3-(TRIMETHYLSILYLOXY)CROTONIC ACID METHYL ESTER

This chemical is called Methyl (E)-3-trimethylsilyloxybut-2-enoate, and its CAS registry number is 62269-44-7. With the molecular formula of C₈H₁₆O₃Si, its molecular weight is 188.30.  

Other characteristics of the Methyl (E)-3-trimethylsilyloxybut-2-enoate can be summarised as followings: (1)ACD/LogP: 2.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.25; (4)ACD/LogD (pH 7.4): 2.25; (5)ACD/BCF (pH 5.5): 30.05; (6)ACD/BCF (pH 7.4): 30.05; (7)ACD/KOC (pH 5.5): 397.6; (8)ACD/KOC (pH 7.4): 397.6; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.427; (14)Molar Refractivity: 51.24 cm³; (15)Molar Volume: 199.5 cm³; (16)Polarizability: 20.31×10^-24cm³; (17)Surface Tension: 23 dyne/cm; (18)Density: 0.943 g/cm³; (19)Flash Point: 63.9 °C; (20)Enthalpy of Vaporization: 41.49 kJ/mol; (21)Boiling Point: 178.6 °C at 760 mmHg; (22)Vapour Pressure: 0.981 mmHg at 25°C.

Production method of this chemical: The Methyl (E)-3-trimethylsilyloxybut-2-enoate could be obtained by the reactants of acetoacetic acid methyl ester and chloro-trimethyl-silane. This reaction needs the reagent of Et₃N, and the solvent of hexane. The yield is 78 %.

Uses of this chemical: The Methyl (E)-3-trimethylsilyloxybut-2-enoate could react with chloro-trimethyl-silane, and obtain the 1,3-Bis(trimethylsiloxy)-1-methoxy-buta-1,3-dien. This reaction needs the reagent of diisopropylamine, n-BuLi, TMEDA, and the solvent of tetrahydrofuran, hexane. The yield is 98 %. In addition, this reaction should be taken at the temperature -78 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. For it's flammable, keep it away from the sources of ignition.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(OC)\C=C(\O[Si](C)(C)C)C
2.InChI: InChI=1/C8H16O3Si/c1-7(6-8(9)10-2)11-12(3,4)5/h6H,1-5H3/b7-6+
3.InChIKey: OQNKCUVOGBTGDJ-VOTSOKGWBC