2-(4-Bromobenzyl)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-(4-Bromobenzyl)isoindoline-1,3-dione
• CAS No.: 153171-22-3
• Molecular Formula: C15H10BrNO2
• Molecular Weight: 316.154
• DSSTox Substance ID: DTXSID10358408
• Nikkaji Number: J1.469.197I
• Wikidata: Q82138939
• Mol file: 153171-22-3.mol

Synonyms:2-(4-Bromobenzyl)isoindoline-1,3-dione;153171-22-3;2-(4-broMobenzyl)-1H-isoindole-1,3(2H)-dione;2-[(4-bromophenyl)methyl]isoindole-1,3-dione;N-(4-Bromobenzyl)phthalimide;1H-Isoindole-1,3(2H)-dione, 2-[(4-bromophenyl)methyl]-;N-(4-bromobenzyl)phthaimide;SCHEMBL540079;4-phthalimidomethyl bromobenzene;DTXSID10358408;OEIUKCOEPYIPFD-UHFFFAOYSA-N;MFCD04210206;AKOS000343818;AM86651;SB64174;AS-66146;CS-0186411;N10157;A883843;SR-01000265841;SR-01000265841-1;2-[(4-Bromophenyl)methyl]-1H-isoindole-1,3(2H)-dione;2-[(4-bromophenyl)methyl]-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property of 2-(4-Bromobenzyl)isoindoline-1,3-dione

Chemical Property:

• Melting Point: 133 °C
• Boiling Point: 445.7±28.0 °C(Predicted)
• PKA: -2.29±0.20(Predicted)
• Density: 1.604±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 314.98949
• Heavy Atom Count: 19
• Complexity: 352

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Bromobenzyl)isoindoline-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CC3=CC=C(C=C3)Br

Technology Process of 2-(4-Bromobenzyl)isoindoline-1,3-dione

There total 7 articles about 2-(4-Bromobenzyl)isoindoline-1,3-dione 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: 100.0%

potassium phtalimide (1074-82-4) + 1-bromomethyl-4-bromobenzene (589-15-1) → 2-(4-bromobenzyl)-1H-isoindole-1,3(2H)-dione (153171-22-3)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 6h;

DOI:10.1016/j.bmc.2014.05.001

Reference yield: 95.0%

phthalimide (136918-14-4,85-41-6) + 1-bromomethyl-4-bromobenzene (589-15-1) → 2-(4-bromobenzyl)-1H-isoindole-1,3(2H)-dione (153171-22-3)

Guidance literature:

phthalimide; With potassium carbonate; for 1h; Milling;

1-bromomethyl-4-bromobenzene; In N,N-dimethyl-formamide; for 1h; Milling;

DOI:10.3762/bjoc.13.169

Reference yield: 91.0%

phthalic anhydride (85-44-9) + 4-Bromobenzylamine (3959-07-7) → 2-(4-bromobenzyl)-1H-isoindole-1,3(2H)-dione (153171-22-3)

Guidance literature:

With acetic acid; at 120 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02287

upstream raw materials:

potassium phtalimide

1-bromomethyl-4-bromobenzene

phthalic anhydride

4-bromobenzylamine hydrochloride

Downstream raw materials:

N-(4-bromo-benzyl)-phthalamic acid

4-Bromobenzylamine

2-(p-bromobenzyl)-1,1,3,3-tetramethyl-1,3-disilaisoindoline

N-(4-bromo-benzyl)-acetamide