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| | (S)-3-Chloro-1-phenyl-1-propanol Basic information |
| | (S)-3-Chloro-1-phenyl-1-propanol Chemical Properties |
| Melting point | 58-60 °C (lit.) | | Boiling point | 296 °C | | density | 1.149 | | Fp | 132 °C | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Sparingly), Methanol (Slightly) | | form | Solid | | pka | 13.92±0.20(Predicted) | | color | White to Off-White | | Optical Rotation | [α]19/D 25°, c = 1 in chloroform | | InChI | InChI=1S/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/m0/s1 | | InChIKey | JZFUHAGLMZWKTF-VIFPVBQESA-N | | SMILES | C1C=C([C@@H](O)CCCl)C=CC=1 | | CAS DataBase Reference | 100306-34-1(CAS DataBase Reference) |
| | (S)-3-Chloro-1-phenyl-1-propanol Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | (S)-(-)-3-Chloro-1-phenyl-1-propanol (cas# 100306-34-1) is a compound useful in organic synthesis. | | Synthesis | The general procedure for the synthesis of (S)-(-)-3-chloro-1-phenyl-1-propanol from 3-chloropropiophenone was as follows: 3.36 g (40.0 mmol) of potassium formate (HCOOK) was used as a hydrogen source under argon protection, 2.609 mg (4.0 μmol) of Cp*IrCl[(S,S)-MsDPEN] was used as a catalyst, and 1.349 g (8.0 mmol) β-chloropropiophenone in a 20 mL Schlenk tube. 2 mL of water and 2 mL of toluene were added to the reaction system and the resulting mixture was stirred at 50 °C for 24 hours. Upon completion of the reaction, the organic phase was washed three times with 3 mL of water, followed by distillation under reduced pressure to remove toluene to give optically active (S)-(-)-3-chloro-1-phenyl-1-propanol. The optical purity of the product was confirmed by GC analysis to be 85% ee in 94% yield. | | References | [1] Patent: US2009/62573, 2009, A1. Location in patent: Page/Page column 7; 14
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 6, p. 1009 - 1017
[3] Patent: KR2015/116956, 2015, A. Location in patent: Paragraph 0176-0179
[4] Patent: KR2016/44117, 2016, A. Location in patent: Paragraph 0063-0066
[5] Organic and Biomolecular Chemistry, 2011, vol. 9, # 10, p. 3854 - 3862 |
| | (S)-3-Chloro-1-phenyl-1-propanol Preparation Products And Raw materials |
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