N-sec-Butylphthalimide

Base Information

• Chemical Name: N-sec-Butylphthalimide
• CAS No.: 10108-61-9
• Deprecated CAS: 35648-75-0
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241
• Hs Code.: 2925190090
• European Community (EC) Number: 233-295-1
• NSC Number: 5681
• DSSTox Substance ID: DTXSID40864209
• Nikkaji Number: J50.515C
• Mol file: 10108-61-9.mol

Synonyms:N-sec-Butylphthalimide;10108-61-9;2-(sec-Butyl)isoindoline-1,3-dione;2-butan-2-ylisoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(1-methylpropyl)-;Phthalimide, N-sec-butyl-;N-sek.Butylftalimid [Czech];N-sek.Butylftalimid;NSC 5681;EINECS 233-295-1;AI3-02419;NSC5681;N-(sec-Butyl)phthalimide;SCHEMBL6127956;2-s-butyl-isoindole-1,3-dione;DTXSID40864209;NSC-5681;WLN: T56 BVNVJ C1Y1&1;AKOS003488814;AKOS022174772;SB64897;1H-Isoindole-1, 2-(1-methylpropyl)-;2-(1-methyl-propyl)-isoindole-1,3-dione;LS-109446;2-sec-butyl-1,3-dioxo-2,3-dihydro-1h-isoindole-;W-110247

Chemical Property of N-sec-Butylphthalimide

Chemical Property:

• Vapor Pressure: 0.00097mmHg at 25°C
• Melting Point: 33-35 °C
• Refractive Index: 1.569
• Boiling Point: 302.8°Cat760mmHg
• PKA: -2.09±0.20(Predicted)
• Flash Point: 126°C
• PSA: 37.38000
• Density: 1.187g/cm³
• LogP: 2.01900
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

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

2-(sec-Butyl)isoindoline-1,3-dione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)N1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-sec-Butylphthalimide

There total 17 articles about N-sec-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: 86.0%

phthalic anhydride (85-44-9) + (S)-2-aminobutane (513-49-5) → (S)-2-(sec-butyl)isoindoline-1,3-dione (10108-61-9,31519-56-9,35648-75-0)

Guidance literature:

In 1,4-dioxane; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1039/d0ob00052c

Reference yield: 84.0%

phthalimide (136918-14-4,85-41-6) + s-butyl bromide (78-76-2,5787-31-5) → N-(1-methylpropyl)phthalimide (10108-61-9,153922-75-9)

Guidance literature:

With potassium hydroxide; Aliquat 336; In toluene; at 100 ℃; for 16h;

Reference yield: 73.0%

SEC-BUTYLAMINE (33966-50-6) + N-methylsulfonylphthalimide (109722-87-4) → N-(1-methylpropyl)phthalimide (10108-61-9,153922-75-9)

Guidance literature:

With triethylamine; In dichloromethane; at 23 - 25 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.08.066

upstream raw materials:

N-((S)-2-[1,3]dithiolan-2-yl-1-methyl-ethyl)-phthalimide

potassium phtalimide

(S)-2-butanol

phthalic anhydride

Downstream raw materials:

N-sec-butyl-phthalamic acid

Refernces

• 1、 Belviso, Sandra,Mazzeo, Giuseppe,Padula, Daniele,Santoro, Ernesto,Scafato, Patrizia,Superchi, Stefano. "Amplification of the chiroptical response of UV-Transparent amines and alcohols by: N-phthalimide derivatization enabling absolute configuration determination through ECD computational analysis". . p. 2094 - 2102. Retrieved 2020/03/27.
• 2、 Pace, Vittorio,Hoyos, Pilar,Fernandez, Maria,Sinisterra, Jose V.,Alcantara, Andres R.. "2-Methyltetrahydrofuran as a suitable green solvent for phthalimide functionalization promoted by supported KF". supporting information; experimental part. p. 1380 - 1382. Retrieved 2010/09/05.