| Identification | More | [Name]
1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID | [CAS]
72934-37-3 | [Synonyms]
1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID
1-(4-CHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID
RARECHEM AL BO 1115
TIMTEC-BB SBB003583
1-(p-chlorophenyl)cyclopropanecarboxylic acid
1-(p-Dhlorophenyl)cyclopropanecarboxylic acid. | [EINECS(EC#)]
277-105-5 | [Molecular Formula]
C10H9ClO2 | [MDL Number]
MFCD00001289 | [Molecular Weight]
196.63 | [MOL File]
72934-37-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
152-155 °C | [Boiling point ]
152-155°C | [density ]
1.2040 (rough estimate) | [refractive index ]
1.5152 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
4.14±0.20(Predicted) | [color ]
White | [InChI]
InChI=1S/C10H9ClO2/c11-8-3-1-7(2-4-8)10(5-6-10)9(12)13/h1-4H,5-6H2,(H,12,13) | [InChIKey]
YAHLWSGIQJATGG-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(Cl)C=C2)(C(O)=O)CC1 | [CAS DataBase Reference]
72934-37-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [HazardClass ]
IRRITANT | [HS Code ]
29163900 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Synthesis]
The general procedure for the synthesis of 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid from 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile is as follows: 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile (18 g) obtained in Example 1 was added to 20% sulfuric acid solution (184 mL). The temperature was slowly raised to reflux and the reaction was maintained for 10-12 hours. Upon completion of the reaction, the reaction mixture was extracted using ethyl acetate. Subsequently, the carboxylic acid product in the organic layer was transferred to 20% sodium hydroxide solution for extraction. The aqueous phase was acidified to pH 2-4 with concentrated hydrochloric acid and a white solid product was precipitated. The solid was collected by filtration and washed with distilled water. After drying, 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid was obtained in 90-95% yield, 99.4% purity by HPLC and 152-155°C melting point. | [References]
[1] Patent: WO2009/150660, 2009, A1. Location in patent: Page/Page column 16
[2] Patent: WO2016/178092, 2016, A2. Location in patent: Page/Page column 63; 64
[3] Patent: WO2017/64628, 2017, A1. Location in patent: Page/Page column 33; 34
[4] Chemische Berichte, 1979, vol. 112, p. 3914 - 3933
[5] Patent: US2009/312558, 2009, A1. Location in patent: Page/Page column 6 |
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