Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-

Base Information

Chemical Name:Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-
CAS No.:72203-36-2
Molecular Formula:C9H12O
Molecular Weight:136.194
Hs Code.:
DSSTox Substance ID:DTXSID20450341
Nikkaji Number:J643.242E
Wikidata:Q82270005

Synonyms:72203-36-2;Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-;DTXSID20450341;(1beta,4beta)-6-Methylnorborna-2-ene-6beta-carbaldehyde

Suppliers and Price of Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-

Chemical Property:

XLogP3:1.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:136.088815002
Heavy Atom Count:10
Complexity:195

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC2CC1C=C2)C=O
Isomeric SMILES:C[C@]1(C[C@@H]2C[C@H]1C=C2)C=O

Technology Process of Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)-

There total 2 articles about Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-, (1S,2R,4S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 78-85-3,25120-30-3
2-methylpropenal

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 107-02-8,25068-14-8
acrolein

: 19926-90-0
(+/-)-endo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde

: 34618-30-9,34618-31-0,40441-67-6,72203-36-2,72204-08-1,112710-18-6,116299-25-3,126924-44-5,142506-91-0
exo-2-methylbicyclo[2.2.1]hept-5-ene-2-carbaldehyde

: 34618-30-9,34618-31-0,40441-67-6,72203-36-2,72204-08-1,112710-18-6,116299-25-3,126924-44-5,142506-91-0
endo-bicyclo[2.2.1]hept-5-ene-2-methyl-2-carboxaldehyde

: 5453-80-5,19926-88-6,19926-90-0,58001-94-8,69831-12-5,69831-13-6,72203-35-1,96443-40-2,96443-41-3
exo-2-formylbicyclo[2.2.1]hept-5-ene

Guidance literature:: With tris(pentafluorophenyl)borate; In dichloromethane; at -78 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Molecular sieve;
DOI:10.1002/anie.201106497

Reference yield:

: 78-85-3,25120-30-3
2-methylpropenal

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 107-02-8,25068-14-8
acrolein

: 19926-90-0
(+/-)-endo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde

: 34618-30-9,34618-31-0,40441-67-6,72203-36-2,72204-08-1,112710-18-6,116299-25-3,126924-44-5,142506-91-0
exo-2-methylbicyclo[2.2.1]hept-5-ene-2-carbaldehyde

: 34618-30-9,34618-31-0,40441-67-6,72203-36-2,72204-08-1,112710-18-6,116299-25-3,126924-44-5,142506-91-0
endo-bicyclo[2.2.1]hept-5-ene-2-methyl-2-carboxaldehyde

: 5453-80-5,19926-88-6,19926-90-0,58001-94-8,69831-12-5,69831-13-6,72203-35-1,96443-40-2,96443-41-3
exo-2-formylbicyclo[2.2.1]hept-5-ene

Guidance literature:: With tris(pentafluorophenyl)borate; In dichloromethane; at -78 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Molecular sieve;
DOI:10.1002/anie.201106497

Reference yield:

: 34618-30-9,34618-31-0,40441-67-6,72203-36-2,72204-08-1,112710-18-6,116299-25-3,126924-44-5,142506-91-0
endo-bicyclo[2.2.1]hept-5-ene-2-methyl-2-carboxaldehyde

: 119031-19-5,119069-87-3,119069-88-4,119069-89-5
exo (anti 1,2 syn-2,3 methyl-2 phenyl-3 propanediol-1,3 yl-1)-5 endo methyl-5 bicyclo<2.2.1>heptene-2

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether; CH₂Cl₂ / 15 h / Ambient temperature

2: 1.) oxalyl chloride, DMSO 2.) triethylamine / 1.) CH₂Cl₂, -50 deg C, 20 min, 2.) -50 deg C, 5 min,

5: lithium aluminium hydride / diethyl ether / 3 h / -78 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)81704-X