4-Bromophthalimide

Base Information

• Chemical Name: 4-Bromophthalimide
• CAS No.: 6941-75-9
• Molecular Formula: C8H4 Br N O2
• Molecular Weight: 226.029
• Hs Code.: 2925190090
• European Community (EC) Number: 678-056-6
• NSC Number: 38028
• DSSTox Substance ID: DTXSID90284615
• Nikkaji Number: J2.636.978I
• Wikidata: Q72511473
• Mol file: 6941-75-9.mol

Synonyms:4-Bromophthalimide;6941-75-9;5-Bromoisoindoline-1,3-dione;5-Bromo-isoindole-1,3-dione;5-bromoisoindole-1,3-dione;4-Bromo phthalimide;5-Bromo-2,3-Dihydro-1H-Isoindole-1,3-Dione;5-bromo-1H-isoindole-1,3(2H)-dione;1H-ISOINDOLE-1,3(2H)-DIONE, 5-BROMO-;MFCD00466049;5-bromophthalimide;NSC38028;CBDivE_014103;SCHEMBL383829;5-Bro moisoindoline-1,3-dione;DTXSID90284615;GNYICZVGHULCHE-UHFFFAOYSA-N;NSC-38028;STK387130;AKOS003234806;AC-2802;AC-8527;CS-W004872;FS-2392;PB30646;AM804238;BP-10741;SY002956;B2009;FT-0617919;5-bromo-1,3-dihydro-1,3-dioxo-2H-isoindole;EN300-100647;W-203545;Z57127360

Chemical Property of 4-Bromophthalimide

Chemical Property:

• Appearance/Colour: yellow to slight yellow powder
• Melting Point: 235 °C
• PKA: 9.19±0.20(Predicted)
• PSA: 46.17000
• Density: 1.826g/cm³
• LogP: 1.66150
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in N,N-DMF almost transparency.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 224.94254
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

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

4-Bromophthalimide >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)NC2=O
• Uses: It is used as a intermediate for pharmaceutical and organic synthesis.

Technology Process of 4-Bromophthalimide

There total 4 articles about 4-Bromophthalimide 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%

4-bromo-o-xylene (583-71-1) → 5-Bromoisoindoline-1,3-dione (6941-75-9) + 4-bromobenzenecarbonitrile (623-00-7) + 4-bromo-2-methylbenzonitrile (67832-11-5) + 4-bromo-1,2-dicyanobenzene (70484-01-4)

Guidance literature:

With ammonia; oxygen; at 359.84 ℃; for 0.000519444h; Time; Temperature; Concentration; Mechanism; Inert atmosphere;

DOI:10.1134/S1070363210080177

Reference yield:

4-bromo-2-methylbenzonitrile (67832-11-5) → 5-Bromoisoindoline-1,3-dione (6941-75-9) + carbon dioxide (124-38-9,18923-20-1) + 4-bromobenzenecarbonitrile (623-00-7) + 4-bromo-1,2-dicyanobenzene (70484-01-4)

Guidance literature:

With V-Sb-Bi-Zr/γ-Al₂O₃-oxide catalyst; at 359.84 ℃; Solvent; Kinetics;

DOI:10.1134/S1070363213030158

Reference yield:

4-bromo-o-xylene (583-71-1) → 5-Bromoisoindoline-1,3-dione (6941-75-9) + 4-bromobenzenecarbonitrile (623-00-7) + 4-bromo-1-ethynyl-2-methylbenzene (1312479-78-9) + 4-bromo-1,2-dicyanobenzene (70484-01-4)

Guidance literature:

With ammonia; oxygen; Pressure; Temperature; Time; Kinetics; Equilibrium constant; Activation energy;

DOI:10.1134/S1070363210090100

upstream raw materials:

4-bromo-o-xylene

4-bromo-2-methylbenzonitrile

phthalic anhydride

Downstream raw materials:

5-bromo-6-nitro-isoindole-1,3-dione

4-Bromophthalamid

5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione

5-(phenylthio)isoindoline-1,3-dione

Refernces

• 1、 Tso, Shih-Chia,Lou, Mingliang,Wu, Cheng-Yang,Gui, Wen-Jun,Chuang, Jacinta L.,Morlock, Lorraine K.,Williams, Noelle S.,Wynn, R. Max,Qi, Xiangbing,Chuang, David T.. "Development of Dihydroxyphenyl Sulfonylisoindoline Derivatives as Liver-Targeting Pyruvate Dehydrogenase Kinase Inhibitors". . p. 1142 - 1150. Retrieved 2017/02/19.
• 2、 Bagirzade,Tagiev. "Kinetics of oxidative ammonolysis of 4-bromo-o-xylene: V. Synthesis of 4-bromophthalonitrile". . p. 1085 - 1090. Retrieved 2014/08/05.