(E)-3,3-dimethyl-1-nitrobut-1-ene

Base Information

• Chemical Name: (E)-3,3-dimethyl-1-nitrobut-1-ene
• CAS No.: 165881-29-8
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• European Community (EC) Number: 887-600-3
• Nikkaji Number: J1.185.876G,J702.989F
• Mol file: 165881-29-8.mol

Synonyms:3,3-dimethyl-1-nitrobut-1-ene;(E)-3,3-dimethyl-1-nitrobut-1-ene;165881-29-8;(1E)-3,3-dimethyl-1-nitrobut-1-ene;20429-42-9;SCHEMBL677684;MAWMSYJASPQMOC-SNAWJCMRSA-N;AKOS010894156;AT34911;EN300-55612;EN300-367487

Chemical Property of (E)-3,3-dimethyl-1-nitrobut-1-ene

Chemical Property:

• Vapor Pressure: 1.625mmHg at 25°C
• Boiling Point: 174.316°C at 760 mmHg
• Flash Point: 53.954°C
• PSA: 45.82000
• Density: 0.964g/cm³
• LogP: 2.34610
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-3,3-dimethyl-1-nitrobut-1-ene

There total 11 articles about (E)-3,3-dimethyl-1-nitrobut-1-ene 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%

3,3-dimethyl-1-nitrobutan-2-ol (58054-88-9) → (E)-3,3-dimethyl-1-nitrobut-1-ene (20429-42-9,165881-29-8)

Guidance literature:

With dicyclohexyl-carbodiimide; copper(l) chloride; In diethyl ether; at 25 ℃; for 17h;

DOI:10.1055/s-1982-30045

Reference yield: 81.8%

nitromethane (75-52-5) + pivalaldehyde (630-19-3) → (E)-3,3-dimethyl-1-nitrobut-1-ene (20429-42-9,165881-29-8)

Guidance literature:

With pyrrolidine anchored in non-ordered mesoporous silica hybrid materials; In toluene; at 150 ℃; for 1h; Sealed tube; Microwave irradiation;

DOI:10.1002/cctc.202101031

Reference yield: 65.0%

C6H12NO3Br → (E)-3,3-dimethyl-1-nitrobut-1-ene (20429-42-9,165881-29-8)

Guidance literature:

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

DOI:10.1021/jo0706271

upstream raw materials:

3,3-dimethyl-1-nitrobutan-2-ol

1-cyclohexyl-2-nitroethanol

pivalaldehyde

nitromethane

Refernces

• 1、 Llopis, Sebastián,Velty, Alexandra,Díaz, Urbano. "Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production". . p. 5012 - 5024. Retrieved 2021/10/19.
• 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.