Styrene, alpha-nitro-

Base Information

• Chemical Name: Styrene, alpha-nitro-
• CAS No.: 5468-44-0
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2904209090
• NSC Number: 11453
• UNII: ACP2SW5PWR
• DSSTox Substance ID: DTXSID00203135
• Nikkaji Number: J49.496H
• Wikidata: Q83076488
• Mol file: 5468-44-0.mol

Synonyms:alpha-Nitrostyrene;Styrene, alpha-nitro-;Benzene, (1-nitroethenyl)-;1-Nitro-1-phenylethylene;5468-44-0;ACP2SW5PWR;NSC 11453;BRN 2325746;NSC-11453;UNII-ACP2SW5PWR;Styrene, .alpha.-nitro-;WLN: WNYR&U1;SCHEMBL4374315;DTXSID00203135;NSC11453;LS-147226

Chemical Property of Styrene, alpha-nitro-

Chemical Property:

• Vapor Pressure: 0.0185mmHg at 25°C
• Boiling Point: 261.7°C at 760 mmHg
• Flash Point: 122°C
• PSA: 45.82000
• Density: 1.134g/cm³
• LogP: 2.45720
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)[N+](=O)[O-]

Technology Process of Styrene, alpha-nitro-

There total 9 articles about Styrene, alpha-nitro- 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: 78.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → α-nitrostyrene (5468-44-0)

Guidance literature:

With iodine; sodium nitrite; In 1,2-dimethoxyethane; water; ethyl acetate; at 0 - 20 ℃; for 48h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201902138

Reference yield: 75.0%

N-(1-phenylvinyl)-O-(trimethylsilyl)-N-((trimethylsilyl)oxy)hydroxylamine (344899-62-3) → α-nitrostyrene (5468-44-0)

Guidance literature:

With bromine; tetrabutylammonium acetate; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2005.05.113

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + nitric acid (7697-37-2,78989-43-2) → α-nitrostyrene (5468-44-0) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

heating;

upstream raw materials:

β-nitrophenetyl phenyl selenide

N-(1-phenylvinyl)-O-(trimethylsilyl)-N-((trimethylsilyl)oxy)hydroxylamine

styrene

1-nitro-1-phenylmethane

Downstream raw materials:

3,5-diphehylisoxazole

(2R,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone

(2S,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone

3-(4-chlorophenyl)-5-phenylisoxazole

Refernces

• 1、 Kunetsky, Roman A.,Dilman, Alexander D.,Struchkova, Marina I.,Tartakovsky, Vladimir A.,Ioffe, Sema L.. "Novel synthesis of α-nitroalkenes from nitroalkanes via halogenation of intermediate N,N-bis(silyloxy)enamines". . p. 5203 - 5205. Retrieved 2007/10/03.
• 2、 Hayama, Takashi,Tomoda, Shuji,Takeuchi, Yoshito,Nomura, Yujiro. "SYNTHESIS OF CONJUGATED NITROALKENES VIA NITROSELENENYLATION OF ALKENES". . p. 4733 - 4734. Retrieved 2007/10/02.