1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one

• ChemBase ID: 125445
• Molecular Formular: C18H22O
• Molecular Mass: 254.36668
• Monoisotopic Mass: 254.16706532
• SMILES: O=C1/C(=C\c2ccc(cc2)C)/C2CCC1(C)C2(C)C
• Canonical SMILES: Cc1ccc(cc1)/C=C/1\C(=O)C2(C(C1CC2)(C)C)C
• InChI: InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3
• InChIKey: HEOCBCNFKCOKBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one; (3Z)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
• IUPAC Traditional name: 1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one; eusolex
• Synonyms: 3-(4-Methylbenzylidene)bornan-2-one; 3-(4-Methylbenzylidene)-dl-camphor; 4-Methylbenzylidene camphor; 3-(4-Methylbenzylidene)camphor; 1,7,7-Trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one; 4-MBC; Enzacamene; Eusolex 6300; Parsol 5000; Uvinul MBC 95; 3-(4-甲基苯亚甲基)-樟脑

Database IDs

• CAS Number: 36861-47-9
• EC Number: 253-242-6
• MDL Number: MFCD00209662
• PubChem SID: 162219795
• PubChem CID: 6434217; 6440721
• Chemspider ID: 4939160
• Wikipedia Title: 4-Methylbenzylidene_camphor

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.1208534
• LogD (pH = 7.4): 5.1208534
• Log P: 5.1208534
• Molar Refractivity: 79.6796 cm^3
• Polarizability: 30.83798 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Insoluble in water
• Apperance: White crystalline powder; White Solid
• Melting Point: 59-63°C; 66-69 °C; 66-70°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: DT5099565
• European Hazard Symbols: X
• Risk Statements: 63; R36/37/38 R50 R53
• Safety Statements: 36/37; S26 S37/39 S61
• TSCA Listed: 是
• GHS Pictograms: GHS08
• Main Hazard: Xi
• GHS Hazard statements: H361
• GHS Precautionary statements: P281-P201-P202-P308+P313-P405-P501A

Product Information

• Purity: 99+%

DETAILS

Toronto Research Chemicals - M290500

4-Methylbenzylidene camphor (4-MBC) is an organic camphor derivative that is used in the cosmetic industry for its ability to protect the skin against UV, specifically UV B radiation. 4-MBC a UV-B ray filter, is an endocrine disruptors (ED).

REFERENCES

• Schlumpf, M., et al.: Toxicology, 199, 109 (2004)
• Durrer, S., et al.: Endocrinology, 146, 2130 (2004)
• Seidlova-Wuttke, D., et al.: Toxicol. Appl. Pharmacol., 214, 1 (2004)
• Maerkel, K., et al.: Toxicol. Appl. Pharmacol., 218, 152 (2004)