioether

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CSCCC=O

InChI

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

chave InChI

CLUWOWRTHNNBBU-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palavra indicadora

Danger

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

165.2 °F - closed cup

Ponto de fulgor (°C)

74 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
MKBK3110V
MKBN4367V
04124BE
10522JU
09817MR

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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
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
Kerstin Burseg et al.
Journal of agricultural and food chemistry, 57(19), 9086-9090 (2009-09-19)
A novel technology (Olfactoscan screening) was applied to screen for volatiles including saturated aldehydes that mask the perception of methional, an off-flavor commonly found in orange juice. For the screening experiment, methional odor pulses were generated by an olfactometer and
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