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Chemical Structure| 77758-79-3 Chemical Structure| 77758-79-3

Structure of 77758-79-3

Chemical Structure| 77758-79-3

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Product Details of [ 77758-79-3 ]

CAS No. :77758-79-3
Formula : C10H5F10IO3S
M.W : 522.10
SMILES Code : FC([I+]C1=CC=CC=C1)(F)C(F)(F)C(F)(F)F.O=S(C(F)(F)F)([O-])=O
MDL No. :MFCD00135121

Safety of [ 77758-79-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H314-H335-H360
Precautionary Statements:P261-P264-P270-P271-P280-P301+P310+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501
Class:8(6.1)
UN#:2923
Packing Group:

Application In Synthesis of [ 77758-79-3 ]

* 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 [ 77758-79-3 ]

[ 77758-79-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 38222-83-2 ]
  • [ 77758-79-3 ]
  • [ 100-53-8 ]
  • benzylperfluoro-n-propylthio ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% In dichloromethane; REFERENCE EXAMPLE 8 2.5 ml of methylene chloride, 0.072 ml (0.62 mmol) of benzylmercaptan and 126 mg (0.61 mmol) of <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> were charged in a flask, and 320 mg (0.61 mmol) of heptafluoro-n-propylphenyliodonium trifluoromethanesulfonate was added thereto in small portions while stirring at room temperature, followed by stirring for 10 minutes at room temperature. The resulting white precipitate was filtered, subjected to column chromatography of silica gel and eluted with pentane. Pentane was distilled off from the elude and the residue was purified by gas chromatography to obtain benzylperfluoro-n-propylthio ether as an oily substance. Yield, 76percent. 19 F-NMR (CCl3 F internal standard in CDCl3): -80.50 ppm (t, JCF3,alpha--CF2 =9.3 Hz, CF3, 3F), -88.84 ppm (m, JCF3,alpha-CF2 =9.3 Hz, Jalpha-CF2,beta-CF2 =4.0 Hz, alpha-CF2, 2F), -124.6 ppm (t, Jalpha-CF2,beta-CF2 =4.0 Hz, beta-CF2, 2F) 1 H-NMR (in CDCl3): 4.25 ppm (s, --CH2 --, 2H), 7.50 ppm (s, Ar-H, 5H). IR (neat): 3100, 3070, 3040, 2950, 1950, 1880, 1800, 1600, 1495, 1455, 1335, 1220, 1210, 1180, 1110, 1080, 1035, 925, 855, 840, 810, 770, 750, 740, 700, 695, 670, 650, 605, 560, 535, 520 cm-1. MS: 292 (M+), 91, 77, 69, 65. Elementary Analysis: Found: C, 41.07; H, 2.40percent. Calc'd: C, 41.10; H, 2.41percent.
  • 2
  • [ 70-49-5 ]
  • [ 38222-83-2 ]
  • [ 77758-79-3 ]
  • heptafluoro-n-propylthiosuccinic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
In chloroform-d1; dichloromethane; REFERENCE EXAMPLE 9 2.0 ml of methylene chloride, 57 mg (0.38 mmol) of mercaptosuccinic acid and 79 mg (0.39 mmol) of <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> were added to a flask, and 204.2 mg (0.39 mmol) of heptafluoro-n-propylphenyliodonium trifluoromethanesulfonate was added thereto while stirring at room temperature, followed by stirring at room temperature for one hour. The resulting precipitate was filtered and subjected to column chromatography of silica gel. Iodobenzene was eluted with pentane and diethyl ether was passed through the column. Diethyl ether was distilled off from the elude to obtain 62.9 mg (yield, 52.1percent) of heptafluoro-n-propylthiosuccinic acid as crystals. 19 F-NMR (CCl3 F internal standard in CDCl3): -80.49 ppm (t, JCF2,CF3 =9.5 Hz, CF3), -87.56 pm (m, JCF3,CF2 =9.5 Hz, JCF2,CF2 =3.5 Hz, CF2 CF2 CF3), -124.5 ppm (t, JCF2,CF2 =3.5 Hz, CF2 CF2 CF3). 1 H-NMR (in CDCl3): 3.10 ppm (d, JCH,CH2 =7 Hz, CH2), 4.22 ppm (t, JCH,CH2 =7 Hz, CH). A portion of heptafluoro-n-propylthiosuccinic acid obtained in the above reaction was esterified as follows.
  • 3
  • [ 38222-83-2 ]
  • [ 10047-28-6 ]
  • [ 77758-79-3 ]
  • n-butyl heptafluoro-n-propylthioacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.5% In dichloromethane; REFERENCE EXAMPLE 10 0.09 ml of n-butyl mercaptoacetate and 118 mg of <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> were added to 25 ml of methylene chloride. Then, 300 mg of heptafluoro-n-propylphenyliodonium trifluoromethanesulfonate was added in small amount thereto and the mixture was allowed to react for 20 minutes at room temperature. The precipitate formed was filtered and subjected to column chromatography of silica gel. After eluding iodobenzene with pentane, the desired product was eluted with diethyl ether. Diethyl ether was distilled off from the elude to obtain n-butyl heptafluoro-n-propylthioacetate as an oily substance. Yield, 87.5percent. 19 F-NMR (CCl3 F internal standard in CDCl3): -80.71 ppm (t, JFgamma,Falpha =9.5 Hz, CF3), -89.52 ppm (q.t, JFalpha,Fbeta =3.5 Hz, JFalpha,Fgamma =9.5 Hz, CF2alpha), -124.7 ppm (t, JFalpha,Fbeta =3.5 Hz, CF2beta) 1 H-NMR (in CDCl3): STR10 0.93 ppm (m, CH3, 3H), 1.2-1.8 ppm (m, Hc, Hd, 4H), 3.67 ppm (s, Ha, 2H), 4.16 ppm (t, JHb,Hc =6 Hz, Hb, 2H). IR (neat): 2960, 2880, 1745, 1460, 1410, 1380, 1340, 1300, 1280, 1210, 1190, 1110, 1090, 1040, 930, 860, 740, 675 cm-1. MS: 215 (+ CH2 SC3 F7), 169, 69, 57, 56. Elementary Analysis: Found: C, 34.27; H, 3.37percent. Calc'd: C, 34.18; H, 3.51percent.
 

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