N-Benzylphthalimide

Base Information

• Chemical Name: N-Benzylphthalimide
• CAS No.: 2142-01-0
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• Hs Code.: 29251900
• European Community (EC) Number: 218-395-5
• NSC Number: 2771
• UNII: 3G2A77460J
• DSSTox Substance ID: DTXSID4036647
• Nikkaji Number: J149.454F
• Wikidata: Q27116303
• ChEMBL ID: CHEMBL416887
• Mol file: 2142-01-0.mol

Synonyms:N-Benzylphthalimide;2142-01-0;2-benzylisoindoline-1,3-dione;benzylphthalimide;2-Benzylisoindole-1,3-dione;Phthalimide, N-benzyl-;n-benzylphtalimide;1H-Isoindole-1,3(2H)-dione, 2-(phenylmethyl)-;2-Benzyl-1H-isoindole-1,3(2H)-dione;CHEMBL416887;CHEBI:34866;NSC2771;2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione;NSC-2771;3G2A77460J;2-(Phenylmethyl)-1,3-isoindolinedione;2-(Phenylmethyl)isoindole-1,3(2H)-dione;N-benzylpthalimide;n-benzyl phthalimide;Maybridge1_007213;ChemDiv2_000151;N-Benzylphthalimide, 99%;Cambridge id 5100224;Oprea1_454921;CBDivE_000093;SCHEMBL326305;2-Benzyl-isoindole-1,3-dione;AMY360;DTXSID4036647;UNII-3G2A77460J;HMS561P19;WITXFYCLPDFRNM-UHFFFAOYSA-;HMS1369G19;CAA14201;NSC 2771;EINECS 218-395-5;BDBM50088671;MFCD00023077;STK048584;2-(phenylmethyl)isoindole-1,3-dione;AKOS001483563;SB64266;NCGC00186534-01;AS-59839;2-BENZYL-1,3-DIOXO-2H-ISOINDOLE;2-Benzyl-1H-isoindole-1,3(2H)-dione #;AI3-02617;B1997;CS-0073188;FT-0634060;FT-0657008;4-BENZYL-1H-ISOINDOLE-1,3(2H)-DIONE;W18299;10.14272/WITXFYCLPDFRNM-UHFFFAOYSA-N.1;A815328;AE-848/30539055;SR-01000390068;doi:10.14272/WITXFYCLPDFRNM-UHFFFAOYSA-N.1;J-014043;SR-01000390068-1;2-BENZYL-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOLE;Q27116303;Z18271714;F0405-0287;4-[(2-chloro-4-nitro-phenyl)methylcarbamoylamino]benzenesulfonyl fluoride

Chemical Property of N-Benzylphthalimide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.19E-06mmHg at 25°C
• Melting Point: 114-116 °C
• Refractive Index: 1.66
• Boiling Point: 393.05 °C at 760 mmHg
• PKA: -2.12±0.20(Predicted)
• Flash Point: 179.779 °C
• PSA: 37.38000
• Density: 1.312 g/cm³
• LogP: 2.42070
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

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

N-Benzylphthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=O)C3=CC=CC=C3C2=O
• Uses: N-Benzylphthalimide may be used in the following syntheses:2-benzyl-1,1,3,3-tetraphenylisoindoline tailor-made highly fluorous porphyrin derivativesN-benzylisoindole

Technology Process of N-Benzylphthalimide

There total 125 articles about N-Benzylphthalimide 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) + benzylamine (100-46-9) → N-benzylphthalimide (2142-01-0)

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: 99.0%

phthalic anhydride (85-44-9) + benzylamine (100-46-9) → N-benzylphthalimide (2142-01-0)

Guidance literature:

With acetic acid; for 1h; Reflux;

DOI:10.1021/om1000869

Reference yield: 99.0%

N-methylsulfonylphthalimide (109722-87-4) + benzylamine (100-46-9) → N-benzylphthalimide (2142-01-0)

Guidance literature:

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

DOI:10.1016/j.tetlet.2013.08.066

upstream raw materials:

pyridine

quinoline

2-(benzylcarbamoyl)benzoic acid

phthalic anhydride

Downstream raw materials:

ZIN⁽⁰¹⁶⁾C₀₀₆₅₁

2-benzyl-1,1,3,3-tetramethylisoindoline

2-benzyl-1-ethyl-1,3,3-trimethylisoindoline

N-benzylisoindoline

Refernces

• 1、 Kohara et al.. "-". . p. C37. Retrieved 1978.
• 2、 Kolev, Tsonko,Juchnovski, Ivan. "VIBRATIONAL ASSIGNMENT OF N-BENZYLPHTHALIMIDE AND 15N-BENZYLPHTHALIMIDE". . p. 377 - 380. Retrieved 1995.
• 3、 Wada et al.. "-". . p. 2833. Retrieved 1973.
• 4、 Adjei, Bernard L.,Luzzio, Frederick A.. "An Oxidation Study of Phthalimide-Derived Hydroxylactams". . . Retrieved 2022/01/24.
• 5、 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.