4-Methylbenzylidenecamphor

Base Information

• Chemical Name: 4-Methylbenzylidenecamphor
• CAS No.: 95342-41-9
• Deprecated CAS: 38102-62-4,84055-65-2
• Molecular Formula: C₁₈H₂₂O
• Molecular Weight: 254.372
• European Community (EC) Number: 253-242-6
• UNII: 7576E1028E,8I3XWY40L9
• DSSTox Substance ID: DTXSID70865901
• Nikkaji Number: J2.174.049G
• Wikipedia: Enzacamene
• Wikidata: Q76393721
• NCI Thesaurus Code: C87222
• Mol file: 95342-41-9.mol

Synonyms:3-(4'-methylbenzylidene)camphor;3-(4-methylbenzylidene)camphor;4-MBC cpd;4-methylbenzylidene camphor;enzacamene;Eusolex 6300;Eusolex-6300

Chemical Property of 4-Methylbenzylidenecamphor

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 254.167065321
• Heavy Atom Count: 19
• Complexity: 423

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C2C3CCC(C2=O)(C3(C)C)C
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/2\[C@H]3CC[C@@](C2=O)(C3(C)C)C

Technology Process of 4-Methylbenzylidenecamphor

There total 10 articles about 4-Methylbenzylidenecamphor 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%

4-Methylbenzyl alcohol (589-18-4) + (1S)-camphor (464-48-2,68546-28-1) → 1,7,7-trimethyl-3-[(E)-1-(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one (95342-41-9)

Guidance literature:

With potassium hydroxide; dichlorotetrakis(dimethyl sulfoxide)ruthenium(II); In 1,4-dioxane; at 80 ℃; for 24h;

DOI:10.1016/j.tet.2006.07.013

Reference yield: 93.0%

para-methylphenylmagnesium bromide (4294-57-9) + (1R,4R)-3-[(E)-(dimethylamino)methylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (473929-46-3) → (1R,3E,4S)-3-(4-methylbenzylidene)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (95342-41-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

DOI:10.1016/j.tetasy.2006.04.014

Reference yield: 85.0%

(1S,4R)-1,7,7-trimethyl-3-((E)-4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one (95342-41-9) → 1,7,7-trimethyl-3-[(E)-1-(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one (95342-41-9)

Guidance literature:

With bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate; oxygen; In acetonitrile; at 20 ℃; Irradiation;

DOI:10.1002/chem.201406653

upstream raw materials:

4-methyl-benzaldehyde

4-Methylbenzyl alcohol

d-borneol

(1S)-camphor

Refernces

• 1、 Zhang, Yan,Wang, Yunyun,Zhao, Yuxun,Gu, Wen,Zhu, Yongqiang,Wang, Shifa. "Novel camphor-based pyrimidine derivatives induced cancer cell death through a ROS-mediated mitochondrial apoptosis pathway". . p. 29711 - 29720. Retrieved 2019.
• 2、 -. "COSMETIC TREATMENT METHOD USING A COMPOUND THAT CAN BE CONDENSED IN SITU AND A UV-RADIATION-FILTERING AGENT". . . Retrieved 2013/02/28.