[(1E)-2-Nitrobut-1-en-1-yl]benzene

Base Information

• Chemical Name: [(1E)-2-Nitrobut-1-en-1-yl]benzene
• CAS No.: 1202-32-0
• Molecular Formula: C10H11 N O2
• Molecular Weight: 177.203
• NSC Number: 23481
• DSSTox Substance ID: DTXSID90417885
• Mol file: 1202-32-0.mol

Synonyms:1202-32-0;NSC23481;[(1E)-2-Nitrobut-1-en-1-yl]benzene;SCHEMBL8137951;1-Butene, 2-nitro-1-phenyl-;SCHEMBL23112863;DTXSID90417885;Benzene, (2-nitro-1-butenyl)-;(2-Nitro-but-2-en-1-yl)-benzene;NSC-23481;[(E)-2-nitro-but-1-enyl]-benzene;1-Butene (8CI), 2-nitro-1-phenyl-;Benzene (9CI), (2-nitro-1-butenyl)-;J-500888

Chemical Property of [(1E)-2-Nitrobut-1-en-1-yl]benzene

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Boiling Point: 279°C at 760 mmHg
• Flash Point: 121°C
• Density: 1.111g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=CC1=CC=CC=C1)[N+](=O)[O-]
• Isomeric SMILES: CC/C(=C\C1=CC=CC=C1)/[N+](=O)[O-]

Technology Process of [(1E)-2-Nitrobut-1-en-1-yl]benzene

There total 6 articles about [(1E)-2-Nitrobut-1-en-1-yl]benzene 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: 58.0%

benzaldehyde (100-52-7) + 1-Nitropropane (108-03-2) → 2-Nitro-1-phenyl-1-butene (1202-32-0)

Guidance literature:

With piperidine; for 0.25h; Irradiation;

DOI:10.1055/s-1994-25453

Reference yield: 52.0%

1-Nitropropane (108-03-2) + benzylamine (100-46-9) → 2-Nitro-1-phenyl-1-butene (1202-32-0)

Guidance literature:

With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen; at 80 ℃; for 12h;

DOI:10.1021/acscatal.9b03442

Reference yield:

Acetic acid 1-(nitro-phenyl-methyl)-propyl ester (62634-69-9) → 2-Nitro-1-phenyl-1-butene (1202-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: Et₃N

With triethylamine;

upstream raw materials:

benzaldehyde

1-Nitropropane

((E)-1-Nitro-but-2-enyl)-benzene

1-nitro-1-phenylbut-1-ene

Downstream raw materials:

2-methyl-3-(2-nitro-1-phenyl-butyl)-indole

benzyl ethyl ketone

1-phenyl-2-nitrobutane

((4R,5R)-3-Ethyl-2-oxy-4-phenyl-4,5-dihydro-isoxazol-5-yl)-phenyl-methanone

Refernces

• 1、 Jana, Sourav,Chakraborty, Amrita,Shirinian, Valerii Z.,Hajra, Alakananda. "Synthesis of Benzo[4,5]imidazo[2,1-b]thiazole by Copper(II)-Catalyzed Thioamination of Nitroalkene with 1H-Benzo[d]imidazole-2-thiol". supporting information. p. 2402 - 2408. Retrieved 2018/05/08.
• 2、 Quan, Xue-Jing,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui. "Erratum: Correction to p -toluenesulfonic acid mediated 1,3-dipolar cycloaddition of nitroolefins with NaN3 for synthesis of 4-Aryl- NH -1,2,3-triazoles (Organic Letters (2014) 16:21 (5728-5731) DOI: 10.1021/ol5027975)". supporting information. p. 393 - 393. Retrieved 2015/01/30.