Suberoyl chloride

ETHYL 4-METHYL-E-4,8-NON-ADIENOATE, 53, 116 Styrene, reaction with carbe-thoxycarbene, 50, 94 Suberoyl chloride, 54, 88 SUBSTITUTION OF ARYL HALIDES WITH COPPER(I) ACETYLIDES ... 

Functionalized po I ( -hex lisocyanatc) was prepared by the authors (3) by endcapping with methacryloyl, (s)-(-)acetopropionyl chloride, or suberoyl chloride. 

Other encapping agents were used to functionalize poly(n-hexylisocyanate) in the current investigation. (s)-( )Acetopropionyl chloride was used to prepare an optically active terminus, (I), while suberoyl chloride was used to prepare the corresponding acid chloride terminus, (II). 

Sodium hydride (97%), triethyl phosphite (99%), a,a dibromo-p-xylene (97%), 4-hydroxy-3-methylbenzaldehyde (97%), 3-ethoxy-4-hydroxybenzaldehyde (99%), vanillin (99%), and valeryl chloride (98%), were supplied by Aldrich Chemical Co. and were used without further purification 4-hydroxybenzaldehyde (96%, Aldrich) was resublimed prior to use. The add chlorides were supplied by Aldrich Chemical Co. and, with the exception of sebacoyl chloride (99+%), were fractionally distilled at reduced pressure through a 6-inch Vigreux column prior to use pimeloyl chloride 95-6°C at 1.1 torr, suberoyl 114-16°C at 2.2 torr, azelaoyl 104-6°C at 0.35 torr. Dibromoalkanes from Aldrich Chemical were fractionally distilled prior to use 1,7-dibromoheptane 111-114°C at 1.4 torr, 1,9-dibromononane 135-137°C at 2.7 torr, 1,11-dibromoundecane 129-131 °C at 0.85 torr. Tetrabutylammonium iodide (98%) was supplied by Aldrich. Reagent grade solvents were obtained from Fisher Scientific. 

Higher homologous dicarboxylic acid linkers (adipoyl, suberoyl and sebacoyl) were explored briefly by Koster et al. [205] for the attachment of 5 -DMTr-deoxythy-midine to hydroxymethyl PS resin via the corresponding acid chloride (Figure 19.6). No particular advantage over the succinyl anchor was apparent... 

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