cis -rotonaldehyde

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Structural formula
Structural formula of (Z) -crotonaldehyde
General
Surname Cis crotonaldehyde
other names
  • (2 Z ) -But-2-enal ( IUPAC )
  • ( Z ) -Crotonaldehyde
  • cis -2-butenal
  • ( Z ) -2-butenal
  • Isocrotonaldehyde
  • 1-formylpropene
Molecular formula C 4 H 6 O
Brief description

colorless liquid

External identifiers / databases
CAS number 15798-64-8
PubChem 643950
ChemSpider 559039
Wikidata Q27288042
properties
Molar mass 70.09 g mol −1
Physical state

liquid

density

0.8477 g cm −3

Melting point

−69 ° C

boiling point

104 ° C

Vapor pressure
  • 24 h Pa (20 ° C)
  • 37 hPa (30 ° C)
  • 165 hPa (50 ° C)
solubility

easily soluble in water (181 g l −1 )

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 06 - Toxic or very toxic 05 - Corrosive
08 - Dangerous to health 09 - Dangerous for the environment

danger

H and P phrases H: 225-341-330-311-301-373-335-315-318-400
P: ?
MAK

DFG : no classification, as a carcinogenic effect is suspected

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

cis -Crotonaldehyde is an organic chemical compound from the group of unsaturated aldehydes . It is a structural isomer of crotonaldehyde ; there is also the technically far more important trans- protonaldehyde .

Occurrence

In nature, cis -crotonaldehyde occurs mainly in croton oil , which is obtained from the plants of the genus Croton .

properties

Physical Properties

cis -rotonaldehyde has a relative gas density of 2.42 (density ratio to dry air at the same temperature and pressure ) and a density of 0.8477 g · cm −3 . In addition, ( Z ) -but-2-enal has a vapor pressure of 24 hPa at 20 ° C, 37 hPa at 30 ° C and 165 hPa at 50 ° C.

Chemical properties

cis -Crotonaldehyde is an easily flammable, colorless liquid from the group of unsaturated aldehydes . The substance is easily soluble in water and is also classified as hazardous to the aquatic environment. In addition, cis -rotonaldehyde is highly volatile. Reactions with alkalis , acids or 1,3-butadiene can lead to the formation of explosive mixtures. In addition, the substance can react dangerously with oxidizing agents to form other products. (Z) -But-2-enal is the cis structural isomer which, together with the far more important trans -rotonaldehyde, forms the group of crotonaldehydes .

use

The structural isomer cis -rotonaldehyde is less used in the chemical industry due to its thermodynamic instability. It can be oxidized to cis -rotonic acid ( isocrotonic acid ) with oxidizing agents, whereas the reduction yields cis- rotyl alcohol.

safety instructions

The liquid and vapors of cis -rotonaldehyde are highly flammable. The substance is toxic if it comes into contact with the skin or if swallowed, if inhaled it is fatal. Ingestion or ingestion can cause severe irritation to the respiratory tract , skin and eyes . In addition, the organs are permanently damaged. cis- Protonaldehyde can presumably cause genetic defects. The compound has a lower explosion limit (LEL) of about 2.10% by volume (60 g / cm 3 ) and an upper explosion limit (UEL) of about 15.5% by volume (450 g / cm 3 ). The ignition temperature is 230 ° C. The substance therefore falls into temperature class T3 and explosion group IIB. With a flash point of 8 ° C, cis -rotonaldehyde is considered to be relatively easily flammable.

Web links

Commons : cis-crotonaldehyde  - Collection of images, videos, and audio files

Individual evidence

  1. a b c d e f g h i j k l m Entry on cis-crotonaldehyde in the GESTIS substance database of the IFA , accessed on March 1, 2019(JavaScript required) .
  2. Christa-Maria Eulitz, Sigrid Scheuermann, Hans-Joachim Thier (eds.): Brockhaus ABC Chemie . VEB FA Brockhaus Verlag, Leipzig 1965, p. 749 .