methyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate

• ChemBase ID: 67540
• Molecular Formular: C11H11BrO2
• Molecular Mass: 255.10784
• Monoisotopic Mass: 253.99424159
• SMILES: C(=O)(/C=C/c1ccc(cc1)CBr)OC
• Canonical SMILES: BrCc1ccc(cc1)/C=C/C(=O)OC
• InChI: InChI=1S/C11H11BrO2/c1-14-11(13)7-6-9-2-4-10(8-12)5-3-9/h2-7H,8H2,1H3/b7-6+
• InChIKey: ZSRCGGBALFGALF-VOTSOKGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate; methyl 3-[4-(bromomethyl)phenyl]prop-2-enoate
• IUPAC Traditional name: methyl (2E)-3-[4-(bromomethyl)phenyl]prop-2-enoate; methyl 3-[4-(bromomethyl)phenyl]prop-2-enoate
• Synonyms: Methyl 3-(4-bromomethyl)cinnamate; Methyl 3-[4-(bromomethyl)phenyl]prop-2-enoate; Methyl 3-[4-(bromomethyl)phenyl]acrylate; Methyl 4-(bromomethyl)cinnamate 96%; 3-[4-(Bromomethyl)phenyl]-2-propenoic Acid Methyl Ester; p-(Bromomethyl)cinnamic Acid Methyl Ester; 3-(4-Bromomethylphenyl)acrylic Acid Methyl Ester; Methyl 4-Bromomethylcinnamate

Database IDs

• CAS Number: 946-99-6
• MDL Number: MFCD02684186
• PubChem SID: 162033275
• PubChem CID: 11658908

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.288051
• LogD (pH = 7.4): 3.288051
• Log P: 3.288051
• Molar Refractivity: 60.6794 cm^3
• Polarizability: 22.807215 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 58-61°C

Safety Information

• Storage Warning: Harmful/Irritant/Lachrymatory/Light Sensitive; IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Apollo Scientific Ltd - OR12661

Predominantly trans

Toronto Research Chemicals - M294290

Used in the synthesis of p-, m-, and ο-bis-(2-chloroethyl)aminomethylcinnamic acid hydrochloride and their esters as inhibitors.

REFERENCES

• By Kamijo, T., et al.: Chem. Pharmaceut. Bull., 31, 1213 (1983)