1-(2-methoxyphenyl)-2-nitroethanone

Base Information

• Chemical Name: 1-(2-methoxyphenyl)-2-nitroethanone
• CAS No.: 46270-50-2
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Mol file: 46270-50-2.mol

Synonyms:

Chemical Property of 1-(2-methoxyphenyl)-2-nitroethanone

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Boiling Point: 336.3°C at 760 mmHg
• Flash Point: 162.6°C
• Density: 1.237g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(2-methoxyphenyl)-2-nitroethanone

There total 12 articles about 1-(2-methoxyphenyl)-2-nitroethanone 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: 53.0%

nitromethane (75-52-5) + 4-iodoanisol (529-28-2) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 1-(2-methoxyphenyl)-2-nitroethan-1-one (46270-50-2)

Guidance literature:

9-methyl-9H-fluorene-9-carbonyl chloride; With methoxybenzene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; Inert atmosphere;

nitromethane; 4-iodoanisol; With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c5cc00123d

Reference yield: 30.0%

1-methoxy-2-((E)-2-nitrovinyl)benzene (3316-24-3) → 1-(2-methoxyphenyl)-2-nitroethan-1-one (46270-50-2)

Guidance literature:

With tert.-butylhydroperoxide; n-butyllithium; In tetrahydrofuran; hexane; toluene; at -20 ℃; for 1.5h;

DOI:10.1055/s-1988-27523

Reference yield:

nitromethane (75-52-5) + (1H-benzo[d][1,2,3]triazol-1-yl)(2-methoxyphenyl)methanone (306990-93-2) → 1-(2-methoxyphenyl)-2-nitroethan-1-one (46270-50-2)

Guidance literature:

nitromethane; With potassium tert-butylate; In dimethyl sulfoxide; at 10 ℃; for 0.166667h;

(1H-benzo[d][1,2,3]triazol-1-yl)(2-methoxyphenyl)methanone; In dimethyl sulfoxide; at 10 - 20 ℃; for 8h;

DOI:10.1021/ol1008894

upstream raw materials:

1-(2-methoxy-phenyl)-2-nitro-ethanone-dimethylacetal

1-methoxy-2-((E)-2-nitrovinyl)benzene

nitromethane

ortho-anisaldehyde

Downstream raw materials:

(R)-1-(2-methoxyphenyl)-2-nitroethan-1-ol

N-<(4-Methylphenyl)sulfonyl>-2-methoxybenzenecarboxamide

1-(2-methoxy-phenyl)-2-nitro-ethanol

2-Methoxybenzoic acid

Refernces

• 1、 Maity, Rajendra,Pan, Subhas Chandra. "Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of α-nitroketones with o-hydroxycinnamaldehydes: Synthesis of 2,4-disubstituted chromans". supporting information. p. 1598 - 1608. Retrieved 2018/03/08.
• 2、 Sarma, Manas Jyoti,Phukan, Prodeep. "Unexpected C-C bond cleavage of α-nitroketone in the presence of TsNBr2: A new pathway for C-N bond formation". supporting information. p. 257 - 262. Retrieved 2016/03/09.