(-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE

Base Information

• Chemical Name: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE
• CAS No.: 57155-63-2
• Molecular Formula: C23H42 N O . Br
• Molecular Weight: 428.497
• European Community (EC) Number: 260-596-5
• Mol file: 57155-63-2.mol

Synonyms:Benzeneethanaminium,N-dodecyl-b-hydroxy-N,N,a-trimethyl-, bromide, (aS,bR)- (9CI); Benzeneethanaminium, N-dodecyl-b-hydroxy-N,N,a-trimethyl-, bromide,[R-(R*,S*)]-; (-)-N-Dodecyl-N-methylephedrinium bromide

Chemical Property of (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE

Chemical Property:

• Melting Point: 80-82 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 20.23000
• Density: g/cm³
• LogP: 3.10980
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 427.24498
• Heavy Atom Count: 26
• Complexity: 309

Purity/Quality:

98%,99%, ^*data from raw suppliers

(?)-N-Dodecyl-N-methylephedrinium bromide 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC[N+](C)(C)C(C)C(C1=CC=CC=C1)O.[Br-]
• Isomeric SMILES: CCCCCCCCCCCC[N+](C)(C)[C@@H](C)[C@@H](C1=CC=CC=C1)O.[Br-]

Technology Process of (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE

There total 3 articles about (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE 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: 75.0%

(-)-N-methylephedrine (552-79-4) + 1-dodecylbromide (143-15-7) → (-)-N-dodecyl-N-methylephedrinium bromide (31351-20-9,57155-63-2,116071-58-0)

Guidance literature:

In ethanol; for 48h; Reflux;

DOI:10.1002/cssc.201100364

Reference yield: 40.0%

(1S,2S)-N-Methylpseudoephedrine (1201-56-5,14222-20-9,17605-71-9,39263-91-7,42151-56-4,51018-28-1,62560-55-8,87040-40-2,552-79-4) + 1-dodecylbromide (143-15-7) → (+)-(1S,2S)-N-dodecyl-N,N-dimethylpseudoephedrinium bromide (57155-63-2)

Guidance literature:

In acetonitrile; for 240h; Reflux;

DOI:10.1002/chir.21026

Reference yield:

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) → (+)-(1S,2S)-N-dodecyl-N,N-dimethylpseudoephedrinium bromide (57155-63-2)

Guidance literature:

DOI:10.1021/ja00728a024

upstream raw materials:

(-)-N-methylephedrine

1-dodecylbromide

(1S,2S)-N-Methylpseudoephedrine

pseudoephedrine

Downstream raw materials:

CHO₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾

C₃H₅O₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾

C₃H₅O₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾

(+)-(R,R)-β-methylstyrene oxide

Refernces

• 1、 Guyonnet Bilé, Elodie,Cortelazzo-Polisini, Elodie,Denicourt-Nowicki, Audrey,Sassine, Rita,Launay, Franck,Roucoux, Alain. "Chiral ammonium-capped rhodium(0) nanocatalysts: Synthesis, characterization, and advances in asymmetric hydrogenation in neat water". experimental part. p. 91 - 101. Retrieved 2012/06/29.
• 2、 Guyonnet-Bilé, Elodie,Denicourt-Nowicki, Audrey,Sassine, Rita,Beaunier, Patricia,Launay, Franck,Roucoux, Alain. "N-Methylephedrium salts as chiral surfactants for asymmetric hydrogenation in neat water with rhodium(0) nanocatalysts". experimental part. p. 1276 - 1279. Retrieved 2011/12/02.