(R)-(+)-N,-Dimethylbenzylamine - CAS 5933-40-4

(R)-(+)-N,-Dimethylbenzylamine is a chiral resolution reagent to separate racemic compounds into different mirror isomers and is an important tool for the production of optically active drugs.

Catalog Number

5933-40-4

CAS

5933-40-4

IUPAC Name

(1R)-N-methyl-1-phenylethanamine

Synonyms

(R)-(+)-N-Methyl-1-phenylethylamine

Molecular Weight

135.21

Molecular Formula

C6H5CH(CH3)NHCH3

Product Information

Canonical SMILES

C[C@@H](NC)C1=CC=CC=C1

InChI

InChI=1S/C9H13N/c1-8(10-2)9-6-4-3-5-7-9/h3-8,10H,1-2H3/t8-/m1/s1

InChI Key

RCSSHZGQHHEHPZ-MRVPVSSYSA-N

Purity

98%

MDL

MFCD00044966

Storage

Keep in dark place. Inert atmosphere. Room temperature.

Boiling Point

178.7 ℃ / 760 mmHg

Flash Point

61 °C(141.8 °F)

Density

0.924 g/mL at 20 °C (lit.)

Optical Activity

+70°( c = 2 in chloroform)

Refractive Index

1.511

Hazard Class

3 / 8

WGK Germany

Packing Groups

Safety Information

Signal Word

Warning

Precautionary Statement

P261 - P280 - P301 - P312 - P302 - P352 - P305 - P351 - P338

Hazard Statements

H302 - H315 - H319 - H335

Reference Reading

1. Cu(ii)-promoted palladium-catalyzed c-h ortho-arylation of n,N-dimethylbenzylamines.

Ruokun Feng, Zunjun Liang, Zhanxiang Liu, Yuhong Zhang, Jinzhong Yao. J Org Chem. 2013 Apr 19; 78(8): 3688-96. DOI: 10.1021/jo400186p. PMID: 23510158.

A novel protocol for palladium-catalyzed arylation of the C(sp(2))-H bond directed by a N,N-dimethylaminomethyl group in the presence of AgOAc and Cu(OAc)2·H2O is described. Various aryl iodides proved to be efficient coupling partners, furnishing the corresponding ortho monoarylated or diarylated arenes in moderate to good yields. Cu(OAc)2·H2O is found to be the important additive to improve the yields in this transformation.

The molarity calculator equation

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