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Merck

262668

Sigma-Aldrich

Crotonaldehyd, vorwiegend trans

≥99%, contains 0.1-0.2% BHT as stabilizer, 1% H2O as stabilizer

Synonym(e):

(2E)-2-Butenal, (E)-But-2-en-1-al, 2(E)-Butenal, trans-2-Buten-1-al, trans-2-Butenal, trans-Crotonal

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5 ML
58,30 €
100 ML
74,10 €
1 L
346,00 €

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5 ML
58,30 €
100 ML
74,10 €
1 L
346,00 €

About This Item

Lineare Formel:
CH3CH=CHCHO
CAS-Nummer:
Molekulargewicht:
70.09
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

58,30 €


Versandbereit am22. April 2025Details


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Dampfdichte

2.41 (vs air)

Qualitätsniveau

Dampfdruck

32 mmHg ( 20 °C)

Assay

≥99%

Form

liquid

Selbstzündungstemp.

320 °F

Enthält

0.1-0.2% BHT as stabilizer
1% H2O as stabilizer

Expl.-Gr.

19.5 %

Brechungsindex

n20/D 1.4362 (lit.)

bp

104 °C (lit.)

mp (Schmelzpunkt)

−76 °C (lit.)

Löslichkeit

water: soluble 425.4 g/L at 20 °C

Dichte

0.846 g/mL at 25 °C (lit.)

Funktionelle Gruppe

aldehyde

Lagertemp.

2-8°C

SMILES String

[H]\C(C)=C(\[H])C([H])=O

InChI

1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+

InChIKey

MLUCVPSAIODCQM-NSCUHMNNSA-N

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Allgemeine Beschreibung

Rate coefficients for the reaction of crotonaldehyde with chlorine atoms have been determined[1]. Reaction of crotonaldehyde with DNA has been investigated[2].

Anwendung

  • Crotonaldehyde (Cis and Trans): Discusses the production and properties of crotonaldehyde, including trans isomer, via aldol condensation of acetaldehyde and catalytic methods (Grant & Jenkins, 2015).
  • Modeling, simulation and analysis of a process for the production of crotonaldehyde: Analyzes the production of crotonaldehyde, highlighting the stereoisomeric forms, including trans-crotonaldehyde (Scheithauer et al., 2016).

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Flam. Liq. 2 - Muta. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

48.2 °F - closed cup

Flammpunkt (°C)

9 °C - closed cup

Persönliche Schutzausrüstung

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


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Slide 1 of 1

1 of 1

F L Chung et al.
Cancer research, 44(3), 990-995 (1984-03-01)
Acrolein reacted with deoxyguanosine at pH 7 and 37 degrees to give three major products, Adducts 1 to 3, which were separated by high-performance liquid chromatography. They were identified by their ultraviolet, mass, and nuclear magnetic resonance spectra, by the
Reactions of acrolein, crotonaldehyde and pivalaldehyde with Cl atoms: structure-activity relationship and comparison with OH and NO3 reactions.
Ullerstam M, et al.
Physical Chemistry Chemical Physics, 3(6), 986-992 (2001)
Seung Eun Lee et al.
PloS one, 7(7), e41676-e41676 (2012-08-01)
Crotonaldehyde, an alpha, beta-unsaturated aldehyde present in cigarette smoke, is an environmental pollutant and a product of lipid peroxidation. It also produces adverse effects to humans and is considered as a risk factor for various diseases. Heme oxygenase-1 (HO-1) plays
Xing-Yu Liu et al.
Toxicology letters, 197(2), 113-122 (2010-05-18)
Crotonaldehyde is an environment pollutant and lipid peroxidation product. Crotonaldehyde produces adverse effects to humans and serves as a risk factor for human pulmonary diseases. Like acrolein and 4-hydroxynonenal, crotonaldehyde seems likely to alter many cell signaling cascades, including inflammatory
Xing-yu Liu et al.
Toxicology letters, 195(1), 90-98 (2010-02-16)
Crotonaldehyde is a widespread environmental pollutant and lipid peroxidation product. Crotonaldehyde is a risk factor for many diseases (e.g., chronic pulmonary inflammation). However, its toxicity and its mechanism of action have not been thoroughly investigated. The purpose of this study

Fragen

  1. What does "predominantly trans" mean for product 262668? Is there any guidance available on the amount of trans compared to cis?

    1 Antwort
    1. In this case, the term "predominantly trans" is not specifically defined, but based on analysis of previous lots, it appears to be between 95% and 98% trans. While this cannot be guaranteed for future lots, historical data suggests this range. It could be a helpful estimation to consider.

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