4-Methyl-beta-methyl-beta-nitrostyrene

Base Information

• Chemical Name: 4-Methyl-beta-methyl-beta-nitrostyrene
• CAS No.: 29816-55-5
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• European Community (EC) Number: 665-865-4
• NSC Number: 93684
• Nikkaji Number: J1.591.744J
• ChEMBL ID: CHEMBL1269703
• Mol file: 29816-55-5.mol

Synonyms:29816-55-5;4-Methyl-beta-methyl-beta-nitrostyrene;1-(4-Methylphenyl)-2-nitropropene;1-methyl-4-(2-nitroprop-1-en-1-yl)benzene;1-methyl-4-[(E)-2-nitroprop-1-enyl]benzene;52287-56-6;1-methyl-4-[(1E)-2-nitroprop-1-en-1-yl]benzene;4-Methyl-b-methyl-b-nitrostyrene;NSC93684;CHEMBL1269703;Toluene, p-(2-nitropropenyl)-;MFCD00024817;NSC-93684;STK752459;AKOS005615736;AC-5298;A5528;CS-0331889;1-Methyl-4-[(1E)-2-nitro-1-propenyl]benzene;(E)-1-methyl-4-(2-nitroprop-1-en-1-yl)benzene

Chemical Property of 4-Methyl-beta-methyl-beta-nitrostyrene

Chemical Property:

• Vapor Pressure: 0.00563mmHg at 25°C
• Melting Point: 55 °C
• Refractive Index: 1.577
• Boiling Point: 282.7 °C at 760 mmHg
• Flash Point: 123.9 °C
• PSA: 45.82000
• Density: 1.112 g/cm³
• LogP: 3.15570
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98% or more ^*data from raw suppliers

1-Methyl-4-(2-nitroprop-1-en-1-yl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C(C)[N+](=O)[O-]
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C(\C)/[N+](=O)[O-]

Technology Process of 4-Methyl-beta-methyl-beta-nitrostyrene

There total 6 articles about 4-Methyl-beta-methyl-beta-nitrostyrene 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: 100.0%

Nitroethane (79-24-3) + 4-methyl-benzaldehyde (104-87-0) → 1-(p-tolyl)-2-nitropropene (52287-56-6,29816-55-5)

Guidance literature:

With ammonium acetate; at 110 ℃; for 16h;

DOI:10.1002/anie.201610816

Reference yield: 71.0%

Nitroethane (79-24-3) + para-methylbenzylamine (104-84-7) → 1-(p-tolyl)-2-nitropropene (52287-56-6,29816-55-5)

Guidance literature:

With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen; at 80 ℃; for 12h;

DOI:10.1021/acscatal.9b03442

Reference yield:

2-nitro-1-(p-tolyl)propan-1-ol (53982-05-1) → 1-(p-tolyl)-2-nitropropene (52287-56-6,29816-55-5)

Guidance literature:

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/jo400501k

upstream raw materials:

Nitroethane

4-methyl-benzaldehyde

Butyl-(2-nitro-1-p-tolyl-propyl)-amine

2-nitro-1-(p-tolyl)propan-1-ol

Downstream raw materials:

1,4-dimethyl-5-(p-tolyl)pyrazole-3-carbaldehyde

1,4-dimethyl-5-(p-tolyl)pyrazole-3-carboxylic acid

1-acetylamino-2-bromo-1-(4-methylphenyl)-2-nitropropane

2-methyl-3-(4-methylphenyl)-1,4-naphthoquinone

Refernces

• 1、 Kim, Hun Young,Oh, Kyungsoo,Si, Tengda. "Substrate promiscuity of ortho-naphthoquinone catalyst: Catalytic aerobic amine oxidation protocols to deaminative cross-coupling and n-nitrosation". . p. 9216 - 9221. Retrieved 2019/10/08.
• 2、 Moustakim, Moses,Clark, Peter G. K.,Trulli, Laura,Fuentes de Arriba, Angel L.,Ehebauer, Matthias T.,Chaikuad, Apirat,Murphy, Emma J.,Mendez-Johnson, Jacqui,Daniels, Danette,Hou, Chun-Feng D.,Lin, Yu-Hui,Walker, John R.,Hui, Raymond,Yang, Hongbing,Dorrell, Lucy,Rogers, Catherine M.,Monteiro, Octovia P.,Fedorov, Oleg,Huber, Kilian V. M.,Knapp, Stefan,Heer, Jag,Dixon, Darren J.,Brennan, Paul E.. "Discovery of a PCAF Bromodomain Chemical Probe". supporting information. p. 827 - 831. Retrieved 2017/01/14.