1-(Nitromethyl)cyclohexyl acetate

Base Information

• Chemical Name: 1-(Nitromethyl)cyclohexyl acetate
• CAS No.: 3164-74-7
• Molecular Formula: C9H15 N O4
• Molecular Weight: 201.222
• NSC Number: 160500
• DSSTox Substance ID: DTXSID50303715
• Wikidata: Q82049156
• Mol file: 3164-74-7.mol

Synonyms:3164-74-7;1-(nitromethyl)cyclohexyl acetate;NSC160500;SCHEMBL11658376;DTXSID50303715;NSC-160500

Chemical Property of 1-(Nitromethyl)cyclohexyl acetate

Chemical Property:

• Vapor Pressure: 0.00201mmHg at 25°C
• Boiling Point: 291°C at 760 mmHg
• Flash Point: 123.5°C
• Density: 1.15g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.10010796
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1(CCCCC1)C[N+](=O)[O-]

Technology Process of 1-(Nitromethyl)cyclohexyl acetate

There total 4 articles about 1-(Nitromethyl)cyclohexyl acetate 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: 96.0%

1-nitromethylcyclohexanol (3164-73-6) + acetic anhydride (108-24-7) → 1-(nitromethyl)cyclohexyl acetate (3164-74-7)

Guidance literature:

With sulfuric acid; at 50 ℃; for 0.0833333h;

DOI:10.1080/00397919608003835

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(nitromethyl)cyclohexyl acetate (3164-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / 48 h

2: CHCl₃

With sodium methylate; In chloroform;

DOI:10.1021/jo01040a018

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(nitromethyl)cyclohexyl acetate (3164-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 10 °C

2: sulfuric acid / water / 0.08 h / 50 °C

With sulfuric acid; sodium hydroxide; In methanol; water;

DOI:10.1021/acs.orglett.0c04106

upstream raw materials:

Ketene

1-nitromethylcyclohexanol

acetic anhydride

cyclohexanone

Downstream raw materials:

C-(1-benzylsulphanyl-cyclohexyl)-methylamine

1-nitromethyl-cyclohexene

2-cyclohex-1-enyl-2-nitro-propane-1,3-diol

(E)-1-cyclohex-1-enyl-2-(4-methoxy-phenyl)-1-nitro-ethene

Refernces

• 1、 Costa, Jeronimo S.,Gomes, Alex O.,Pereira, Vera Lúcia P.,de Souza, Douglas L. F.. "Ketones as electrophile in nitroaldol reaction: Synthesis of β,β-disubstituted-1,3-dinitroalkanes and allylic nitro compounds". . p. 1575 - 1583. Retrieved 2021/07/06.
• 2、 Ferrand,Schneider,Gerardin,Loubinoux. "A convenient two-step procedure for the synthesis of di- and trisubstituted α-nitroalkenes from tertiary β-nitro alcohols". . p. 4329 - 4336. Retrieved 2007/10/03.