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

CAS: 5453-80-5 | C8H10O | 122.167 g/mol

$123.93 - $400.73

Chemical Identifiers

CAS 5453-80-5
Molecular Formula C8H10O
Molecular Weight (g/mol) 122.167
MDL Number MFCD00167568
InChI Key AJIBZRIAUXVGQJ-UHFFFAOYSA-N
Synonym 5-norbornene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carbaldehyde, 2-formyl-5-norbornene, 5-formylbicyclohept-2-ene, 5-norbornene-2-carbaldehyde, 5-norbornane-2-carboxaldehyde, bicyclo 2.2.1 hept-2-ene-5-carbaldehyde
PubChem CID 95117
IUPAC Name bicyclo[2.2.1]hept-2-ene-5-carbaldehyde
SMILES C1C2CC(C1C=C2)C=O
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Products 2
Catalog Number Mfr. No. Quantity Price Quantity  
Catalog Number Mfr. No. Quantity Price Quantity  
AAB2497314
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Thermo Scientific Chemicals
B2497314
25 g N/A
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AAB2497322
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Thermo Scientific Chemicals
B2497322
100 g N/A
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Description

Description

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Not miscible in water.

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

Chemical Identifiers

5453-80-5
122.167
AJIBZRIAUXVGQJ-UHFFFAOYSA-N
95117
C1C2CC(C1C=C2)C=O
C8H10O
MFCD00167568
5-norbornene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carbaldehyde, 2-formyl-5-norbornene, 5-formylbicyclohept-2-ene, 5-norbornene-2-carbaldehyde, 5-norbornane-2-carboxaldehyde, bicyclo 2.2.1 hept-2-ene-5-carbaldehyde
bicyclo[2.2.1]hept-2-ene-5-carbaldehyde

Specifications

5453-80-5
68°C to 70°C (12 mmHg)
Characteristic
1.491
25 g
1363813
5-norbornene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carboxaldehyde, bicyclo 2.2.1 hept-5-ene-2-carbaldehyde, 2-formyl-5-norbornene, 5-formylbicyclohept-2-ene, 5-norbornene-2-carbaldehyde, 5-norbornane-2-carboxaldehyde, bicyclo 2.2.1 hept-2-ene-5-carbaldehyde
AJIBZRIAUXVGQJ-UHFFFAOYSA-N
bicyclo[2.2.1]hept-2-ene-5-carbaldehyde
95117
95%
1.032
50°C (122°F)
C8H10O
MFCD00167568
UN1989
Air Sensitive
Not miscible in water.
C1C2CC(C1C=C2)C=O
122.167
122.17
5-Norbornene-2-carboxaldehyde, endo + exo
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Safety and Handling

Safety and Handling

GHS H Statement
H226
Flammable liquid and vapour.

P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P374-P380-P501c

H226

DOTInformation : Transport Hazard Class: 3; Packing Group: III; Proper Shipping Name: ALDEHYDES, N.O.S.

EINECSNumber : 226-698-9

TSCA : Yes

Recommended Storage : Ambient temperatures

SDS
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RUO – Research Use Only