1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene

Base Information

• Chemical Name: 1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene
• CAS No.: 55507-05-6
• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.299
• NSC Number: 31391
• Mol file: 55507-05-6.mol

Synonyms:1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene;NSC31391;NSC-31391;AKOS004907144;3-Benzyloxy-4-methoxy- beta -nitrostyrene;CS-0453734;E83219;(Z)-2-(benzyloxy)-1-methoxy-4-(2-nitrovinyl)benzene

Chemical Property of 1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene

Chemical Property:

• Vapor Pressure: 6.99E-08mmHg at 25°C
• Melting Point: 128-131 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 450.5°C at 760 mmHg
• Flash Point: 191.8°C
• PSA: 64.28000
• Density: 1.212g/cm³
• LogP: 4.04480
• Storage Temp.: Refrigerator
• Solubility.: Acetic Acid, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

3-Benzyloxy-4-methoxy-β-nitrostyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=C[N+](=O)[O-])OCC2=CC=CC=C2
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C\[N+](=O)[O-])OCC2=CC=CC=C2

Technology Process of 1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene

There total 10 articles about 1-methoxy-4-[(Z)-2-nitroethenyl]-2-phenylmethoxybenzene 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%

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) + nitromethane (75-52-5) → 3-benzyloxy-4-methoxy-β-nitrostyrene (63909-29-5,55507-05-6)

Guidance literature:

With ammonium acetate; Heating;

Reference yield: 88.0%

nitromethane (75-52-5) + 3-benzyloxy-4-methoxybenzaldehyde (6346-05-0) → 3-benzyloxy-4-methoxy-β-nitrostyrene (63909-29-5,55507-05-6)

Guidance literature:

With ammonium acetate; acetic acid; for 4h; Heating;

DOI:10.1021/jm020831a

Reference yield:

isovanillin (621-59-0) → 3-benzyloxy-4-methoxy-β-nitrostyrene (63909-29-5,55507-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / K₂CO₃ / ethanol / 5 h / Heating

2: 88 percent / NH₄OAc; AcOH / 4 h / Heating

With ammonium acetate; potassium carbonate; acetic acid; In ethanol;

DOI:10.1021/jm020831a

upstream raw materials:

nitromethane

3-benzyloxy-4-methoxybenzaldehyde

3-methoxy-4-(phenylmethoxy)benzaldehyde

isovanillin

Downstream raw materials:

2-(3-(benzyloxy)-2-fluorophenyl)-N-(3-(benzyloxy)-4-methoxyphenethyl)-N-methylacetamide

6-(benzyloxy)-1-(3-(benzyloxy)-2-fluorobenzyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

C₁₈H₁₉NO₃

C₁₈H₁₉NO₃

Refernces

• 1、 Colligs, Vanessa,Hansen, Steven Peter,Imbri, Dennis,Seo, Ean-Jeong,Kadioglu, Onat,Efferth, Thomas,Opatz, Till. "Synthesis and biological evaluation of a D-ring-contracted analogue of lamellarin D". . p. 6137 - 6148. Retrieved 2017/09/30.
• 2、 Lee, David Y.W.,Liu, Jing,Zhang, Shuzhen,Huang, Peng,Liu-Chen, Lee-Yuan. "Asymmetric total synthesis of tetrahydroprotoberberine derivatives and evaluation of their binding affinities at dopamine receptors". supporting information. p. 1437 - 1440. Retrieved 2017/03/08.