In　order　to　uncover　the　influence　of　oxygen-containing　functional　groups　on　the　pyrolysis　characteristics　of　beta-O-4　type　model　compounds,　in-situ　diffuse　reflectance　infrared　pyrolysis　and　pyroprobe-GC-MS　were　used　to　study　the　migration　patterns　of　functional　groups　and　the　specific　pyrolysis　product　distributions　with　changing　temperature.　The　results　showed　that　the　initial　temperature　of　phenolic　hydroxy　production　was　300　degrees　C,　and　peaks　corresponding　to　this　increased　gradually　in　intensity　in　1-benzyl-2-(2-methoxy-phenol)-ethanol,　while　this　product　did　not　begin　appearing　until　600　degrees　C　in　1-ethyl-benzene-2-(2-methoxy-phenol).　The　intensities　of　the　CH4　peaks　were　similar　in　all　three　samples,　but　the　CO2　absorption　peak　was　significantly　lower　in　1-(4-methoxy-phenoxy)-2-(2-methoxy-phenol)-ethanol.　In　addition,　alpha-OH　was　found　to　promote　the　generation　of　aryl-ketone　products.　The　4-methoxy-styrene　contents　of　1-ethyl-benzene-2-(2-methoxy-phenol)　and　1-(4-methoxy-phenoxy)-2-(2-methoxy-phenol)-ethanol　at　500　degrees　C　were　36.1%　and　31.3%,　respectively,　higher　than　the　styrene　content　of　1-benzy1-2-(2-methoxy-phenol)-ethanol　(26.3%).　The　content　of　acetophenone　was　only　0.3%　in　1-ethyl-benzene-2-(2-methoxy-phenol),　but　the　yields　of　acetophenone　and　4-methoxy-acetophenone　were　16.7%　and　19.6%　in　1-benzyl-2-(2-methoxy-phenol)-ethanol　and　1-(4-methoxy-phenoxy)-2-(2-methoxy-phenol)-ethanol,　respectively.　(C)　2016　Elsevier　B.V.　All　rights　reserved.