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Hydrochloric Acid → 1,1,1,5,5,5-Hexafluoropentan-3-one

HRID 1421118
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HRID 1421118 반응식
[C:1]([CH2:5][C:6]([CH2:9][C:10]([F:13])([F:12])[F:11])(Cl)Cl)([F:4])([F:3])[F:2].Cl.[OH:15]S(O)(=O)=O>>[C:1]([CH2:5][C:6]([CH2:9][C:10]([F:13])([F:12])[F:11])=[O:15])([F:4])([F:3])[F:2]
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참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 104908171,1,1,5,5,5-Hexafluoro-3,3-dichloropentane

생성물 1

HCID 106316431,1,1,5,5,5-Hexafluoropentan-3-one수율 56%

실험 절차

A mixture of 20 mL 100% H2SO4, 10.6 g (0.049 mol) HgO; and 12.0 g (0.048 mol) CF3CH2CCl2CH2CF3 was shaken periodically over 45 min, during which time a thick, nearly white paste resulted. An exothermic reaction also occurred after approximately 10 min and subsided after about 0.5 h. The cooled reaction mixture was added to 75 g ice and 25 mL concentrated HCl. The lower liquid phase was separated and the aqueous layer was extracted with 3×35 mL ether. The combined organic extracts (including the original organic layer) were washed with 10 mL water, dried with Na2SO4 and distilled. Five and three tenths g (56% yield) of 97% pure CF3CH2C(O)CH2CF3 were obtained (boiling point 122-123° C.). 1H NMR: 3.4 (q, J=10.2 Hz). 19F NMR: -63.0 (t, J=10.2 Hz) ppm. IR: 1746 (C=O) cmc-1. MS: 194 (3.4), 111 (100), 91 (17.5), 83 (21.8), 69 (11.9).

후처리

  1. customresulted
  2. customAn exothermic reaction
  3. waitsubsided after about 0.5 h
  4. customThe cooled reaction mixture
  5. customThe lower liquid phase was separated
  6. extractionthe aqueous layer was extracted with 3×35 mL ether
  7. washwere washed with 10 mL water
  8. dry with materialdried with Na2SO4
  9. distillationdistilled

출처 및 근거

ORD 기록
ord-08228e9fc03d4be6a578f89a7d59e96c
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06072088

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