Sulfuric Acid → HCID 131719223, compound

HRID 2260457Notes

Reaction equation

HRID 2260457 reaction equation
[CH:1]([OH:6])(O)[CH2:2][CH2:3][CH3:4].Cl[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(Cl)(=[O:20])C.S(=O)(=O)(O)O>C(Cl)Cl.C(N(CC)CC)C>[CH2:10]([O:9][CH2:8][O:20][CH2:4][CH2:3][CH2:2][CH2:1][OH:6])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 6367Acetyl chlorideHCID 165788ButanediolHCID 534743Chloromethyl octyl ether

Product 1

HCID 131719223HCID 131719223, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

The precursor, C8H17OCH2OC4H8OH was prepared by monoalkylation of butane diol with octyl chloromethyl ether. The precursor was first acetylated with acetyl chloride in methylene chloride containing triethylamine and then fluorinated, and a portion of the crude perfluorinated product was hydrolyzed by treatment with aqueous sulfuric acid and then distilled to yield the carboxylic acid C8F17OCF2OC3F6CO2H, having a boiling range 100°-106° C. at 1.1 torr. Differential scanning calorimetry revealed the acid had a Tg of -97.0° C. and several crystalline exotherms of -77.4, -61.5 and -37.7° C. and a broad melting point at -9.0° C.

Workup

  1. distillationdistilled

Sources & evidence

ORD record
ord-9b7bc76c8a67456f92fad99891c4ff56
Source dataset
uspto-grants-1995_12
Patent number
US05476974

Reaction notes

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