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Chemical Structure| 7209-00-9 Chemical Structure| 7209-00-9

Structure of Diethyl 2-bromopentanedioate
CAS No.: 7209-00-9

Chemical Structure| 7209-00-9

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Product Details of [ 7209-00-9 ]

CAS No. :7209-00-9
Formula : C9H15BrO4
M.W : 267.12
SMILES Code : O=C(CCC(C(OCC)=O)Br)OCC
MDL No. :MFCD12974622

Safety of [ 7209-00-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 7209-00-9 ]

* 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.

  • Downstream synthetic route of [ 7209-00-9 ]

[ 7209-00-9 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 64-17-5 ]
  • [ 1070-62-8 ]
  • [ 7209-00-9 ]
  • 3
  • [ 1070-62-8 ]
  • [ 7209-00-9 ]
  • 4
  • [ 2873-74-7 ]
  • [ 64-17-5 ]
  • [ 870-78-0 ]
  • [ 7209-00-9 ]
YieldReaction ConditionsOperation in experiment
6.34 g The previously prepared glutaryl dichloride (0.900 g, 5.32 mmol) was placed in a 3 neck flask fitted with a reflux condenser and a scrubber system consisting of 1 M NaOH (500 ml_) and 10% aq Na2S2C>3 (50 ml_) and warmed to 85 C. Neat bromine (0.7 ml) was added dropwise and then a 150 W sun lamp was placed in front of the reaction and continued to heat at 85 C for 4.5 hours. Once the bromination was complete, the reaction was placed under nitrogen and transferred via cannula to anhydrous ethanol at 0 C. Extra ethanol (3 x 5 mL) was used to wash the reaction vessel to ensure the dichloride was transferred quantitatively. The reaction was subsequently stirred at 0 C for 15 mins then allowed to stir at room temperature overnight. The next day, the reaction was cooled to 0 C then solid NaHCC was added slowly until C02 evolution ceased. The reaction was partitioned between water (20 mL) and ether (20 mL) then the aqueous phase was separated and washed with ether (2 x 20 mL). The combined organic phases were washed with 10% Na2S2C>3 solution followed by brine then dried (MgSCL) and concentrated in vacuo to afford a dark red oil. The crude product was purified via fractional distillation to afford a mixture of stereoisomers of the desired product with diethyl 2- bromopentanedioate as a minor product (6.34 g). 6H (400 MHz, CDCb) 4.51 (dd, J 8.0, 6.8, 2H, CH), 4.40 (t, J 8.0, 2H, CH), 4.28 (q, J 16.0, 8.0, 8H, CH2), 2.93-2.86 (dt, J 14.0, 8.0, 1 H, CH2), 2.68 (dd, J 7.8, 6.5, 2H, CH2), 2.65 (dt, J 14.0, 8.0, 1 H, CH2), 1.34 (t, J 8.0, 12H, CH3).
  • 5
  • [ 110-94-1 ]
  • [ 870-78-0 ]
  • [ 7209-00-9 ]
 

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