[ CAS No. 17881-88-8 ] {[proInfo.proName]}

Name: 17881-88-8|Methoxydimethyl(phenyl)silane|95%
Brand: Ambeed
SKU: A741073
Price: 12.0 USD
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Cat. No.: {[proInfo.prAm]}

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Quality Control of [ 17881-88-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 17881-88-8 ]

SDS Specification

Alternatived Products of [ 17881-88-8 ]

Product Details of [ 17881-88-8 ]

CAS No. :	17881-88-8	MDL No. :	MFCD09266142
Formula :	C₉H₁₄OSi	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	REQXNMOSXYEQLM-UHFFFAOYSA-N
M.W :	166.29	Pubchem ID :	140300
Synonyms :

Calculated chemistry of [ 17881-88-8 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.33
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	50.51
TPSA :	9.23 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.53
Log Po/w (XLOGP3) :	2.8
Log Po/w (WLOGP) :	1.75
Log Po/w (MLOGP) :	2.19
Log Po/w (SILICOS-IT) :	1.02
Consensus Log Po/w :	2.06

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.91
Solubility :	0.206 mg/ml ; 0.00124 mol/l
Class :	Soluble
Log S (Ali) :	-2.65
Solubility :	0.372 mg/ml ; 0.00224 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.4
Solubility :	0.067 mg/ml ; 0.000403 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.58

Safety of [ 17881-88-8 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P303+P361+P353-P332+P313-P362-P403+P235	UN#:	1993
Hazard Statements:	H315-H319-H225	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 17881-88-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 17881-88-8 ]

[ 17881-88-8 ] Synthesis Path-Downstream 1~53

1
[ 67-56-1 ]
[ 766-77-8 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
98%	With graphene immobilized iridium complex containing N-heterocyclic carbene ligand functionalized with pyrene at 30℃; for 0.05h;
95%	With palladium In tetrahydrofuran at 20℃; for 3h;
95%	With silver at 20℃; for 1h;	2.2. Oxidation of organosilanes General procedure: The preparation of dimethylphenylsilanol 2a was given as a representative example. Nanoporous silver (10 mg), acetone (1.5 mL), H2O(0.1 mL), and dimethylphenylsilane 1a (1 mmol) were added in a micro-reaction vial at room temperature. The mixture was stirred for 60 min until no bubbles emerged, and then the np-Ag was removed from the system. The reaction mixture was then concentrated by rotary evaporation and the residue was purified by column chromatography on silica gel using ethyl acetate/petroleum ether (60-90 °C) (1:1) as eluent to give 2a. The recovered catalyst was washed with acetone and water and was reused without further purification.

89%	With cobalt/nitrogen-doped porous carbon calcined at 800 °C at 20℃; for 1.5h;
85%	With [Ru(η6:η1-C6H5(CH2)3OP(i)Pr2)Cl2] at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique;
75%	In benzene for 1h; Ambient temperature;
71%	With NTf₂^- modified porous organic polymer stabilized ultrasmall platinum nanoparticles at 65℃; for 10h;	2.4 Catalyst Tests General procedure: The catalytic dehydrogenative coupling of silanes with alcoholswas carried out in a 50mL flask equipped with a refluxcondenser and a magnetic stirrer. 1mol of silanes, 3mLof alcohols and catalyst was added and stirred at a giventemperature for a specific time under air atmosphere. Theproducts were determined by GC-MS and analyzed by GCusing dodecane as internal standard with a FID detector.
	With closo-3,3-(η²,η³-2-methylenenorbornadienyl)-3,1,2-dicarbollylrhodium In dichloromethane at 20℃; var. rhodacarborane catalyst; also triethylsilane;
91 %Spectr.	With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ at 0℃; for 0.0833333h; Air atmosphere;
99 %Chromat.	With nanohydroxyapatite-supported gold nanoparticles; air In neat (no solvent) at 25℃; for 1h; Schlenk technique;
	With Copper Nanoparticles Supported on Boron Doped Graphenes at 70℃; for 24h; Inert atmosphere; Sonication;
	With [Ir(CH₃CN)₂(I)₂{κ²C,C′-(methylenebis(N,N′-bis(2-phenoxyethyl)imidazol-2-ylidene))}]BF₄ In acetone at 24.84℃; for 0.223333h; Inert atmosphere; Schlenk technique;
	With ultra small gold nanoparticles supported by porous silica In tetrahydrofuran at 25℃; for 0.833333h;
100 %Chromat.	With C₃₁H₃₀Cl₂N₂Ru at 30℃; for 0.166667h;
	With hierarchically porous N and S co-doped carbon at 70℃; for 48h;
99 %Chromat.	With fac-[PtIMe₃{κ²-(P,N)-2-Ph₂PC₆H₄CH=NOH}] at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; Sealed tube;
	With Cu-doped ZIF-8 at 70℃; for 6h;
	With Au nanoparticles/Co(OH)₂ nanotubes at 30℃; for 0.383333h;
	With silver(I) acetate; triphenylphosphine In diethyl ether; dichloromethane at 20℃;	2.3.1. The general procedure for the silyl etherification of hydrosilane andalcohol catalyzed by ag(at)silicone/pph3 General procedure: PPh3 (5.7 mg, 0.022 mmol) and AgOAc (1.6 mg, 0.01 mmol) wereadded to the reaction tube, and then 2 mL diethyl ether and 0.5 mLdichloromethane was added to above catalyst system and stirred at roomtemperature for about half an hour. Then the silicone rubber was addedto the reaction mixture to absorb all the solvents. Subsequently, thehydrosilane (0.2 mmol) and alcohol (2 mL) was added to the reactiontube, and reacted at room temperature until the reaction is complete.The reaction solution was washed three times with ether, the reactionsolution was collected, and filtered and purified.

Reference： [1]Ventura-Espinosa, David; Sabater, Sara; Carretero-Cerdán, Alba; Baya, Miguel; Mata, Jose A. [ACS Catalysis, 2018, vol. 8, # 3, p. 2558 - 2566]
[2]Li, Zhiwen; Lin, Sha; Ji, Lisha; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis science and technology, 2014, vol. 4, # 6, p. 1734 - 1737]
[3]Li, Zhiwen; Zhang, Congcong; Tian, Jing; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis Communications, 2014, vol. 53, p. 53 - 56]
[4]Yang, Fan; Liu, Zhihui; Liu, Xiaodong; Feng, Andong; Zhang, Bing; Yang, Wang; Li, Yongfeng [Green Chemistry, 2021, vol. 23, # 2, p. 1026 - 1035]
[5]González-Fernández, Rebeca; Crochet, Pascale; Cadierno, Victorio [Dalton Transactions, 2019, vol. 49, # 1, p. 210 - 222]
[6]Lorenz, Catrin; Schubert, Ulrich [Chemische Berichte, 1995, vol. 128, # 12, p. 1267 - 1270]
[7]Wu, Shaohua; Su, Tongtong; Liu, Senqun; Cheng, Dan; Zeng, Rong; Ma, Xiaohua; Liang, Sanqi; Ding, Shunmin; Chen, Chao [Catalysis Letters, 2022, vol. 152, # 6, p. 1711 - 1718]
[8]Zhigareva, G. G.; Podvisotskaya, L. S. [Russian Journal of General Chemistry, 1994, vol. 64, # 4.2, p. 564 - 565][Zhurnal Obshchei Khimii, 1994, vol. 64, # 4, p. 619 - 620]
[9]Ojima,I. et al. [Chemistry Letters, 1973, p. 501 - 504]
[10]Location in patent: scheme or table Ojima, Yuko; Yamaguchi, Kazuya; Mizuno, Noritaka [Advanced Synthesis and Catalysis, 2009, vol. 351, # 9, p. 1405 - 1411]
[11]Mitsudome, Takato; Yamamoto, Yuya; Noujima, Akifumi; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi [Chemistry - A European Journal, 2013, vol. 19, # 43, p. 14398 - 14402]
[12]Blez, Juan F.; Primo, Ana; Asiri, Abdullah M.; lvaro, Mercedes; Garc, Hermenegildo [Angewandte Chemie - International Edition, 2014, vol. 53, # 46, p. 12581 - 12586][Angew. Chem., 2014, vol. 126, # 46, p. 12789 - 12794,6]
[13]Aliaga-Lavrijsen, Mélanie; Iglesias, Manuel; Cebollada, Andrea; Garcés, Karin; García, Nestor; Sanz Miguel, Pablo J.; Fernández-Alvarez, Francisco J.; Pérez-Torrente, Jesús J.; Oro, Luis A. [Organometallics, 2015, vol. 34, # 11, p. 2378 - 2385]
[14]Wang, Cui; Lin, Xijie; Ge, Yuzhen; Shah, Zameer Hussain; Lu, Rongwen; Zhang, Shufen [RSC Advances, 2016, vol. 6, # 104, p. 102102 - 102108]
[15]Ventura-Espinosa, David; Carretero-Cerdán, Alba; Baya, Miguel; García, Hermenegildo; Mata, Jose A. [Chemistry - A European Journal, 2017, vol. 23, # 45, p. 10815 - 10821]
[16]Chen, Bingfeng; Li, Fengbo; Mei, Qingqing; Yang, Youdi; Liu, Huizhen; Yuan, Guoqing; Han, Buxing [Chemical Communications, 2017, vol. 53, # 97, p. 13019 - 13022]
[17]Francos, Javier; Borge, Javier; Conejero, Salvador; Cadierno, Victorio [European Journal of Inorganic Chemistry, 2018, vol. 2018, # 27, p. 3176 - 3186]
[18]Dai, Yan; Xing, Peng; Cui, Xiaoqin; Li, Zhihong; Zhang, Xianming [Dalton Transactions, 2019, vol. 48, # 44, p. 16562 - 16568]
[19]Liu, Rongjuan; Wei, Jingjing; Wei, Yanze; Yang, Zhijie; Zhang, Fenghua [Journal of the American Chemical Society, 2021]
[20]Yin, Guan-Wu; Wu, Shi-Lu; Yan, Jun-Hao; Zhang, Peng-Fei; Yang, Meng-Meng; Li, Li; Xu, Zheng; Yang, Ke-Fang; Xu, Li-Wen [Molecular catalysis, 2021, vol. 515]

2
[ 67-56-1 ]
[ 73022-76-1 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Irradiation;

Reference： [1]Ishikawa,M. et al. [Journal of Organometallic Chemistry, 1979, vol. 179, p. 377 - 390]

3
[ 67-56-1 ]
[ 37865-47-7 ]
[ 17881-88-8 ]
[ 778-24-5 ]

Yield	Reaction Conditions	Operation in experiment
1: 14% 2: 54%	In cyclohexane for 1h; Ambient temperature; Irradiation;

Reference： [1]Mochida, Kunio; Kikkawa, Haruhiko; Nakadaira, Yasuhiro [Journal of Organometallic Chemistry, 1991, vol. 412, # 1.2, p. 9 - 19]

4
[ 67-56-1 ]
C₁₆H₂₁O₂Si⁽¹⁺⁾ [ No CAS ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	at 25℃; ΔH(excit.), ΔS(excit.);

Reference： [1]Lew, Calvin S. Q.; McClelland, Robert A. [Journal of the American Chemical Society, 1993, vol. 115, # 24, p. 11516 - 11520]

5
[ 108-86-1 ]
[ 1825-68-9 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	With magnesium 1.) Et₂O, dibromoethane, heating, 1 h; 2.) ether, 40 deg C, 4 h; Yield given. Multistep reaction;

Reference： [1]Lapkin, I. I.; Mukhina, R. G.; Kirillov, N. F. [Journal of general chemistry of the USSR, 1987, vol. 57, p. 125 - 129][Zhurnal Obshchei Khimii, 1987, vol. 57, # 1, p. 146 - 151]

6
[ 17881-88-8 ]
[ 454-57-9 ]

Yield	Reaction Conditions	Operation in experiment
81%	With SbF₅ intercalated in graphite In pentane at 25℃; for 20h; other silanes, var. solvents and fluorinating reagents; selectivity and stereochemistry of fluorination;
	With SbF₅ intercalated in graphite In pentane at 25℃; for 20h; Yield given;

Reference： [1]Corriu, R.J.P.; Fernandez, J.M.; Guerin, C. [Journal of Organometallic Chemistry, 1980, vol. 192, # 3, p. 347 - 352]
[2]Corriu, R.J.P.; Fernandez, J.M.; Guerin, C. [Journal of Organometallic Chemistry, 1980, vol. 192, # 3, p. 347 - 352]

7
[ 1833-51-8 ]
[ 865-33-8 ]
[ 1112-39-6 ]
[ 17881-88-8 ]
[ 17876-91-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 28% 2: 46% 3: 14%	In methanol at 65℃; for 12h;

Reference： [1]Kreeger, R. L.; Menard, P. R.; Sans, E. A.; Shechter, H. [Tetrahedron Letters, 1985, vol. 26, # 9, p. 1115 - 1118]

8
[ 1833-51-8 ]
[ 124-41-4 ]
[ 1112-39-6 ]
[ 36094-19-6 ]
[ 17881-88-8 ]
[ 86962-12-1 ]

Yield	Reaction Conditions	Operation in experiment
1: 3% 2: 14% 3: 3% 4: 76%	In 1,4-dioxane at 30℃; for 168h;
1: 3% 2: 76% 3: 14% 4: 3%	In methanol at 30℃; for 168h; variation of reactants, solvents, temperature and reaction time;

Reference： [1]Kreeger, R. L.; Menard, P. R.; Sans, E. A.; Shechter, H. [Tetrahedron Letters, 1985, vol. 26, # 9, p. 1115 - 1118]
[2]Kreeger, R. L.; Menard, P. R.; Sans, E. A.; Shechter, H. [Tetrahedron Letters, 1985, vol. 26, # 9, p. 1115 - 1118]

9
[ 1833-51-8 ]
[ 124-41-4 ]
[ 1112-39-6 ]
[ 17881-88-8 ]
[ 17876-91-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 79% 2: 5% 3: 6%	In methanol at 65℃; for 12h; variation of reactants, solvents, temperature and reaction time;
1: 5% 2: 6% 3: 79%	In methanol at 65℃; for 12h;

10
[ 1833-51-8 ]
[ 124-41-4 ]
[ 1112-39-6 ]
[ 17881-88-8 ]
[ 86962-12-1 ]

Yield	Reaction Conditions	Operation in experiment
1: 10% 2: 14% 3: 76%	With 18-crown-6 ether In 1,4-dioxane at 30℃; for 18h;
1: 12% 2: 44% 3: 32%	In 1,4-dioxane at 100℃; for 12h;

11
[ 1833-51-8 ]
[ 13106-69-9 ]
[ 1112-39-6 ]
[ 17881-88-8 ]
[ 17876-91-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 8% 2: 66% 3: 20%	In methanol at 65℃; for 2h;

Reference： [1]Kreeger, R. L.; Menard, P. R.; Sans, E. A.; Shechter, H. [Tetrahedron Letters, 1985, vol. 26, # 9, p. 1115 - 1118]

12
[ 37865-47-7 ]
[ 17881-88-8 ]
[ 778-24-5 ]

Yield	Reaction Conditions	Operation in experiment
1: 54% 2: 14%	With methanol In cyclohexane for 1h; Ambient temperature; Irradiation;

Reference： [1]Mochida, Kunio; Kikkawa, Haruhiko; Nakadaira, Yasuhiro [Journal of Organometallic Chemistry, 1991, vol. 412, # 1.2, p. 9 - 19]

13
[ 101132-82-5 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
89%	at 135℃; for 29h;
	Heating;
	In neat (no solvent) at 135℃; half-conversion time;

Reference： [1]Tacke, Reinhold; Link, Matthias; Bentlage-Felten, Anke; Zilch, Harald [Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985, vol. 40, # 7, p. 942 - 947]
[2]Tacke, Reinhold; Lange, Hartwig [Chemische Berichte, 1983, vol. 116, # 11, p. 3685 - 3691]
[3]Tacke, Reinhold; Link, Matthias; Bentlage-Felten, Anke; Zilch, Harald [Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985, vol. 40, # 7, p. 942 - 947]

14
[ 67-56-1 ]
[ 768-33-2 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine

15
[ 17881-88-8 ]
[ 766-77-8 ]

Yield	Reaction Conditions	Operation in experiment
88%	With N,N,N,N,N,N-hexamethylphosphoric triamide; borane-THF In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;
57%	With Y⁽³⁺⁾2C₁₂H₂₁Si^(1-)H^(1-)*C₄H₈O; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 100℃; for 24h;	1 Example 1 The following formulaRepresented byA heavy benzene solution of Cp'2 YH (Cp '= 1,2,3,4-tetramethyl-5-trimethylsilylcyclopentyl) (1.4 mg, 2.5 μmol)Me2PhSiOMe (4.2 mg, 25 μmol) and pinacolborane (HBpin, 13.2 mg, 25 μmol) were added to a mixture solution (0.5 mL), and the mixture was heated at 100 ° C. The reaction was followed by 1 H NMR and confirmed that it was completed in 24 hours. Measurement of 1 HNMR confirmed that Me 2 PhSiH was produced with 57% yield.
92 % Chromat.	With lithium aluminium tetrahydride In hexane at 60℃; for 3h;

Reference： [1]Aoyagi, Keiya; Ohmori, Yu; Inomata, Koya; Matsumoto, Kazuhiro; Shimada, Shigeru; Sato, Kazuhiko; Nakajima, Yumiko [Chemical Communications, 2019, vol. 55, # 42, p. 5859 - 5862]
[2]Current Patent Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY - JP2018/118941, 2018, A Location in patent: Paragraph 0024; 0027; 0028; 0029; 0030; 0031; 0032-0035
[3]Gevorgyan, V. N.; Ignatovich, L. M.; Lukevics, E. [Journal of Organometallic Chemistry, 1985, vol. 284, p. C31 - C32]

16
[ 67-56-1 ]
[ 1130-17-2 ]
[ 17881-88-8 ]
1-(methoxydimethylsilyl)-6-(trimethylsilyl)-1,4-cyclohexadiene [ No CAS ]
1-(methoxydimethylsilyl)-6-(trimethylsilyl)-1,3-cyclohexadiene [ No CAS ]
cis-5-(methoxydimethylsilyl)-6-(trimethylsilyl)-1,3-cyclohexadiene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 18% 2: 14% 3: 33% 4: 26%	In acetonitrile for 3h; Irradiation; Further byproducts given;

Reference： [1]Leigh, William J.; Sluggett, Gregory W. [Journal of the American Chemical Society, 1994, vol. 116, # 23, p. 10468 - 10476]

17
[ 67-56-1 ]
[ 5272-18-4 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In 1,4-dioxane at 25℃; for 1h; var. of reagent, ΔH(excit.), ΔS(excit.);

Reference： [1]Kohlheim; Lange; Kelling [Advanced Synthesis and Catalysis, 1996, vol. 338, # 7, p. 660 - 662]

18
[ 17881-88-8 ]
[ 67-56-1 ]
[ 5272-18-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In 1,4-dioxane at 25℃; for 1h;

Reference： [1]Kohlheim; Lange; Kelling [Advanced Synthesis and Catalysis, 1996, vol. 338, # 7, p. 660 - 662]

19
[ 201230-82-2 ]
[ 766-77-8 ]
[ 17881-88-8 ]
(Z)-1,2-bis(dimethylphenylsiloxy)ethene [ No CAS ]
(E)-1,2-bis(dimethylphenylsiloxy)ethene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7%	With di(rhodium)tetracarbonyl dichloride; triethylamine In benzene at 140℃; for 48h;

Reference： [1]Chatani; Shinohara; Ikeda; Murai [Journal of the American Chemical Society, 1997, vol. 119, # 18, p. 4303 - 4304]

20
[ 624-31-7 ]
[ 17881-88-8 ]
[ 16939-04-1 ]

Yield	Reaction Conditions	Operation in experiment
72%	With copper(l) iodide; sodium pentafluorophenolate In various solvent(s) at 130℃; for 12h;

Reference： [1]Ito, Hajime; Sensui, Hiro-Omi; Arimoto, Kikuo; Miura, Katsukiyo; Hosomi, Akira [Chemistry Letters, 1997, # 7, p. 639 - 640]

21
[ 17881-88-8 ]
[ 78-94-4 ]
[ 1896-62-4 ]

Yield	Reaction Conditions	Operation in experiment
47%	With palladium diacetate
47%	In 1,2-dimethoxyethane at 60℃; for 13h;

Reference： [1]Hirabayashi, Kazunori; Nishihara, Yasushi; Mori, Atsunori; Hiyama, Tamejiro [Tetrahedron Letters, 1998, vol. 39, # 43, p. 7893 - 7896]
[2]Hirabayashi, Kazunori; Ando, Jun-Ichi; Kawashima, Jun; Nishihara, Yasushi; Mori, Atsunori; Hiyama, Tamejiro [Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 6, p. 1409 - 1417]

22
[ 67-56-1 ]
1-methyl-1-phenylsilene [ No CAS ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	With air In acetonitrile at 23℃; Irradiation; isotope effect;

Reference： [1]Leigh; Boukherroub; Bradaric; Cserti; Schmeisser [Canadian Journal of Chemistry, 1999, vol. 77, # 5-6, p. 1136 - 1147]

23
[ 67-56-1 ]
[ 3944-08-9 ]
[ 74-85-1 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	In hexane at 23℃; Irradiation;

Reference： [1]Leigh; Boukherroub; Bradaric; Cserti; Schmeisser [Canadian Journal of Chemistry, 1999, vol. 77, # 5-6, p. 1136 - 1147]

Yield	Reaction Conditions	Operation in experiment
	Spalt.m.HSO3F-SbF5 -> MeOH, Phenyldimethylfluorsilan, Dimethyldifluorsilan;
	Rk. mit Methoxytributylzinn, Tab.4;

26
[ 67-56-1 ]
dimethyl-(6-methylene-cyclohexa-2,4-dienyl)-phenyl-silane [ No CAS ]
[ 17881-88-8 ]
[ 108-88-3 ]

Yield	Reaction Conditions	Operation in experiment
	at 23℃; UV-irradiation;

Reference： [1]Leigh; Owens [Canadian Journal of Chemistry, 2000, vol. 78, # 11, p. 1459 - 1468]

27
[ 108-86-1 ]
[ 10124-62-6 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate In tetrahydrofuran

Reference： [1]Grogger, Christa; Loidl, Bernhard; Stueger, Harald; Kammel, Thomas; Pachaly, Bernd [Journal of Organometallic Chemistry, 2006, vol. 691, # 1-2, p. 105 - 110]

28
[ 83515-02-0 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 96 percent / toluene / 0.5 h / Ambient temperature 2: neat (no solvent) / 135 °C / half-conversion time 3: NEt₃
	Multi-step reaction with 2 steps 1: 66 percent / pyridine / 3 h / Ambient temperature 2: neat (no solvent) / 135 °C / half-conversion time

Reference： [1]Tacke, Reinhold; Link, Matthias; Bentlage-Felten, Anke; Zilch, Harald [Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985, vol. 40, # 7, p. 942 - 947]
[2]Tacke, Reinhold; Link, Matthias; Bentlage-Felten, Anke; Zilch, Harald [Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985, vol. 40, # 7, p. 942 - 947]

29
[ 101132-83-6 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: neat (no solvent) / 135 °C / half-conversion time 2: NEt₃

30
[ 941-15-1 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: (i) EtMgBr, (ii) /BRN= 2936499/ 2: Irradiation

Reference： [1]Ishikawa,M. et al. [Journal of Organometallic Chemistry, 1979, vol. 179, p. 377 - 390]

31
[ 13329-40-3 ]
[ 17881-88-8 ]
[ 92-91-1 ]

Yield	Reaction Conditions	Operation in experiment
73%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; silver(l) oxide In tetrahydrofuran at 70℃; for 0.5h;
50%	With palladium; tetrabutyl ammonium fluoride In tetrahydrofuran at 80℃;

Reference： [1]Napier, Spencer; Marcuccio, Sebastian M.; Tye, Heather; Whittaker, Mark [Tetrahedron Letters, 2008, vol. 49, # 24, p. 3939 - 3942]
[2]Li, Zhiwen; Lin, Sha; Ji, Lisha; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis science and technology, 2014, vol. 4, # 6, p. 1734 - 1737]

32
[ 115338-91-5 ]
[ 766-77-8 ]
[ 115338-94-8 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
75-85	In benzene HSiMe2Ph is condensed in to a flask contg. a degassed suspn. of alkoxy complex (drybox, under Ar); reaction time 16 h after thawing; collection of volatile products; NMR;
	In cyclohexane stopped flow apparatus; Change in absorbance at 365.7 nm is measured.;

Reference： [1]Rappoli, Brian J.; Janik, Thomas S.; Churchill, Melvyn Rowen; Thompson, Jeffrey S.; Atwood, Jim D. [Organometallics, 1988, vol. 7, # 9, p. 1939 - 1944]
[2]Rappoli, Brian J.; Janik, Thomas S.; Churchill, Melvyn Rowen; Thompson, Jeffrey S.; Atwood, Jim D. [Organometallics, 1988, vol. 7, # 9, p. 1939 - 1944]

33
[ 37865-47-7 ]
[ 136266-28-9 ]
[ 766-77-8 ]
[ 17881-88-8 ]
[ 778-24-5 ]
[ 1449-63-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 3% 2: 4% 3: 14% 4: 54%	With methanol In benzene Irradiation (UV/VIS); irradiation of catenate in benzene containing an excess of methanol with a 110 W low pressure Hg arc lamp at room temp. under Ar for 1-4 h; identification by GC and GC-MS;

Reference： [1]Mochida, Kunio; Kikkawa, Haruhiko; Nakadaira, Yasuhiro [Journal of Organometallic Chemistry, 1991, vol. 412, # 1.2, p. 9 - 19]

34
[ 17881-88-8 ]
[ 51343-29-4 ]
[ 111098-04-5 ]
[ 16090-53-2 ]

Yield	Reaction Conditions	Operation in experiment
	In gas byproducts: butadiene; flash vac. co-pyrolysis in gas phase at 580°C and 1E-4 mm pressure;

Reference： [1]Kang, Kyung-Tae; Manuel, Georges; Weber, William P. [Chemistry Letters, 1986, p. 1685 - 1686]

36
[ 624-31-7 ]
[ 17881-88-8 ]
[ 644-08-6 ]

Yield	Reaction Conditions	Operation in experiment
50%	With palladium; tetrabutyl ammonium fluoride In tetrahydrofuran at 80℃; for 36h;

Reference： [1]Li, Zhiwen; Lin, Sha; Ji, Lisha; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis science and technology, 2014, vol. 4, # 6, p. 1734 - 1737]

37
[ 696-62-8 ]
[ 17881-88-8 ]
[ 613-37-6 ]

Yield	Reaction Conditions	Operation in experiment
67%	With palladium; tetrabutyl ammonium fluoride In tetrahydrofuran at 80℃;

Reference： [1]Li, Zhiwen; Lin, Sha; Ji, Lisha; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis science and technology, 2014, vol. 4, # 6, p. 1734 - 1737]

38
[ 352-34-1 ]
[ 17881-88-8 ]
[ 324-74-3 ]

Yield	Reaction Conditions	Operation in experiment
45%	With palladium; tetrabutyl ammonium fluoride In tetrahydrofuran at 80℃;

Reference： [1]Li, Zhiwen; Lin, Sha; Ji, Lisha; Zhang, Zhonghua; Zhang, Xiaomei; Ding, Yi [Catalysis science and technology, 2014, vol. 4, # 6, p. 1734 - 1737]

39
[ 67-56-1 ]
[ 766-77-8 ]
[ 17881-88-8 ]
[ 56-33-7 ]

Yield	Reaction Conditions	Operation in experiment
	With basolite C₃₀₀ at 70℃; for 0.0833333h;

Reference： [1]Dhakshinamoorthy, Amarajothi; Concepcion, Patricia; Garcia, Hermenegildo [Chemical Communications, 2016, vol. 52, # 13, p. 2725 - 2728]

40
[ 67-56-1 ]
[ 35107-79-0 ]
[ 17881-88-8 ]
C₁₁H₂₀OSi₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 77 %Chromat. 2: 7 %Chromat.	With triethylsilane; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; n-tricosane In toluene at 0℃;	Dehydrogenative coupling of 1 with methanol in the presence of 4 Triethylsilane (28 mg, 0.24 mmol) was added to a solution of [RuCl2(p-cymene)]2 (31 mg, 0.051 mmol) in toluene (1 mL) at room temperature. The solution was stirred at room temperature for 6 h. The 1H NMR spectrum (toluene-d8) showed the formation of 4. Toluene (7 mL) was added, and the mixture was cooled to 0 C. Compound 1 (394 mg, 2.03 mmol), methanol (96 mg, 3.0 mmol), and tricosane (164 mg, 0.505 mmol) was added, and the mixture was stirred at 0 C overnight. GC analysis of the reaction mixture showed the formation of 2 and 3 in 77 and 7% yields, respectively.

Reference： [1]Kanno, Ken-ichiro; Aikawa, Yumi; Kyushin, Soichiro [Tetrahedron Letters, 2017, vol. 58, # 1, p. 9 - 12]

41
C₁₅H₂₀O₂Si₂ [ No CAS ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
53 %Spectr.	With phenylsilane; C₂₀H₃₅F₃N₂O₅PReS In dichloromethane-d2 for 24h; Sealed tube; Inert atmosphere; Glovebox;

Reference： [1]Mazzotta; Xiong, Manxi; Abu-Omar, Mahdi M. [Organometallics, 2017, vol. 36, # 9, p. 1688 - 1691]

42
[ 766-77-8 ]
[ 17881-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: C₂₀H₃₅F₃N₂O₅PReS / dichloromethane-d2 / 24 h / Sealed tube; Inert atmosphere 2: C₂₀H₃₅F₃N₂O₅PReS / dichloromethane-d2 / 0.5 h / Sealed tube; Glovebox; Inert atmosphere 3: C₂₀H₃₅F₃N₂O₅PReS; phenylsilane / dichloromethane-d2 / 24 h / Sealed tube; Inert atmosphere; Glovebox

Reference： [1]Mazzotta; Xiong, Manxi; Abu-Omar, Mahdi M. [Organometallics, 2017, vol. 36, # 9, p. 1688 - 1691]

43
[ 17881-88-8 ]
[ 71-43-2 ]

Yield	Reaction Conditions	Operation in experiment
96 %Chromat.	With potassium trimethylsilonate In dimethyl sulfoxide at 70℃; for 6h; Sealed tube; Schlenk technique;

Reference： [1]Yao, Wubing; Li, Rongrong; Jiang, Huajiang; Han, Deman [Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 2250 - 2255]

44
[ 67-56-1 ]
[ 766-77-8 ]
[ 98-95-3 ]
[ 17881-88-8 ]
[ 62-53-3 ]

Yield	Reaction Conditions	Operation in experiment
97%	With palladium at 20℃; for 1h;

Reference： [1]Li, Zhiwen; Zhao, Derun; Luo, Jingquan [Inorganic Chemistry Communications, 2019, vol. 100, p. 1 - 5]

45
[ 766-77-8 ]
bis(dimethylphenylsilyl)acetal [ No CAS ]
[ 17881-88-8 ]
[ 56-33-7 ]

Yield	Reaction Conditions	Operation in experiment
1: 18 %Spectr. 2: 49 %Spectr. 3: 33 %Spectr.	With carbon dioxide; tris(pentafluorophenyl)borate; C₃₂H₃₃N₄Zr⁽¹⁺⁾*C₂₅H₇BF₁₅^(1-) In toluene at 21.84℃; for 2h; Inert atmosphere;

Reference： [1]Luconi, Lapo; Rossin, Andrea; Tuci, Giulia; Gafurov, Zufar; Lyubov, Dmitrii M.; Trifonov, Alexander A.; Cicchi, Stefano; Ba, Housseinou; Pham-Huu, Cuong; Yakhvarov, Dmitry; Giambastiani, Giuliano [ChemCatChem, 2019, vol. 11, # 1, p. 495 - 510]

46
[ 1187430-36-9 ]
[ 17881-88-8 ]
[ 25015-63-8 ]
(η⁵-C₅Me₄SiMe₃)₂Y{μ-(OMe)₂}Bpinacolato [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	In benzene at 20℃; for 24h; Inert atmosphere;