Cyclopropylmethyl 4-nitrobenzoate

Base Information

• Chemical Name: Cyclopropylmethyl 4-nitrobenzoate
• CAS No.: 6749-93-5
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.213
• NSC Number: 98342
• DSSTox Substance ID: DTXSID10294832
• Nikkaji Number: J2.186.049B
• Wikidata: Q82034382
• Mol file: 6749-93-5.mol

Synonyms:cyclopropylmethyl 4-nitrobenzoate;6749-93-5;NSC98342;NCIOpen2_006577;Cyclopropylmethyl-p-nitrobenzoate;DTXSID10294832;NSC-98342;AKOS003441847;4-NITRO-BENZOIC ACID CYCLOPROPYLMETHYL ESTER

Chemical Property of Cyclopropylmethyl 4-nitrobenzoate

Chemical Property:

• Vapor Pressure: 2.26E-05mmHg at 25°C
• Boiling Point: 360.1°Cat760mmHg
• Flash Point: 167.3°C
• Density: 1.313g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1COC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Cyclopropylmethyl 4-nitrobenzoate

There total 4 articles about Cyclopropylmethyl 4-nitrobenzoate 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: 79.0%

Cyclopropylmethanol (2516-33-8) + 4-nitro-benzoyl chloride (122-04-3) → cyclopropylmethyl p-nitrobenzoate (6749-93-5)

Guidance literature:

With pyridine; for 4h;

DOI:10.1039/b503124a

Reference yield:

Cyclopropylmethanol (2516-33-8) + p-Nitrobenzoyl bromide (13277-61-7) → cyclopropylmethyl p-nitrobenzoate (6749-93-5)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1039/c8nj01085d

Reference yield:

4-nitro-benzoic acid (62-23-7) → cyclopropylmethyl p-nitrobenzoate (6749-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; DMF / CH₂Cl₂ / 20 °C

2: 79 percent / pyridine / 4 h

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1039/b503124a

upstream raw materials:

Cyclopropylmethanol

4-nitro-benzoyl chloride

4-nitro-benzoic acid

4-nitrobenzaldehdye

Refernces

• 1、 Fifer, Nathan L.,White, Jonathan M.. "Determining the σ-donor ability of the cyclopropane C-C bond". . p. 1776 - 1780. Retrieved 2007/10/03.