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Iodine → 1-Bromo-8-[(8-bromooctyl)disulfanyl]octane

HRID 1359622
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HRID 1359622 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][SH:10].II>C(O)C>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][S:10][S:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Br:1]
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참가 물질

4

반응물 2

HCID 807IodineHCID 181835148-Bromo-1-octanethiol

생성물 1

HCID 181835131-Bromo-8-[(8-bromooctyl)disulfanyl]octane수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 8-bromo-1-octanethiol (0.7 g, 3.1 mmol) in 20 mL ethanol was titrated with a 65 mM solution of iodine in ethanol (˜23 mL) until a light yellow color persisted (Bain, C. D. et al., Langmuir, 5:723-727. (1989). The ethanol was removed at 40° C. by rotary evaporation, The dark-maroon colored oil was dissolved in 40 mL ether and extracted with distilled water (4×50 mL). The ethereal layer was dried over anhydrous sodium sulfate and the solvent removed under vacuum at 30° C. Flash chromatography (80:20 hexanes:methylene chloride) afforded di(8-bromooctyl)disulfide, a yellowish oil, in 80% yield, 1H NMR (CDCl3) δ 3.41 (t, 4H), 2.68 (t, 4H), 1.86 (m, 4H), 1.67 4 m H), 1.20-1.50 (m, 16H).

후처리

  1. customThe ethanol was removed at 40° C. by rotary evaporation
  2. dissolutionThe dark-maroon colored oil was dissolved in 40 mL ether
  3. extractionextracted with distilled water (4×50 mL)
  4. dry with materialThe ethereal layer was dried over anhydrous sodium sulfate
  5. customthe solvent removed under vacuum at 30° C

출처 및 근거

ORD 기록
ord-0d670b00a9fa4542942845528959a838
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06600076B1

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