Benzene, [2-nitro-1-(2-propenyloxy)ethyl]-

Base Information

• Chemical Name: Benzene, [2-nitro-1-(2-propenyloxy)ethyl]-
• CAS No.: 132439-80-6
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• DSSTox Substance ID: DTXSID20441734
• Nikkaji Number: J1.188.221H
• Mol file: 132439-80-6.mol

Synonyms:132439-80-6;Benzene, [2-nitro-1-(2-propenyloxy)ethyl]-;DTXSID20441734;alpha-(Nitromethyl)benzylallyl ether

Chemical Property of Benzene, [2-nitro-1-(2-propenyloxy)ethyl]-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 206

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(C[N+](=O)[O-])C1=CC=CC=C1

Technology Process of Benzene, [2-nitro-1-(2-propenyloxy)ethyl]-

There total 9 articles about Benzene, [2-nitro-1-(2-propenyloxy)ethyl]- 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: 97.0%

(2-nitroethenyl)benzene (102-96-5) + allyl alcohol (107-18-6) → 1-allyloxy-2-nitro-1-phenylethane (132439-80-6)

Guidance literature:

allyl alcohol; With n-butyllithium; In 1,2-dimethoxyethane; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

(2-nitroethenyl)benzene; In 1,2-dimethoxyethane; hexane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.12.010

Reference yield: 89.0%

nitrostyrene (5153-67-3) + allyl alcohol (107-18-6) → 1-allyloxy-2-nitro-1-phenylethane (132439-80-6)

Guidance literature:

With potassium tert-butylate; acetic acid; In tetrahydrofuran; at -90 ℃;

Reference yield: 47.0%

(2-nitroethenyl)benzene (102-96-5) + sodium hexamethyldisilazane (1070-89-9) + allyl alcohol (107-18-6) → 1-allyloxy-2-nitro-1-phenylethane (132439-80-6) + 6(RS)-phenyl-1-trimethylsilyloxy-3a(RS),6a(SR)-tetrahydrofuro[3,4-c]isoxazole

Guidance literature:

sodium hexamethyldisilazane; allyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

(2-nitroethenyl)benzene; In tetrahydrofuran; at -70 - -50 ℃; Inert atmosphere;

With copper dichloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tet.2011.12.010

upstream raw materials:

(2-nitroethenyl)benzene

Lithium allyl alcoholate

allyl alcohol

nitrostyrene

Downstream raw materials:

trans-6-phenyl-2,3,4,5-tetrahydrofuranyl<3,4-c>-4,5-dihydroisoxazole

cis-3a,4-dihydro-6-phenyl-3H,6H-furo<3,4-c>isoxazole

2-phenyltetrahydrofurano <3,4-c>isoxazoline