Crystal structure of ethyl 2-(di-eth-oxy-phosphor-yl)-2-(2,3,4-tri-meth-oxy-phen-yl)acetate.

ABSTRACT: The title compound, C17H27O8P, was prepared by Michaelis-Arbuzov reaction of ethyl 2-bromo-2-(2,3,4-tri-meth-oxy-phen-yl)acetate and triethyl phosphite. Such compounds rarely crystallize, but single crystals were recovered after the initial oil was left for approximately 10 years. The bond angle of the sp (3)-hybridized C atom connecting the benzene derivative with the phospho unit is widened marginally [112.5?(2)°]. The terminal P-O bond length of 1.464?(2)?Å clearly indicates a double bond, whereas the two O atoms of the eth-oxy groups connected to the phospho-rous atom have bond lengths of 1.580?(2)?Å and 1.581?(3)?Å. The three meth-oxy groups emerge out of the benzene-ring plane due to steric hindrance [C-C-O-C torsion angles = -179.9?(3)°, -52.9?(4)° and 115.3?(4)°]. In the crystal, inversion dimers linked by pairs of C-H?O=P hydrogen bonds generate R 2 (2)(14) loops. The chosen crystal was modelled as a non-merohedral twin.

SUBMITTER: Schubert M 

PROVIDER: S-EPMC4186086 | biostudies-other | 2014 Sep

REPOSITORIES: biostudies-other