N-Isobutylphthalimide

Base Information

• Chemical Name: N-Isobutylphthalimide
• CAS No.: 304-19-8
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Hs Code.: 2925190090
• NSC Number: 71474
• DSSTox Substance ID: DTXSID80184478
• Nikkaji Number: J107.156D
• Wikidata: Q83055391
• Mol file: 304-19-8.mol

Synonyms:N-Isobutylphthalimide;304-19-8;N-Isobutilftalimmide;N-Isobutilftalimmide [Italian];Phthalimide, N-isobutyl-;NSC 71474;BRN 0147770;AI3-01397;5-21-10-00279 (Beilstein Handbook Reference);1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)-;1H-Isoindole-1,3(2H)-dione, 2-(2-methylpropyl)-;1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI);NSC71474;N-Isobutyl-phthalimid;Cambridge id 5138317;NCIOpen2_003356;2-(2-methylpropyl)-1H-isoindole-1,3(2H)-dione;SCHEMBL4482770;2-Isobutylisoindoline-1,3-dione;DTXSID80184478;NSC-71474;STK369146;AKOS005444575;2-Isobutyl-1H-isoindole-1,3(2H)-dione;LS-109487;SR-01000196645;SR-01000196645-1;2-(2-methylpropyl)-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property of N-Isobutylphthalimide

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Boiling Point: 294°Cat760mmHg
• Flash Point: 126.2°C
• PSA: 37.38000
• Density: 1.171g/cm³
• LogP: 1.87650
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

99%min ^*data from raw suppliers

1H-ISOINDOLE-1,3(2H)-DIONE, 2-(2-METHYLETHYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CN1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-Isobutylphthalimide

There total 19 articles about N-Isobutylphthalimide 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: 91.0%

phthalimide (136918-14-4,85-41-6) + isobutylamine (78-81-9) → (N-isobutyl)phthalimide (304-19-8)

Guidance literature:

With dipotassium peroxodisulfate; In water; at 100 ℃; for 0.166667h; Microwave irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2015.06.052

Reference yield: 90.0%

phthalic anhydride (85-44-9) + isobutylamine (78-81-9) → (N-isobutyl)phthalimide (304-19-8)

Guidance literature:

With tantalum pentachloride; In solid matrix; for 0.0833333h; Irradiation;

DOI:10.1016/S0040-4039(97)10116-2

Reference yield: 85.0%

rac-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl acetate (203852-64-6) → (N-isobutyl)phthalimide (304-19-8)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1002/hlca.19980810208

upstream raw materials:

phthalic anhydride

isobutylamine

Isobutyl bromide

potassium phtalimide

Downstream raw materials:

4-methylbenzotrifluoride

C₂₀H₂₀F₃NO₂

p-fluorotoluene

C₁₉H₂₀FNO₂

Refernces

• 1、 Chen, Kun-Quan,Wang, Zhi-Xiang,Chen, Xiang-Yu. "Photochemical Decarboxylative C(sp3)-X Coupling Facilitated by Weak Interaction of N-Heterocyclic Carbene". supporting information. p. 8059 - 8064. Retrieved 2020/11/02.
• 2、 Ji, Fanghua,Li, Jianxiao,Li, Xianwei,Guo, Wei,Wu, Wanqing,Jiang, Huanfeng. "Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile". . p. 104 - 112. Retrieved 2018/02/19.