N-(4-Bromobutyl)phthalimide

Base Information

• Chemical Name: N-(4-Bromobutyl)phthalimide
• CAS No.: 5394-18-3
• Molecular Formula: C12H12BrNO2
• Molecular Weight: 282.137
• Hs Code.: 29251995
• European Community (EC) Number: 226-401-2
• NSC Number: 575
• DSSTox Substance ID: DTXSID40202228
• Nikkaji Number: J150.022H
• Wikidata: Q72452202
• ChEMBL ID: CHEMBL288310
• Mol file: 5394-18-3.mol

Synonyms:N-(4-Bromobutyl)phthalimide;5394-18-3;2-(4-Bromobutyl)isoindoline-1,3-dione;2-(4-bromobutyl)isoindole-1,3-dione;MFCD00005905;1H-Isoindole-1,3(2H)-dione, 2-(4-bromobutyl)-;2-(4-Bromobutyl)-1H-isoindole-1,3(2H)-dione;C12H12BrNO2;n-(4-bromobutyl) phthalimide;n-(4-bromobutyl)-phthalimide;NSC 575;EINECS 226-401-2;2-(4-bromobutyl)-2,3-dihydro-1H-isoindole-1,3-dione;NSC575;N-bromobutylphthalimide;4-phathalimido bromobutane;4-phthalimidobutyl bromide;N-(4bromobutyl)phthalimide;N-4-bromobutyl phthalimide;N-4-bromobutyl-phthalimide;N-(4-bromobutyl)phtalimide;N-(4-bromobutyl)phthalimid;1-Phthalimido-4-bromobutane;SCHEMBL14468;N-(4-bromo-butyl)phthalimide;CHEMBL288310;N-[4-(bromo)butyl]phthalimide;UXFWTIGUWHJKDD-UHFFFAOYSA-;DTXSID40202228;N-(4-Bromobut-1-yl)phthalimide;NSC-575;Phthalimide, N-(4-bromobutyl)-;N-(.omega.-Bromobutyl)phthalimide;STR07112;N-(4-Bromobutyl)phthalimide, 98%;AKOS000280838;CS-W018541;SB66090;(S)-1-[(RP)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}ethyldi-tert-butylphosphine;2-(4-Bromo-butyl)-isoindole-1,3-dione;AC-19618;BP-12758;SY017611;2-(4-bromobutyl)isoindole-1,3(2H)dione;AM20060911;B1394;FT-0629207;EN300-16984;A23178;F12368;2-(4-bromobutyl)-1H-isoindole-1.3(2H)-dione;2-(4-bromobutyl)-1h -isoindole-1,3(2h)-dione;SR-01000035765;2-(4-Bromobutyl)-1H-isoindole-1,3(2H)-dione #;SR-01000035765-1;W-105692

Chemical Property of N-(4-Bromobutyl)phthalimide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 5.13E-06mmHg at 25°C
• Melting Point: 76-80 °C
• Refractive Index: 1.602
• Boiling Point: 381.3 °C at 760 mmHg
• PKA: -2.15±0.20(Predicted)
• Flash Point: 184.4 °C
• PSA: 37.38000
• Density: 1.513 g/cm³
• LogP: 2.39560
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in ethanol. Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 281.00514
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Bromobutyl)phthalimide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCBr
• Uses: N-(4-Bromobutyl)phthalimide is used in organic synthesis and the production of pharmaceutical. It can react with 1-phenyl-piperazine to get N-[4-(4-phenyl-piperazin-1-yl)-butyl]-phthalimide. It is a useful synthesis reagent used to synthesize B-cyclodextrin derivatives.

Technology Process of N-(4-Bromobutyl)phthalimide

There total 17 articles about N-(4-Bromobutyl)phthalimide 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: 95.0%

1,4-dibromo-butane (110-52-1) + phthalimide (136918-14-4,85-41-6) → 2-(4-bromobutyl)isoindoline-1,3-dione (5394-18-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetone; at 20 ℃; for 24h;

DOI:10.1021/acschemneuro.9b00226

Reference yield: 92.4%

1,4-dibromo-butane (110-52-1) + potassium phtalimide (1074-82-4) → 2-(4-bromobutyl)isoindoline-1,3-dione (5394-18-3)

Guidance literature:

at 115 ℃; for 15h;

Reference yield: 85.0%

1,4-dibromo-butane (110-52-1) + phthalimide (136918-14-4,85-41-6) → 2-(4-bromobutyl)isoindoline-1,3-dione (5394-18-3) + 1,4-bis(phthalimido)butane (3623-90-3)

Guidance literature:

With potassium carbonate; at 160 - 165 ℃; for 4h;

upstream raw materials:

1,4-dibromo-butane

potassium phtalimide

phthalimide

1,1-dibromobutane

Downstream raw materials:

2-<2-(Methylthio)butyl>-1H-isoindole-1,3(2H)-dione

2-[4-(4-Nitrophenoxy)butyl]-1H-isoindole-1,3(2H)-dione

5-(1,3-dioxoisoindolin-2-yl)pentanenitrile

4-(benzylthio)butan-1-amine

Refernces

• 1、 Trinh, Huu Vinh,Perrin, Lionel,Goekjian, Peter G.,Gueyrard, David. "Development of a Modified Julia Olefination of Imides for the Synthesis of Alkaloids". . p. 2944 - 2953. Retrieved 2016.
• 2、 Sestito, Simona,Pruccoli, Letizia,Runfola, Massimiliano,Citi, Valentina,Martelli, Alma,Saccomanni, Giuseppe,Calderone, Vincenzo,Tarozzi, Andrea,Rapposelli, Simona. "Design and synthesis of H2S-donor hybrids: A new treatment for Alzheimer's disease?". . . Retrieved 2019.
• 3、 Samsonova, Jeanne V.,Uskova, Natalya A.,Andresyuk, Alexey N.,Franek, Milan,Elliott, Christopher T.. "Biacore biosensor immunoassay for 4-nonylphenols: Assay optimization and applicability for shellfish analysis". . p. 975 - 985. Retrieved 2004.
• 4、 Cedrowski, Jakub,D?browa, Kajetan,Przybylski, Pawe?,Krogul-Sobczak, Agnieszka,Litwinienko, Grzegorz. "Antioxidant activity of two edible isothiocyanates: Sulforaphane and erucin is due to their thermal decomposition to sulfenic acids and methylsulfinyl radicals". . . Retrieved 2021/03/30.
• 5、 Bhowal, Rohit,Biswas, Suprakash,Chopra, Deepak,Dutta, Tanoy,Koner, Apurba L.,Silswal, Akshay. "Strategic engineering of alkyl spacer length for a pH-tolerant lysosome marker and dual organelle localization". . p. 9630 - 9644. Retrieved 2021/07/28.