trans-4-Methyl-1-nitro-1-pentene

Base Information

• Chemical Name: trans-4-Methyl-1-nitro-1-pentene
• CAS No.: 34209-90-0
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.159
• Hs Code.: 2904209090
• DSSTox Substance ID: DTXSID401303293
• Nikkaji Number: J1.102.049F,J69.501G
• Wikidata: Q76387302
• Mol file: 34209-90-0.mol

Synonyms:trans-4-Methyl-1-nitro-1-pentene;34209-90-0;(E)-4-methyl-1-nitropent-1-ene;1-Pentene, 4-methyl-1-nitro-, (E)-;4-methyl-1-nitropent-1-ene;4-Methyl-1-nitro-pent-1-ene;(E)-(2-nitrovinyl)isobutane;1-Nitro-4-methyl-1-pentene;SCHEMBL4299835;SCHEMBL4299840;CZWSUVQCPWIYID-HWKANZROSA-N;DTXSID401303293;(E)-1-Nitro-4-methyl-1-pentene;(1E)-4-Methyl-1-nitro-1-pentene;LS-102073;EN300-1819570;A1-08403

Chemical Property of trans-4-Methyl-1-nitro-1-pentene

Chemical Property:

• Vapor Pressure: 1.14mmHg at 25°C
• Boiling Point: 181.8°Cat760mmHg
• Flash Point: 60.3°C
• PSA: 45.82000
• Density: 0.961g/cm³
• LogP: 2.34610
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 113

Purity/Quality:

99%min ^*data from raw suppliers

4-Methyl-1-nitropent-1-ene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of trans-4-Methyl-1-nitro-1-pentene

There total 7 articles about trans-4-Methyl-1-nitro-1-pentene 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: 88.0%

4-methyl-1-nitropentan-2-ol (102014-44-8) → (E)-4-methyl-1-nitro-1-pentene (34209-90-0)

Guidance literature:

4-methyl-1-nitropentan-2-ol; With potassium carbonate; In water; for 0.333333h; Green chemistry;

With hydrogenchloride; In water; pH=6; Green chemistry;

DOI:10.1080/00397911.2014.926373

Reference yield: 58.0%

acetic acid-(3-methyl-1-nitromethyl-butyl ester) (101253-35-4) → (E)-4-methyl-1-nitro-1-pentene (34209-90-0)

Guidance literature:

With sodium carbonate; In benzene; for 5h; Heating;

DOI:10.1246/bcsj.61.4029

Reference yield:

nitromethane (75-52-5) + isovaleraldehyde (590-86-3) → (E)-4-methyl-1-nitro-1-pentene (34209-90-0)

Guidance literature:

nitromethane; isovaleraldehyde; With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at 0 - 20 ℃; Inert atmosphere;

With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja904375q

upstream raw materials:

4-methyl-1-nitropentan-2-ol

acetic acid-(3-methyl-1-nitromethyl-butyl ester)

isovaleraldehyde

nitromethane

Downstream raw materials:

(S)-4-isopropyl-3-[(R)-5-methyl-3-(nitromethyl)hexanoyl]-5,5-diphenyloxazolidin-2-one

Refernces

• 1、 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.
• 2、 Ferraro, Antonino,Bernardi, Luca,Fochi, Mariafrancesca. "Organocatalytic Enantioselective Transfer Hydrogenation of β-Amino Nitroolefins". supporting information. p. 1561 - 1565. Retrieved 2016/10/13.