(S)-(-)-N-(1-Phenylethyl)maleimide

Base Information

• Chemical Name: (S)-(-)-N-(1-Phenylethyl)maleimide
• CAS No.: 60925-76-0
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2925190090
• European Community (EC) Number: 621-805-9
• DSSTox Substance ID: DTXSID20424901
• Nikkaji Number: J74.426C
• Wikidata: Q82237668
• Mol file: 60925-76-0.mol

Synonyms:(S)-(-)-N-(1-Phenylethyl)maleimide;60925-76-0;1-[(1S)-1-phenylethyl]pyrrole-2,5-dione;(S)-1-(1-Phenylethyl)-1H-pyrrole-2,5-dione;(S)-MBzMI;SCHEMBL3817361;DTXSID20424901;(1s)-N-(1-phenylethyl) maleimide;AKOS015888873;(S)-(-)-N-(1-Phenylethyl)maleimide, 97%;F87338;1-[(1S)-1-phenylethyl]-2,5-dihydro-1H-pyrrole-2,5-dione

Chemical Property of (S)-(-)-N-(1-Phenylethyl)maleimide

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 33-35 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 335.9°C at 760 mmHg
• PKA: -2.37±0.20(Predicted)
• Flash Point: 113 °C
• PSA: 37.38000
• Density: 1.244g/cm³
• LogP: 1.61050
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-(?)-N-(1-Phenylethyl)maleimide 97% ^*data from reagent suppliers

Safty Information:

• 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: CC(C1=CC=CC=C1)N2C(=O)C=CC2=O
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N2C(=O)C=CC2=O

Technology Process of (S)-(-)-N-(1-Phenylethyl)maleimide

There total 20 articles about (S)-(-)-N-(1-Phenylethyl)maleimide 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: 94.0%

C12H13NO3 → (S)-(-)-α-Methylbenzylmaleimide (60925-76-0)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; dimethyl sulfate; In water; 1,2-dichloro-ethane; at 20 ℃; for 8h;

Reference yield: 93.0%

C12H13NO3 (108088-06-8) → N-(S)-(-)-α-Methylbenzylmaleimide (6129-15-3,60925-76-0,94132-27-1,89143-10-2)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; dimethyl sulfate; In water; 1,2-dichloro-ethane; at 20 ℃; for 8h;

Reference yield: 88.0%

(S)-1-phenyl-ethylamine (2627-86-3) + exo-oxabicylo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride → (S)-(-)-α-Methylbenzylmaleimide (60925-76-0)

Guidance literature:

In xylene; for 12h; Heating;

DOI:10.1016/S0040-4039(00)02037-2

upstream raw materials:

N-(1-phenylethyl)maleamidic acid

rac-methylbenzylamine

C₁₂H₁₃NO₃

(Z)-3-((S)-1-Phenyl-ethylcarbamoyl)-acrylic acid

Downstream raw materials:

1'-(1-Phenyl-ethyl)-[1,3']bipyrrolidinyl-2',5'-dione

1-(1-Phenyl-ethyl)-3-piperidin-1-yl-pyrrolidine-2,5-dione

2-(1-Phenyl-ethyl)-3a,4,6,7,8,9,9a,9b-octahydro-benzo[e]isoindole-1,3-dione

4-Methoxy-2-(1-phenyl-ethyl)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione

Refernces

• 1、 Mandal, Rajib,Emayavaramban, Balakumar,Sundararaju, Basker. "Cp?Co(III)-Catalyzed C-H Alkylation with Maleimides Using Weakly Coordinating Carbonyl Directing Groups". supporting information. p. 2835 - 2838. Retrieved 2018/05/29.
• 2、 Puerto Galvis, Carlos E.,Kouznetsov, Vladimir V.. "An unexpected formation of the novel 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton during the reaction of furfurylamine with maleimides and their bioprospection using a zebrafish embryo model". supporting information. p. 407 - 411. Retrieved 2013/02/25.