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N-Benzylcinchonidinium chloride

CAS# 69257-04-1

N-Benzylcinchonidinium chloride

Catalog No. BCC9094----Order now to get a substantial discount!

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N-Benzylcinchonidinium chloride: 5mg $17 In Stock
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Chemical structure

N-Benzylcinchonidinium chloride

3D structure

Chemical Properties of N-Benzylcinchonidinium chloride

Cas No. 69257-04-1 SDF Download SDF
PubChem ID 118797046 Appearance Powder
Formula C26H29ClN2O M.Wt 421.0
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (R)-(1-benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl)-quinolin-4-ylmethanol;chloride
SMILES C=CC1C[N+]2(CCC1CC2C(C3=CC=NC4=CC=CC=C34)O)CC5=CC=CC=C5.[Cl-]
Standard InChIKey FCHYSBWCOKEPNQ-WOIURNJWSA-M
Standard InChI InChI=1S/C26H29N2O.ClH/c1-2-20-18-28(17-19-8-4-3-5-9-19)15-13-21(20)16-25(28)26(29)23-12-14-27-24-11-7-6-10-22(23)24;/h2-12,14,20-21,25-26,29H,1,13,15-18H2;1H/q+1;/p-1/t20?,21?,25?,26-,28?;/m1./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

N-Benzylcinchonidinium chloride Dilution Calculator

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N-Benzylcinchonidinium chloride Molarity Calculator

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Preparing Stock Solutions of N-Benzylcinchonidinium chloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3753 mL 11.8765 mL 23.753 mL 47.5059 mL 59.3824 mL
5 mM 0.4751 mL 2.3753 mL 4.7506 mL 9.5012 mL 11.8765 mL
10 mM 0.2375 mL 1.1876 mL 2.3753 mL 4.7506 mL 5.9382 mL
50 mM 0.0475 mL 0.2375 mL 0.4751 mL 0.9501 mL 1.1876 mL
100 mM 0.0238 mL 0.1188 mL 0.2375 mL 0.4751 mL 0.5938 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on N-Benzylcinchonidinium chloride

Practical synthesis of chiral 9,9'-spirobixanthene-1,1'-diol.[Pubmed:17268642]

Org Biomol Chem. 2006 Dec 21;4(24):4474-7.

A concise four-step synthesis of 9,9'-spirobixanthene-1,1'-diol is reported, featuring a practical preparation at large scale without the use of column chromatography purification. Co-crystallization with N-Benzylcinchonidinium chloride and N-benzylquininium chloride rendered the optically pure product in both enantiomers.

2,8'-disubstituted-1,1'-binaphthyls: a new pattern in chiral ligands.[Pubmed:12561104]

Chemistry. 2002 Oct 18;8(20):4633-48.

The title binaphthyls 19 and 26, which are the positional isomers of 2-methoxy-2'-(diphenylphosphino)-1,1'-binaphthyl (MOP, 19) and 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN, 26), have been synthesized by Suzuki coupling as the key step (10 + 15-->18), followed by functional group transformations, involving C-P and C-N bond formation (18-->19 and 18-->23). Racemic intermediate 22 was resolved by co-crystallization with N-Benzylcinchonidinium chloride and the absolute configuration determined by X-ray crystallography. These novel binaphthyls are configurationally stable and, as such, potentially usable as chiral ligands in asymmetric reactions. Michael addition of the glycine-derived enolate 40 to methyl acrylate, carried out in the presence of (R)-(-)-27 as the chiral phase-transfer catalyst, afforded L-glutamic acid (S)-(+)-43 of 92% ee (after hydrolysis of the primary product).

Copper(II)-mediated oxidative coupling of 2-aminonaphthalene homologues. Competition between the straight dimerization and the formation of carbazoles.[Pubmed:11312967]

J Org Chem. 2001 Feb 23;66(4):1359-65.

Whereas the Cu(II)-mediated oxidative coupling of 2-aminonaphthalenes 7a and 7b results in the clean formation of 1,1'-binaphthyls 13a and 13b, respectively, their higher homologues and congeners 8-12 have been found to exhibit a different reaction pattern. Thus, 2-aminoanthracene (8) gave a approximately 1:1 mixture of the expected bianthryl derivative 15 and the carbazole 16, whereas the 9-aminophenanthrene (10), 3-phenyl-1-aminonaphthalene (11), and 2-aminochrysene (12) produced almost exclusively the corresponding carbazoles 19, 20, and 21, respectively. By contrast, the isomeric 3-aminophenanthrene (9) gave rise to the azo compound 17 as a result of the preferential oxidation on the nitrogen. The carbazoles have been shown to arise directly from the coupling reactions rather than from the primarily formed binaphthyls. Alternatively, carbazole 19 can also be prepared from 1b on reaction with hydrazine. On the other hand, treatment of 3a with hydrazine resulted in the formation of a approximately 2:7 mixture of amine 11 and arylhydrazine 22. 2,2'-Diamino-1,1'-bianthryl (15) has been resolved into enantiomers via cocrystallization with (-)-N-Benzylcinchonidinium chloride and shown to have (R)-(-)-15 configuration by X-ray crystallography.

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