1-(Cyclopropylmethyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(Cyclopropylmethyl)-4-nitrobenzene
• CAS No.: 120383-85-9
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID70409046
• Wikidata: Q82214704
• Mol file: 120383-85-9.mol

Synonyms:1-(cyclopropylmethyl)-4-nitrobenzene;120383-85-9;Benzene, 1-(cyclopropylmethyl)-4-nitro-;p-nitrobenzylcyclopropane;SCHEMBL7431544;DTXSID70409046

Chemical Property of 1-(Cyclopropylmethyl)-4-nitrobenzene

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1CC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-(Cyclopropylmethyl)-4-nitrobenzene

There total 7 articles about 1-(Cyclopropylmethyl)-4-nitrobenzene 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: 86.0%

1-cyclopropylmethyl-4-(1-methylethyl)benzene (401584-82-5) → (4-isopropyl-3-nitrobenzyl)cyclopropane + (4-isopropyl-2-nitrobenzyl)cyclopropane + 4-nitrocumene (1817-47-6) + 1-(cyclopropylmethyl)-4-nitrobenzene (120383-85-9)

Guidance literature:

With nitric acid; In acetic anhydride; at -50 ℃; for 1h;

DOI:10.1007/s11178-005-0179-x

Reference yield: 49.0%

potassium cyclopropyltrifluoroborate (1065010-87-8) + 4-nitrobenzyl chloride (100-14-1) → 1-(cyclopropylmethyl)-4-nitrobenzene (120383-85-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; ruphos; In water; toluene; at 120 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo202686p

Reference yield: 38.1%

benzylcyclopropane (1667-00-1) → 1-(cyclopropylmethyl)-4-nitrobenzene (120383-85-9) + (2-nitrobenzyl)cyclopropane (120383-84-8)

Guidance literature:

With nitric acid; In acetic anhydride; at -50 ℃; for 1h;

upstream raw materials:

benzylcyclopropane

1-cyclopropylmethyl-4-(1-methylethyl)benzene

allylbenzene

2-benzyl-1,1-dichlorocyclopropane

Downstream raw materials:

trifluoroacetate of 1-(p-nitrophenyl)-2-butanol

5-(4-nitrobenzyl)-4,5-dihydroisoxazole