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5453-80-5 - 5-Norbornene-2-carboxaldehyde, endo + exo, 95% - Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde - B24973 - Alfa Aesar

B24973 5-Norbornene-2-carboxaldehyde, endo + exo, 95%

Codice CAS
5453-80-5
Sinonimi
Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde

Dimensioni Prezzo ($) Quantità Disponibilità
25g 46,80
100g 142,00
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5-Norbornene-2-carboxaldehyde, endo + exo, 95%

MDL
MFCD00167568
EINECS
226-698-9

Proprietà chimiche

Formula
C8H10O
Peso formula
122.17
Punto di ebollizione
68-70°/12mm
Punto di infiammabilità
50°(122°F)
Densità
1.032
Indice di rifrazione
1.4910
Solubilità
Not miscible in water.

Applicazioni

5-Norbornene-2-carboxaldehyde was used in transition metal-catalyzed synthesis of norbornene-derived homopolymers having pendent t-Boc-protected quinizarin moieties for patterned fluorescence images. It acts as Diels-Alder adduct of acrolein and cyclopentadiene. It can be used as protected form of acrolein, from which the double bond may be liberated by cycloreversion, e.g. in a useful synthesis of 2-vinylimidazole.

Note

Store away from air and oxidizing agents. Airsensitive. Store under dry inert gas.

Letteratura

Jimmy Yoo; Jae-Hyoung Lee; Iwhan Cho; Kwang-Duk Ahn; Jong-Man Kim. The first synthesis of a transition metal-catalyzed homopolymer having pendentt-boc-protected quinizarin for patterned fluorescence images. Macromolecular Research.2003, 11, 69-72.

Diels-Alder adduct of acrolein and cyclopentadiene. Can be used as protected form of acrolein, from which the double bond may be liberated by cycloreversion, e.g. in a useful synthesis of 2-vinylimidazole: Angew. Chem. Int. Ed., 22, 560 (1983):

Aldol condensation with formaldehyde, followed by crossed Cannizzaro reduction, gives norbornene-2,2-dimethanol, from can be thermolyzed to vinyl-1,1-dimethanol: Tetrahedron Lett., 3775 (1975). For a review of cycloreversion reactions in organic synthesis, see: Synthesis, 121 (1985).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H226-H303

Flammable liquid and vapour. May be harmful if swallowed.

Dichiarazioni precauzionali: P260u-P201-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1363813
Classe di rischio
3
Gruppo di imballaggio
III
Codice tariffe armonizzato
2912.29
TSCA
Yes

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