| Identification | Back Directory | [Name]
1-(4-BROMOPHENYL)CYCLOPROPANECARBOXYLIC ACID | [CAS]
345965-52-8 | [Synonyms]
EOS-60374
345965-52-8, MFCD07374439
1-(4-BROMOPHENYL)CYCLOPROPANECARBOXYLIC ACID
1-(4-BroMophenyl)-1-cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid, 1-(4-broMophenyl)-
1-(4-broMophenyl)cyclopropane-1-carboxylic acid | [Molecular Formula]
C10H9BrO2 | [MDL Number]
MFCD07374439 | [MOL File]
345965-52-8.mol | [Molecular Weight]
241.08 |
| Chemical Properties | Back Directory | [Melting point ]
160-165° | [Boiling point ]
354.3±35.0 °C(Predicted) | [density ]
1.670±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
4.14±0.20(Predicted) | [Appearance]
White to light yellow Solid | [InChI]
InChI=1S/C10H9BrO2/c11-8-3-1-7(2-4-8)10(5-6-10)9(12)13/h1-4H,5-6H2,(H,12,13) | [InChIKey]
BYJIXWOWTNEVFO-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(Br)C=C2)(C(O)=O)CC1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1-(4-bromophenyl)cyclopropanecarboxylic acid from 1-(4-bromophenyl)cyclopropanecarbonitrile: A mixture of 1-(4-bromophenyl)cyclopropanecarbonitrile (7.5 g, 33.78 mmol), potassium hydroxide (7.6 g, 135 mmol), and ethylene glycol (50 mL) was heated to 160 °C for 6 hours. Upon completion of the reaction, the mixture was cooled to room temperature, water (200 mL) was added and the pH was adjusted to 3~4 with dilute hydrochloric acid to acidify the reaction mixture. Subsequently, the product was precipitated with 2N hydrochloric acid. The precipitate was collected by filtration to afford 1-(4-bromophenyl)cyclopropanecarboxylic acid (5.6 g, 69% yield). Mass spectrum (ESI) m/z (M+H)+ 240. | [References]
[1] Patent: US6359135, 2002, B1. Location in patent: Page column 113
[2] Patent: US6369225, 2002, B1. Location in patent: Page column 42, 112
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 16, p. 6003 - 6017
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 887 - 892
[5] Patent: WO2013/25733, 2013, A1. Location in patent: Paragraph 0490 |
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