499617

O-Allyl-N-(9-anthracenylmethyl)cinchonidinium bromide

90%

• Synonym(s): O(9)-Allyl-N-9-anthracenylcinchonidinium bromide, O(9)-Allyl-N-9-anthracenylmethylcinchonidium bromide, O-Allyl-1-(anthracen-9-ylmethyl)cinchonidinium bromide, O-Allyl-N-(9-anthracenylmethyl)cinchoninium bromide, O-Allyl-N-[(9-anthracenyl)methyl]cinchonidium bromide
• Empirical Formula (Hill Notation): C₃₇H₃₇BrN₂O
• CAS Number: 200132-54-3
• Molecular Weight: 605.61
• MDL number: MFCD01632446
• UNSPSC Code: 12352005
• PubChem Substance ID: 24873293
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 90%
• optical activity: [α]20/D −345±30°, c = 0.45 in chloroform
• mp: 170 °C (dec.) (lit.)
• functional group: ether
• SMILES string: [Br-].[H][C@@]12CC[N+](C[C@@H]1C=C)(Cc3c4ccccc4cc5ccccc35)[C@@]([H])(C2)[C@H](OCC=C)c6ccnc7ccccc67
• InChI: 1S/C37H37N2O.BrH/c1-3-21-40-37(33-17-19-38-35-16-10-9-15-32(33)35)36-23-27-18-20-39(36,24-26(27)4-2)25-34-30-13-7-5-11-28(30)22-29-12-6-8-14-31(29)34;/h3-17,19,22,26-27,36-37H,1-2,18,20-21,23-25H2;1H/q+1;/p-1/t26-,27-,36-,37+,39?;/m0./s1
• InChI key: QOWNPAUSLGATNL-JNKXQCINSA-M

Description

General description

O-Allyl-N-(9-anthracenylmethyl)cinchonidinium bromide is a cinchona-based chiral phase-transfer catalyst (PTC) that can be used in asymmetric synthesis. It can be prepared from N-(9-anthracenylmethyl)cinchonindinium chloride.

Application

O-Allyl-N-(9-anthracenylmethyl)cinchonidinium bromide can catalyze the asymmetric alkylation of tert-butyl glycinate-benzophenone Schiff base with different arylmethyl bromides in a micellar medium.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves