Norcamphor

Base Information

• Chemical Name: Norcamphor
• CAS No.: 497-38-1
• Deprecated CAS: 22270-13-9
• Molecular Formula: C7H10 O
• Molecular Weight: 110.156
• Hs Code.: 29142900
• European Community (EC) Number: 207-846-1
• NSC Number: 92359,66537
• DSSTox Substance ID: DTXSID50883406
• Nikkaji Number: J67A
• Wikipedia: Norcamphor
• Wikidata: Q7050470
• ChEMBL ID: CHEMBL361682
• Mol file: 497-38-1.mol

Synonyms:2-norbornanone;norcamphor;norcamphor, (+-)-isomer

Chemical Property of Norcamphor

Chemical Property:

• Appearance/Colour: colorless to white adhering crystals
• Vapor Pressure: 1.5mmHg at 25°C
• Melting Point: 93-96ºC(lit.)
• Refractive Index: 1.51
• Boiling Point: 168-172 ºC(lit.)
• Flash Point: 93 ºF
• PSA: 17.07000
• Density: 1.082g/cm³
• LogP: 1.37550
• Storage Temp.: Flammables area
• Water Solubility.: Insoluble in water. Soluble in methanol.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

2-Norbornanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: C1CC2CC1CC2=O
• Uses: Norcamphor is used as a building block in organic synthesis. It is also used as a precursor to norborneols.

Technology Process of Norcamphor

There total 184 articles about Norcamphor 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: 99.0%

Norborneol (497-36-9,497-37-0) → Norbornan-2-on (497-38-1)

Guidance literature:

With tert.-butylnitrite; oxygen; acetic acid; In toluene; at 50 ℃; for 9h;

DOI:10.1039/c6ra15483b

Reference yield: 94.0%

norborn-2-ene (498-66-8) → 2,3-epoxynorbornane (278-74-0) + Norbornan-2-on (497-38-1) + Norborneol (497-36-9,497-37-0)

Guidance literature:

With (PF6)2; oxygen; In acetonitrile; at 65 ℃; under 2068.6 Torr; Mechanism; Product distribution; also in the presence of H₂O₂; other alkene; also hydroxylation of cyclohexane;

DOI:10.1021/ja00085a023

Reference yield: 85.0%

potassium Sodium + 5-ethylidene-2-norbornanol + 5-ethylidene-3-norbornanol + aluminum isopropoxide (555-31-7) + p-benzoquinone (106-51-4) → Norbornan-2-on (497-38-1)

Guidance literature:

In toluene;

upstream raw materials:

1-methyl-4-nitrosobenzene

endo-2-nitronorbornane

acetic acid-[2]norbornylidenemethyl ester

exo-2-norbornanol

Downstream raw materials:

bicyclo<2.2.1>heptane-2,3-dione

2-exo-ethynylbicyclo<2.2.1>heptan-2-ol

2,2-dichloronorbornane

(+/-)-endo-2-norborneol

Refernces

• 1、 Lajunen, Martti,Yli-Mannila, Rita,Salminen, Outi. "Acid-catalyzed hydrolysis of bridged bi- and tricyclic compounds. XXXVII. Kinetics and mechanisms of 1- and 3-acetoxynortricyclanes". . p. 133 - 138. Retrieved 2000.
• 2、 Ivin, Kenneth J.,Reddy, Boreddy S. R.,Rooney, John J.. "Role of Dioxygen as an Activator in Olefin Metathesis". . p. 1062 - 1064. Retrieved 1981.
• 3、 Linz, T.,Schaefer, H. J.. "OXIDATION OF NON-ACTIVATED C-H BONDS IN HYDROCARBONS AND STEROIDS". . p. 6581 - 6582. Retrieved 1987.
• 4、 Zhang, Heng,Fu, Shuixiang,Tao, Ming,Liao, Zutai,Qian, Chao,Chen, Xinzhi. "Improved synthesis of 2-norbornanone". . p. 3325 - 3332. Retrieved 2016.
• 5、 Maurya, Abhishek,Haldar, Chanchal. "Liquid-phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido-vanadium(V) complexes and comparative catalytic studies with analogous copper complexes". . . Retrieved 2021/02/26.
• 6、 Ahmed, Kabirun,Gogoi, Sandhya Rani,Islam, Nashreen S.,Saikia, Gangutri,Sultana, Sazida Yasmin,Talukdar, Hiya. "A sustainable approach towards solventless organic oxidations catalyzed by polymer immobilized Nb(V)-peroxido compounds with H2O2 as oxidant". . . Retrieved 2021/11/16.