2-Benzyl-1,1,3,3-tetramethylisoindoline

Base Information

• Chemical Name: 2-Benzyl-1,1,3,3-tetramethylisoindoline
• CAS No.: 82894-83-5
• Molecular Formula: C19H23N
• Molecular Weight: 265.398
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90513093
• Nikkaji Number: J1.055.027K
• Wikidata: Q82372683
• Mol file: 82894-83-5.mol

Synonyms:2-Benzyl-1,1,3,3-tetramethylisoindoline;82894-83-5;2-BENZYL-1,1,3,3-TETRAMETHYLISOINDOLE;2-Benzyl-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole;1H-Isoindole, 2,3-dihydro-1,1,3,3-tetramethyl-2-(phenylmethyl)-;SCHEMBL1922770;SCHEMBL5970728;SCHEMBL5970732;DTXSID90513093;PXORNCDWOHJSJD-UHFFFAOYSA-N;SB65096;N-benzyl-1,1,3,3-tetramethylisoindoline;2-benzyl-1,1,3,3,-tetramethylisoindoline;2-benzyl-1,1,3,3-tetramethyl isoindoline;EN300-1267395;10.14272/PXORNCDWOHJSJD-UHFFFAOYSA-N.1;doi:10.14272/PXORNCDWOHJSJD-UHFFFAOYSA-N.1

Chemical Property of 2-Benzyl-1,1,3,3-tetramethylisoindoline

Chemical Property:

• PSA: 3.24000
• LogP: 4.61050
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 265.183049738
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

98% ^*data from raw suppliers

2-Benzyl-1,1,3,3-tetramethylisoindoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2C(N1CC3=CC=CC=C3)(C)C)C

Technology Process of 2-Benzyl-1,1,3,3-tetramethylisoindoline

There total 5 articles about 2-Benzyl-1,1,3,3-tetramethylisoindoline 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: 60.0%

N-benzylphthalimide (2142-01-0) + methylmagnesium bromide (75-16-1) → 2-benzyl-1,1,3,3-tetramethylisoindoline (82894-83-5)

Guidance literature:

In toluene; at 200 ℃; for 2h; under 9000.9 - 15001.5 Torr; microwave irradiation;

DOI:10.1071/CH08008

Reference yield: 40.0%

methyl magnesium iodide (917-64-6) + N-benzylphthalimide (2142-01-0) → 2-benzyl-1,1,3,3-tetramethylisoindoline (82894-83-5)

Guidance literature:

In toluene; at 110 ℃; for 4h;

DOI:10.1016/j.jorganchem.2007.11.009

Reference yield:

phthalic anhydride (85-44-9) + benzylamine (100-46-9) → 2-benzyl-1,1,3,3-tetramethylisoindoline (82894-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 1 h / Reflux

2: toluene / 4 h / Reflux

With acetic acid; In toluene; 2: |Grignard Reaction;

DOI:10.1002/ejoc.201201551

upstream raw materials:

methyl magnesium iodide

N-benzylphthalimide

methylmagnesium bromide

phthalic anhydride

Downstream raw materials:

5-bromo-1,1,3,3-tetramethylisoindoline

5-bromo-1,1,3,3-tetramethylisoindoline

5,6-dibromo-1,1,3,3-tetramethylisoindoline

2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole

Refernces

• 1、 Haugland, Marius M.,El-Sagheer, Afaf H.,Porter, Rachel J.,Pe?a, Javier,Brown, Tom,Anderson, Edward A.,Lovett, Janet E.. "2′-Alkynylnucleotides: A Sequence- and Spin Label-Flexible Strategy for EPR Spectroscopy in DNA". . p. 9069 - 9072. Retrieved 2016/08/05.
• 2、 Chan, Kin Shing,Li, Xin Zhu,Lee, Siu Yin. "Ligand-enhanced aliphatic carbon-carbon bond activation of nitroxides by rhodium(II) porphyrin". scheme or table. p. 2850 - 2856. Retrieved 2010/10/03.