(2-Nitroethenyl)cyclohexane

Base Information

• Chemical Name: (2-Nitroethenyl)cyclohexane
• CAS No.: 132839-80-6
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.197
• European Community (EC) Number: 874-760-4
• Nikkaji Number: J1.185.875I,J716.341J
• Mol file: 132839-80-6.mol

Synonyms:(2-nitroethenyl)cyclohexane;[(E)-2-nitroethenyl]cyclohexane;132839-80-6;(2-nitrovinyl)cyclohexane;50598-92-0;Cyclohexane, [(1E)-2-nitroethenyl]-;[(E)-2-nitroethenyl]cyclohexane, E;1-Nitro-2-cyclohexylethene;(E)-(2-nitrovinyl)cyclohexane;SCHEMBL1322221;[(E)-2-Nitrovinyl]cyclohexane;KCZCKIXXDUBFDC-VOTSOKGWSA-N;[(1E)-2-nitroethenyl]cyclohexane;AKOS017469492;CS-0247531;EN300-93595;EN300-367517

Chemical Property of (2-Nitroethenyl)cyclohexane

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C=C[N+](=O)[O-]
• Isomeric SMILES: C1CCC(CC1)/C=C/[N+](=O)[O-]

Technology Process of (2-Nitroethenyl)cyclohexane

There total 11 articles about (2-Nitroethenyl)cyclohexane 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: 95.0%

2-bromo-1-cyclohexyl-2-nitroethanol (98492-00-3) → (E)-(2-nitrovinyl)cyclohexane (50598-92-0,132839-80-6)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jo0706271

Reference yield: 90.0%

vinylcyclohexane (695-12-5,25498-06-0) → (E)-(2-nitrovinyl)cyclohexane (50598-92-0,132839-80-6)

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

Reference yield: 85.0%

nitromethane (75-52-5) + cyclohexanecarbaldehyde (2043-61-0) → (E)-(2-nitrovinyl)cyclohexane (50598-92-0,132839-80-6)

Guidance literature:

With piperidine; iron(III) chloride; In toluene; for 2h; Reflux;

DOI:10.1002/ejoc.201300172

upstream raw materials:

(E)-1-nitro-2-(phenylsulfonyl)ethylene

1-cyclohexyl-2-nitroethanol

2-bromo-1-cyclohexyl-2-nitroethanol

cyclohexanecarbaldehyde

Downstream raw materials:

((E)-4-Cyclohexyl-2-methyl-5-nitro-pent-1-ene-1-sulfonyl)-benzene

(S)-3-Cyclohexyl-pyrrolidine

(R)-3-Cyclohexyl-pyrrolidine

Refernces

• 1、 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.
• 2、 Buendia, Mikkel B.,Kegn?s, S?ren,Kramer, S?ren. "A Nickel-Bisdiamine Porous Organic Polymer as Heterogeneous Chiral Catalyst for Asymmetric Michael Addition to Aliphatic Nitroalkenes". supporting information. p. 5506 - 5512. Retrieved 2020/10/23.