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Chemical Structure| 140200-76-6 Chemical Structure| 140200-76-6

Structure of 140200-76-6

Chemical Structure| 140200-76-6

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Product Details of [ 140200-76-6 ]

CAS No. :140200-76-6
Formula : C5H8Br2O
M.W : 243.92
SMILES Code : BrCCC(=O)CCBr
MDL No. :MFCD09833654
InChI Key :JVWRMAONKJMECW-UHFFFAOYSA-N
Pubchem ID :11139351

Safety of [ 140200-76-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H315-H319-H335
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 140200-76-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 140200-76-6 ]

[ 140200-76-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 128312-82-3 ]
  • [ 140200-76-6 ]
YieldReaction ConditionsOperation in experiment
77% With N-Bromosuccinimide In tetrachloromethane for 14 h; Reflux . Synthesis of l,5-dibromopentan-3-one. (51-3) iV-Bromosuccinamide (1.70 mol) was added to a solution of l-(2- bromoethyl)cyclopropanol (1.70 mol) in carbon tetrachloride (2.50 L) and the reaction mixture was heated at reflux for 14 h. The reaction mixture was allowed to cool to rt and the insoluble solids were removed by filtration. The filtrate was washed with water (500 mL) and brine (500 mL), dried (sodium sulfate), and concentrated to provide l,5-dibromopentan-3-one in 77percent yield as a brown liquid.
68% With N-Bromosuccinimide In tetrachloromethane at 0 - 25℃; for 16 h; At 0° C., add N-bromosuccinimide (539 mg, 3.0 mmol) into the solution of Embodiment 71A (500 mg, 3.0 mmol) in CCl4 (8 ml). Then allow the mixture to react 16 hours at 25° C. Filter and evaporate before purify the residue with column chromatography (petroleum ether:ethyl acetate=20:1 petroleum ether:ethyl acetate=10:1) to obtain the title compound (yellow liquid, 500 mg, yield of 68percent). 1H NMR(400 MHz,CDCl3)3.56(t,J=6.8 Hz,2H),3.04(t,J=6.8 Hz,2H).
References: [1] Chemical Communications, 2014, vol. 50, # 52, p. 6860 - 6862.
[2] Patent: WO2010/24980, 2010, A1, . Location in patent: Page/Page column 127; 128.
[3] Patent: US2017/66732, 2017, A1, . Location in patent: Paragraph 0583.
[4] Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 7.1, p. 1251 - 1253[5] Zhurnal Organicheskoi Khimii, 1991, vol. 27, # 7, p. 1431 - 1433.
[6] Journal of Organic Chemistry, 1997, vol. 62, # 6, p. 1675 - 1686.
[7] Chemistry - A European Journal, 2007, vol. 13, # 12, p. 3354 - 3368.
 

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