Camphor

Base Information

• Chemical Name: Camphor
• CAS No.: 76-22-2
• Deprecated CAS: 21368-68-3,8013-55-6,8022-77-3
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Hs Code.: 2914.21
• European Community (EC) Number: 200-945-0,244-350-4,616-922-7
• ICSC Number: 1021
• UN Number: 2717
• DSSTox Substance ID: DTXSID5030955
• Nikkaji Number: J4.364H
• Wikipedia: Camphor
• Wikidata: Q181559
• NCI Thesaurus Code: C28136
• RXCUI: 1371994
• Pharos Ligand ID: 2Q163MUXKRT5
• Metabolomics Workbench ID: 75127
• ChEMBL ID: CHEMBL15768
• Mol file: 76-22-2.mol

Synonyms:Camphor;Camphor, (+-)-Isomer;Camphor, (1R)-Isomer;Camphor, (1S)-Isomer

Chemical Property of Camphor

Chemical Property:

• Appearance/Colour: Colourless solid
• Melting Point: 179 °C
• Boiling Point: 207.4 °C at 760 mmHg
• Flash Point: 64.4 °C
• PSA: 17.07000
• Density: 0.982 g/cm³
• LogP: 2.40170
• Water Solubility.: 0.12 g/100 mL (25℃)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 217
• Transport DOT Label: Flammable Solid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F, Xn, Xi
• Hazard Codes: F:Flammable;;
• Statements: R11:; R36/37/38:
• Safety Statements: S16:; S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC1(C2CCC1(C(=O)C2)C)C
• Inhalation Risk: A harmful contamination of the air will be reached on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. This may result in convulsions and respiratory depression. Ingestion could cause death.
• Sources: Camphor is naturally found in aromatic plants such as Cinnamomum camphora, Eucalyptus globulus, and Artemisia annua. It is a major component of some plant essential oils.^[1]
• Chemical Composition and Structure: Camphor is a bicyclic monoterpenoid. It's chemical structure consists of a bicyclo[2.2.1]?2-heptanone framework with three methyl groups.^[1]
• Medical Applications: Camphor is primarily used in medicine and cosmetics for its anti-inflammatory and analgesic properties. Camphor exhibits anti-inflammatory and analgesic properties, making it suitable for use in medicinal products. Computational studies suggest that camphor, along with other natural compounds such as artemisinin and sumac phytochemicals, may have inhibitory effects against SARS-CoV-2 main protease, indicating potential use in antiviral therapies for COVID-19.^[2]
• Insecticidal Properties: Camphor has been widely used as an insecticide and insect-repellent agent.
• Antifungal Activity: Camphor demonstrates antifungal activity against phytopathogenic fungi, particularly Fusarium species, making it valuable for agricultural applications.^[1]
• Mechanism of Action: Camphor's mechanisms of action include its ability to disrupt cell membrane integrity, enhance cytomembrane permeability, and release intracellular macromolecules, leading to antifungal effects. Its anti-inflammatory and analgesic properties may involve modulation of inflammatory pathways and pain perception.
• References: [1] Antifungal activity of camphor against four phytopathogens of Fusarium; DOI 10.1016/j.sajb.2022.05.019; [2] Camphor, Artemisinin and Sumac Phytochemicals as inhibitors against COVID-19: Computational approach; DOI 10.1016/j.compbiomed.2021.104758

Technology Process of Camphor

There total 170 articles about Camphor 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: 100.0%

rac-endo-borneol (6627-72-1) → Camphor (76-22-2,68546-28-1)

Guidance literature:

With tert.-butylhydroperoxide; chromium tetra(tert-butoxide); In benzene; at 20 ℃; for 24h;

DOI:10.1134/S1070363215110080

Reference yield: 99.0%

1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (124-76-5,464-43-7,464-45-9,507-70-0,6627-72-1,10334-13-1,10385-78-1,16725-71-6,24393-70-2) → Camphor (76-22-2,68546-28-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 3-[4'-(diacetoxyiodo)phenoxy]-1-propyl-N,N,N-trimethylammonium 4-methylbenzenesulfonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-0031-1290766

Reference yield: 98.0%

isoborneol (24393-70-2) → Camphor (76-22-2,68546-28-1)

Guidance literature:

With bis-trimethylsilanyl peroxide; dipyridinium dichromate; In dichloromethane; for 0.5h;

DOI:10.1246/bcsj.61.3607

upstream raw materials:

pyridine

bornan-2-one-diethylacetal

acetyl chloride

tetrachloromethane

Downstream raw materials:

2-methyl-isoborneol

exo-bornylamine

(R)-Bornylamine

(1R,2S,4R)-(-)-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo[2.2.1]heptane-2-ol

Refernces

• 1、 D?ring, Manuel,Sieber, Volker,Simon, Robert C.,Tafertshofer, Georg,Zachos, Ioannis. "carba Nicotinamide Adenine Dinucleotide Phosphate: Robust Cofactor for Redox Biocatalysis". supporting information. p. 14701 - 14706. Retrieved 2021/05/13.
• 2、 -. "Method for hydrogenolysis of halides". Paragraph 0232; 0269-0271. . Retrieved 2021/01/11.