m-(2-Nitrovinyl)nitrobenzene

Base Information

• Chemical Name: m-(2-Nitrovinyl)nitrobenzene
• CAS No.: 882-26-8
• Molecular Formula: C8H6 N2 O4
• Molecular Weight: 194.147
• Hs Code.: 2904209090
• NSC Number: 81884,23862
• DSSTox Substance ID: DTXSID60879315
• Nikkaji Number: J1.245.299C,J61.356H
• Wikidata: Q76304817
• ChEMBL ID: CHEMBL4751295
• Mol file: 882-26-8.mol

Synonyms:882-26-8;beta,3-Dinitrostyrene;1-nitro-3-(2-nitrovinyl)benzene;m-(2-Nitrovinyl)nitrobenzene;1-Nitro-3-[(E)-2-nitroethenyl]benzene;m,.beta.-Dinitrostyrene;trans-m,beta-Dinitrostyrene;Styrene, m,beta-dinitro-, (E)-;34441-47-9;3-Nitro-omega-nitrostyrene;Benzene, 1-nitro-3-(2-nitroethenyl)-;Styrene, m,.beta.-dinitro-;CHEMBL4751295;1-Nitro-3-[2-nitrovinyl]benzene;1-Nitro-2-(m-nitrophenyl)ethylene;1-nitro-3-(2-nitroethenyl)benzene;Benzene, 1-nitro-3-(2-nitroethenyl)-, (E)-;b,3-DINITROSTYRENE;3-Nitro-b-nitrostyrene;NSC23862;(E)-beta,3-Dinitrostyrene;3-Nitro-.beta.-nitrostyrene;SCHEMBL8625803;SCHEMBL8625808;HMS562C14;DTXSID60879315;YOEGXQQUPVDQEE-SNAWJCMRSA-N;2-Nitro-1-(3-nitrophenyl)ethene;NSC81884;ANM102890;BDBM50561073;MFCD00052063;NSC 23862;NSC 81884;NSC-23862;NSC-81884;Ethene,1-(3-nitrophenyl)-2-nitro-;AKOS001274722;AKOS017269672;(e)-1-nitro-3-(2-nitrovinyl)benzene;AS-9668;PD169675;LS-147218;1-NITRO-3-(2-NITRO-VINYL)-BENZENE;CS-0330680;EN300-34439;Z57640736

Chemical Property of m-(2-Nitrovinyl)nitrobenzene

Chemical Property:

• Vapor Pressure: 0.000121mmHg at 25°C
• Melting Point: 125 °C
• Boiling Point: 345.6°C at 760 mmHg
• Flash Point: 175.4°C
• PSA: 91.64000
• Density: 1.401g/cm³
• LogP: 2.88860
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 194.03275668
• Heavy Atom Count: 14
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

1-Nitro-3-[(E)-2-nitroethenyl]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of m-(2-Nitrovinyl)nitrobenzene

There total 32 articles about m-(2-Nitrovinyl)nitrobenzene 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: 97.6%

nitromethane (75-52-5) + 3-nitro-benzaldehyde (99-61-6) → 3-nitro-β-nitrostyrene (882-26-8)

Guidance literature:

With ammonium acetate; acetic acid; for 8h; Reflux;

DOI:10.1039/c0gc00830c

Reference yield: 92.0%

C8H6N2O5 → (E)-1-nitro-3-(2-nitrovinyl)benzene (882-26-8,34441-47-9)

Guidance literature:

With sodium iodide; tin(ll) chloride; In ethanol; for 0.116667h; Reflux; Green chemistry;

DOI:10.1055/s-0034-1378821

Reference yield: 88.0%

1-nitro-3-vinyl-benzene (586-39-0,51209-60-0) → (E)-1-nitro-3-(2-nitrovinyl)benzene (882-26-8,34441-47-9)

Guidance literature:

With silver(I) nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In 1,2-dichloro-ethane; at 70 ℃; for 12h; stereoselective reaction; Molecular sieve;

DOI:10.1021/ja311942e

upstream raw materials:

m-Nitrocinnamic Acid

(2-nitroethenyl)benzene

1,5-bis-(3-nitro-phenyl)-penta-1,4-dien-3-one

1-nitro-4-phenyl-but-3-en-2-one

Downstream raw materials:

1-[2-nitro-1-(3-nitro-phenyl)-ethyl]-piperidine

3-Nitro-1-(1,3,3-trinitropentyl-2)-benzol

1-(1,2-dibromo-2-nitro-ethyl)-3-nitro-benzene

(1-<3-Nitro-phenyl>-2-nitro-ethylmercapto)-essigsaeure

Refernces

• 1、 Zhang, Gang,Li, Shan,Wang, Feng,Jones, Amanda C.,Goldberg, Alexander F.G.,Lin, Benjamin,Virgil, Scott,Stoltz, Brian M.,Deshaies, Raymond J.,Chou, Tsui-Fen. "A covalent p97/VCP ATPase inhibitor can overcome resistance to CB-5083 and NMS-873 in colorectal cancer cells". . . Retrieved 2021/01/25.
• 2、 Fang, Ge,Hong, Jianquan,Huang, Shuai,Jiang, Chao,Liu, Yang,Zhang, Wei,Zheng, Changge. "Geometrically Selective Denitrative Trifluoromethylthiolation of β-Nitrostyrenes with AgSCF3for (E)-Vinyl Trifluoromethyl Thioethers". supporting information. . Retrieved 2020/07/03.