skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Process for functionalizing alkanes

Abstract

Process for functionalizing saturated hydrocarbons comprising: (a) reacting said saturated hydrocarbons of the formula: R.sub.1 H wherein H represents a hydrogen atom; and R.sub.1 represents a saturated hydrocarbon radical, with a metal complex of the formula: CpRh[P(R.sub.2).sub.3 ]H.sub.2 wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical; Rh represents a rhodium atom; P represents a phosphorus atom; R.sub.2 represents a hydrocarbon radical; H represents a hydrogen atom, in the presence of ultraviolet radiation to form a hydridoalkyl complex of the formula: CpRh[P(R.sub.2).sub.3 ](R.sub.1)H (b) reacting said hydridoalkyl complex with an organic halogenating agent such as a tetrahalomethane or a haloform of the formulas: CX'X''X'''X'''' or CHX'X''X''' wherein X', X'', X'", X"" represent halogens selected from bromine, iodine or chlorine atom, at a temperature in the range of about -60.degree. to -17.degree. C. to form the corresponding haloalkyl complex of step (a) having the formula: CpRhPMe.sub.3 RX; and, (c) reacting said haloalkyl complex formed in (b) with halogen (X.sub.2) at a temperature in the range of about -60.degree. to 25.degree. C. (i.e., ambient) to form a functional haloalkyl compound.

Inventors:
 [1];  [2];  [3]
  1. (Kensington, CA)
  2. (Wilmington, DE)
  3. (Berkeley, CA)
Issue Date:
Research Org.:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA
OSTI Identifier:
866600
Patent Number(s):
4746760
Assignee:
Chevron Research Company (San Francisco, CA) LBNL
DOE Contract Number:  
AC03-76SF00098
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
process; functionalizing; alkanes; saturated; hydrocarbons; comprising; reacting; formula; represents; hydrogen; atom; hydrocarbon; radical; metal; complex; cprh; cp; cyclopentadienyl; alkylcyclopentadienyl; rhodium; phosphorus; presence; ultraviolet; radiation; form; hydridoalkyl; organic; halogenating; agent; tetrahalomethane; haloform; formulas; cx; chx; represent; halogens; selected; bromine; iodine; chlorine; temperature; range; -60; degree; -17; corresponding; haloalkyl; step; cprhpme; rx; formed; halogen; 25; ambient; functional; compound; saturated hydrocarbons; complex formed; ultraviolet radiation; hydrogen atom; metal complex; rhodium atom; chlorine atom; saturated hydrocarbon; hydrocarbon radical; cp represents; functionalizing saturated; functionalizing alkanes; /999/204/987/

Citation Formats

Bergman, Robert G., Janowicz, Andrew H., and Periana, Roy A. Process for functionalizing alkanes. United States: N. p., 1988. Web.
Bergman, Robert G., Janowicz, Andrew H., & Periana, Roy A. Process for functionalizing alkanes. United States.
Bergman, Robert G., Janowicz, Andrew H., and Periana, Roy A. Fri . "Process for functionalizing alkanes". United States. https://www.osti.gov/servlets/purl/866600.
@article{osti_866600,
title = {Process for functionalizing alkanes},
author = {Bergman, Robert G. and Janowicz, Andrew H. and Periana, Roy A.},
abstractNote = {Process for functionalizing saturated hydrocarbons comprising: (a) reacting said saturated hydrocarbons of the formula: R.sub.1 H wherein H represents a hydrogen atom; and R.sub.1 represents a saturated hydrocarbon radical, with a metal complex of the formula: CpRh[P(R.sub.2).sub.3 ]H.sub.2 wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical; Rh represents a rhodium atom; P represents a phosphorus atom; R.sub.2 represents a hydrocarbon radical; H represents a hydrogen atom, in the presence of ultraviolet radiation to form a hydridoalkyl complex of the formula: CpRh[P(R.sub.2).sub.3 ](R.sub.1)H (b) reacting said hydridoalkyl complex with an organic halogenating agent such as a tetrahalomethane or a haloform of the formulas: CX'X''X'''X'''' or CHX'X''X''' wherein X', X'', X'", X"" represent halogens selected from bromine, iodine or chlorine atom, at a temperature in the range of about -60.degree. to -17.degree. C. to form the corresponding haloalkyl complex of step (a) having the formula: CpRhPMe.sub.3 RX; and, (c) reacting said haloalkyl complex formed in (b) with halogen (X.sub.2) at a temperature in the range of about -60.degree. to 25.degree. C. (i.e., ambient) to form a functional haloalkyl compound.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1988},
month = {1}
}

Patent:

Save / Share: