N-Butylphthalimide

Base Information

• Chemical Name: N-Butylphthalimide
• CAS No.: 1515-72-6
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 29251900
• European Community (EC) Number: 216-157-5
• NSC Number: 3559
• UNII: 5TH1DKT35E
• DSSTox Substance ID: DTXSID8044591
• Nikkaji Number: J151.140H
• Wikidata: Q27262846
• ChEMBL ID: CHEMBL79250
• Mol file: 1515-72-6.mol

Synonyms:N-Butylphthalimide;1515-72-6;2-Butylisoindoline-1,3-dione;N-(n-Butyl)Phthalimide;1-Phthalimidobutane;2-butylisoindole-1,3-dione;Phthalimide, N-butyl-;1H-Isoindole-1,3(2H)-dione, 2-butyl-;2-Butyl-1H-isoindole-1,3(2H)-dione;N-n-Butylphthalimide;UNII-5TH1DKT35E;5TH1DKT35E;DTXSID8044591;NSC 3559;NSC-3559;EINECS 216-157-5;AI3-02418;butylphthalimide;NSC3559;N-Butyl-phthalimid;N-n-Butyl Phthalimide;N-Butylphthalimide, 97%;1H-Isoindole-1, 2-butyl-;CHEMBL79250;SCHEMBL149620;BUTYLPHTHALIMIDE [INCI];AMY575;DTXCID6024591;Tox21_301961;MFCD00039695;STK067192;AKOS003510799;SB64062;NCGC00186535-01;NCGC00255998-01;AS-62680;2-Butyl-1H-isoindole-1,3(2H)-dione #;CAS-1515-72-6;B0736;CS-0297679;FT-0629301;2-butyl-2,3-dihydro-1H-isoindole-1,3-dione;D88678;Q27262846;Z276509092

Chemical Property of N-Butylphthalimide

Chemical Property:

• Appearance/Colour: slight yellow liquid
• Vapor Pressure: 0.000623mmHg at 25°C
• Melting Point: 29-33 °C
• Refractive Index: 1.562
• Boiling Point: 309.9 °C at 760 mmHg
• PKA: -2.09±0.20(Predicted)
• Flash Point: 130.8 °C
• PSA: 37.38000
• Density: 1.173 g/cm³
• LogP: 2.02060
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

N-Butylphthalimide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-Butylphthalimide

There total 64 articles about N-Butylphthalimide 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%

carbon monoxide (201230-82-2) + o-iodo-methyl-benzoic acid (610-97-9) + N-butylamine (109-73-9,85404-21-3) → N-butylphthalimide (1515-72-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; under 760.051 Torr; Schlenk technique;

DOI:10.1016/j.apcata.2018.04.043

Reference yield: 100.0%

phthalic anhydride (85-44-9) + N-butylamine (109-73-9,85404-21-3) → N-butylphthalimide (1515-72-6)

Guidance literature:

for 0.0333333h; microwave irradiation;

Reference yield: 99.0%

1-bromo-butane (109-65-9) + phthalimide (136918-14-4,85-41-6) → N-butylphthalimide (1515-72-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1055/s-0030-1258398

upstream raw materials:

phthalic anhydride

N-n-butyl-N-methylamine

N-butylamine

1-bromo-butane

Downstream raw materials:

2-(Azepane-1-carbonyl)-N-butyl-benzamide

2-(Azepane-1-carbonyl)-N-cyclohexyl-benzamide

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

1,1,1,3,3,3-hexafluoro-2,2-di(3,4-dicarboxyphenyl)-propane

Refernces

• 1、 Liang, Jun,Lv, Jing,Fan, Ji-Cai,Shang, Zhi-Cai. "Polyethylene glycol as a nonionic liquid solvent for the synthesis of N-alkyl and N-arylimides". . p. 2822 - 2828. Retrieved 2009.
• 2、 Kochi,Singleton. "-". . p. 4649,4662. Retrieved 1968.
• 3、 George, Michael W.,Hanson-Heine, Magnus W. D.,Harrowven, David C.,Kayal, Surajit,Light, Mark E.,Raimbach, William A. T.,Sun, Wei,Sun, Xue-Zhong. "Wavelength dependent photoextrusion and tandem photo-extrusion reactions of ninhydrin bis-acetals for the synthesis of 8-ring lactones, benzocyclobutenes and orthoanhydrides". . p. 1546 - 1549. Retrieved 2022/02/14.
• 4、 Bai, Ya,Shi, Lingling,Zheng, Lianyou,Ning, Shulin,Che, Xin,Zhang, Zhuoqi,Xiang, Jinbao. "Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams". supporting information. p. 2298 - 2302. Retrieved 2021/04/05.