Bicyclo[3.3.1]nonane

Base Information

• Chemical Name: Bicyclo[3.3.1]nonane
• CAS No.: 280-65-9
• Molecular Formula: C₉H₁₆
• Molecular Weight: 124.226
• Mol file: 280-65-9.mol

Synonyms:Bicyclo[3.3.1]nonan;bicyclo [3.3.1]nonane;bicyclo(3.3.1)nonane;Bicyclo<3.3.1>-nonan;bicyclo<3.3.1>nonane;bicyclo-(3,3,1)-nonane;Bicyclo[3.3.1]nonane;

Chemical Property of Bicyclo[3.3.1]nonane

Chemical Property:

• Vapor Pressure: 2.35mmHg at 25°C
• Melting Point: 145.5°C
• Refractive Index: 1.4765 (estimate)
• Boiling Point: 166.5°Cat760mmHg
• Flash Point: 37.3°C
• PSA: 0.00000
• Density: 0.882g/cm³
• LogP: 2.97670

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[3.3.1]nonane

There total 52 articles about Bicyclo[3.3.1]nonane 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: 90.0%

bicyclo[3.3.1]nonane-3,7-dione (770-15-0) → bicyclo[3.3.1]nonane (280-65-9)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In diethylene glycol; for 3h; Reflux;

DOI:10.1134/S107042802010005X

Reference yield:

2-oxo-bicyclo[3.3.1]nonane-1-carboxylic acid (26775-60-0) → bicyclo[3.3.1]nonane (280-65-9)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂SO₄ / 1,2-dichloro-ethane

2: Al(OiPr)3

3: aq. KOH / ethanol

4: diethyl ether

5: Py

6: aq. KOH, Py / ethanol

7: KOtBu / dimethylsulfoxide

8: H₂ / (Ph₃P)3RhCl

With pyridine; potassium hydroxide; sulfuric acid; potassium tert-butylate; hydrogen; aluminum isopropoxide; Wilkinson's catalyst; In diethyl ether; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1021/ja00707a034

Reference yield:

3-(3,3-Diaethoxycarbonyl-cyclohexen-1-yl-1)-propen-2-saeureaethylester (26775-58-6) → bicyclo[3.3.1]nonane (280-65-9)

Guidance literature:

Multi-step reaction with 11 steps

1: H₂ / PtO₂ / ethanol

2: NaH / 1,2-dimethoxy-ethane

3: aq. KOH / methanol

4: H₂SO₄ / 1,2-dichloro-ethane

5: Al(OiPr)3

6: aq. KOH / ethanol

7: diethyl ether

8: Py

9: aq. KOH, Py / ethanol

10: KOtBu / dimethylsulfoxide

11: H₂ / (Ph₃P)3RhCl

With pyridine; potassium hydroxide; sulfuric acid; potassium tert-butylate; hydrogen; aluminum isopropoxide; sodium hydride; platinum(IV) oxide; Wilkinson's catalyst; In methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1021/ja00707a034

upstream raw materials:

bicyclo[3.3.1]nonane-2,6-dione

3-Brom-bicyclo<3.3.1>nonan

bicyclo[3.3.1]non-1-ene

3,3,7,8-Tetrachlortricyclo<4.3.1.0^2,4>dec-8-en

Downstream raw materials:

1-Hydroxybicyclo<3.3.1>nonane

1-Benzamidobicyclo<3.3.1>nonane

1-nitroxybicyclo<3.3.1>nonane

Refernces

Reaction of Dimethyl 3-Oxoglutarate with 1,3-Dicarbonyl Compounds

10.1021/jo00167a054

The research focuses on the decarboxylation of aromatic carboxylic acids catalyzed by Nafion-H, a sulfonated tetrafluoroethylene-based cation exchange resin. The purpose of the study was to investigate the efficiency of decarboxylation reactions for various polymethylbenzenecarboxylic acids and to understand the role of the p-methyl group in stabilizing the intermediate products. The conclusions drawn from the study indicate that the presence of p-methyl groups enhances the decarboxylation process, with mesitylenecarboxylic acid and pentamethylbenzoic acid being decarboxylated more efficiently than 2,3,5,6-tetramethylbenzoic acid. The study also involved the reaction of dimethyl 3-oxoglutarate with 1,3-dicarbonyl compounds, leading to the formation of various cyclic compounds, including bicyclo[3.3.1]nonanes and isophthalates.