Sulfuric Acid → HCID 57740578, compound

HRID 2384123Notes

Reaction equation

HRID 2384123 reaction equation
S(=O)(=O)(O)[OH:2].[C:6]([CH2:25][C:26]([CH2:29][CH2:30]I)([F:28])[F:27])([C:9]([C:12]([C:15]([C:18]([C:21]([F:24])([F:23])[F:22])([F:20])[F:19])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10])([F:8])[F:7]>>[C:6]([CH2:25][C:26]([CH2:29][CH2:30][OH:2])([F:28])[F:27])([C:9]([C:12]([C:15]([C:18]([C:21]([F:24])([F:23])[F:22])([F:20])[F:19])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10])([F:8])[F:7]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 713614941,1,1,2,2,3,3,4,4,5,5,6,6,8,8-Pentadecafluoro-10-iododecane

Product 1

HCID 57740578HCID 57740578, compound

Conditions

Temperature
60 °C

Procedure

Ethylene (15 g) was introduced to an autoclave charged with C6F13CH2CF2I (170 g) and d-(+)-limonene (1 g), and then the reactor was heated at 240° C. for 12 h. Product was isolated by vacuum distillation to provide C6F13CH2CF2CH2CH2I. Fuming sulfuric acid (129 mL) was added slowly to C6F13CH2CF2CH2CH2I (112 g). The mixture was stirred at 60° C. for 1.5 h. Then the reaction was quenched with ice-cold 1.5 wt % aqueous Na2SO3 and heated at 95° C. for 0.5 h. The bottom layer was separated and washed with 10% sodium acetate aqueous solution and distilled to provide C6F13CH2CF2CH2CH2OH.: mp 38° C.

Workup

  1. customThen the reaction was quenched with ice-cold 1.5 wt % aqueous Na2SO3
  2. temperatureheated at 95° C. for 0.5 h
  3. customThe bottom layer was separated
  4. washwashed with 10% sodium acetate aqueous solution
  5. distillationdistilled

Sources & evidence

ORD record
ord-01f5cdfd63974beaa4751d9491dc90b5
Source dataset
uspto-grants-2012_09
Patent number
US08263670B2

Reaction notes

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