１．空所に適当な前置詞/前置詞句を入れなさい。
-Hemicage Complexes. (1R,5R)-3-(Diethoxymethyl)nopinone (1). The synthesis was
carried out
the procedure described by Mock and Tsou.25 Redistilled boron
trifluoride diethyl etherate (13.5 mL, 0.110 mol) dissolved
80 mL
dichloromethane was added dropwise over 20 min to triethyl orthoformate (14.9 mL,
0.090 mol)
nitrogen atmosphere
-30 C. The mixture was then allowed
to warm
0 C.
being stirred
15 min, the mixture was cooled
-78 C and 6.20 g (0.045 mol)
(1R,5S)-(+)-nopinone was added,
dropwise addition
N,N-diisopropylethylamine (23.5 mL, 0.135 mol).
being stirred
1 h, the reaction mixture was poured into 600 mL
saturated
aqueous sodium bicarbonate solution. An additional 250 mL
dichloromethane
was then added, and the mixture was stirred
10 min
room temperature.
The organic layer was separated and washed
cold 1 M sulfuric acid
cold water. The organic phase was then dried
anhydrous sodium sulfate, and the
solvent was removed
rotary evaporation to yield 8.66 g (80%) of orange, liquid
1
product. H NMR (500 MHz, CDCl3): 0.76 (s, 3H), 1.01 (t, J = 7.02 Hz, 3H), 1.11 (t, J
= 7.02 Hz, 3H), 1.20 (s, 3H), 1.78 (d, J = 10.07 Hz, 1H), 1.84 (t, J = 10.84 Hz, 1H),
2.08 (m, 2H), 2.29 (m, 1H), 2.37 (t, J = 5.34 Hz, 1H), 2.62 (m, 1H), 3.32 (m, 1H), 3.42
(m, 1H), 3.53 (m, 1H), 3.65 (m, 1H), 4.81 (d, J = 3.05 Hz, 1H). 13C NMR (125 MHz,
CDCl3): 15.20, 15.42, 22.10, 22.20, 24.27, 26.10, 40.33, 40.77, 48.40, 58.17, 63.42,
65.08, 103.70, 212.81.
2. 次の文は順不同に並んでいます。特に文頭と文末のフレーズに注意を払いな
がら、順序を正しく並べ替えてください
2.1. Preparation of the PE@SiO2 Particles. Preparation of LDPE@SiO2 Particles.
(A) In a typical procedure (sample 7, Table 1 ), 0.2 g of LDPE (density of 0.932
g/mL, melting index of 55 gr/min, Aldrich) and 0.05 g of the surfactant PE-b-PEG
(Mw 1400, PE/PEG = 1:1 by weight, Aldrich) were placed in a vial and were
heated until melting, then 4.0 mL of boiling xylenes was added (137-144 C) until
there was a full dissolution of the melt (at least 20 min). (B) To this hot solution, the
boiling hydrophobic phase was added quickly dropwise and under vigorous stirring, and
the mixture brought close to its boiling point (~78 C). (C) For collecting and cleaning
the particles, the resulting dispersion was centrifuged at 6000 rpm for 20 min and the
precipitate redispersed in either water or ethanol. (D) To this hot solution, 2.0 mL of
TEOS (Aldrich) was added and mixing continued until a clear solution was obtained.
(E) For characterization purposes, the powder was dried at 100 C for several hours.
(F) After the addition, a stable emulsion formed immediately that was allowed to boil
for about 30 min, and then the emulsion/dispersion was allowed to cool slowly under
mild stirring (magnetic stirrer) for 18-24 h while the particles continued to form. (G)
The dispersing hydrophilic phase was prepared by mixing 50 mL of ethanol (or
2-propanol, see Table 1) with 30 mL of ammonium hydroxide solution (25% by weight
NH3) followed by heating the solution to the boiling point. (H) From thermal
gravimetric analysis (TGA) (see below), the composition of the final particles is
typically 1:~2 by weight. Other surfactants, listed in Results and Discussion, were
tested by similar procedures either with tetramethoxysilane (TMOS) or with
TEOS, but none lead to satisfactory results. For blank tests, the surfactant was
entrapped within silica without PE using the same procedure. Table 1 contains
other tested compositions that led to the particles formation.