Dimethylphenylsilanol

Base Information

• Chemical Name: Dimethylphenylsilanol
• CAS No.: 5272-18-4
• Molecular Formula: C8H12OSi
• Molecular Weight: 152.268
• Hs Code.: 29310099
• European Community (EC) Number: 693-848-1
• DSSTox Substance ID: DTXSID3063750
• Nikkaji Number: J421.751I
• Wikidata: Q72471422
• ChEMBL ID: CHEMBL4240136
• Mol file: 5272-18-4.mol

Synonyms:Dimethylphenylsilanol;5272-18-4;Phenyldimethylsilanol;Silanol, dimethylphenyl-;hydroxy-dimethyl-phenylsilane;DIMETHYL(PHENYL)SILANOL;Silanol, 1,1-dimethyl-1-phenyl-;C8H12OSi;dimethyl-phenyl-silanol;Dimethylphenylsilanol 95%;Dimethylphenylsilanol, 95%;SCHEMBL28912;C8-H12-O-Si;CHEMBL4240136;DTXSID3063750;MFCD08276879;AKOS025295425;AS-57555;D5571;Hydroxydimethylphenylsilane;A851816

Chemical Property of Dimethylphenylsilanol

Chemical Property:

• Vapor Pressure: 0.166mmHg at 25°C
• Refractive Index: n 20/D 1.514
• Boiling Point: 203.8 °C at 760 mmHg
• PKA: 14.17±0.53(Predicted)
• Flash Point: 77 °C
• PSA: 20.23000
• Density: 0.97 g/cm³
• LogP: 1.09100
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.065741536
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethylphenylsilanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C1=CC=CC=C1)O
• Uses: DIMETHYLPHENYLSILANOL is a useful silicon nucleophile for Pd-catalyzed cross-coupling.1 Dimethylphenylsilanol is an organosilanol that can be used:As a coupling partner in the Pd(II) catalyzed Hiyama reaction for C5 C-H bond functionalization of 2,3-dihydropyridin-4(1H)-ones.To introduce dimethylphenylsilyl end group on highly branched poly(dimethylsiloxane) polymers.As a substrate in the Ru(0) catalyzed germasiloxanes synthesis by reacting with vinylgermanes.

Technology Process of Dimethylphenylsilanol

There total 79 articles about Dimethylphenylsilanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Dimethylphenylsilane (766-77-8) → dimethylphenylsilanol (5272-18-4) + hydrogen (1333-74-0)

Guidance literature:

With water; In acetone; at 25 ℃; for 0.5h; Solvent; Time; Catalytic behavior; Mechanism;

DOI:10.1002/adma.201704720

Reference yield: 98.0%

1,2-diphenyltetramethyldisilane (1145-98-8) → Dimethylphenylsilane (766-77-8) + dimethylphenylsilanol (5272-18-4) + 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane (56-33-7)

Guidance literature:

With 1% Au/Al2O3; water; In ethyl acetate; at 25 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1039/c2cc35116a

Reference yield: 95.0%

Dimethylphenylsilane (766-77-8) → dimethylphenylsilanol (5272-18-4) + 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane (56-33-7)

Guidance literature:

With di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium; water; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1039/a702189e

upstream raw materials:

1,1,3,3-tetramethyl-1,3-diphenyldisilazane

(acetoxy)dimethyl(phenyl)silane

1,1,3,3-tetramethyl-1,3-diphenyldisiloxane

carbon monoxide

Downstream raw materials:

1,1,3,3-tetramethyl-1,3-diphenyldisiloxane

lithium dimethylphenylsilanolate

phenyldimethylsilyl chloride

dimethyl-phenyl-((E)-styryl)-silane

Refernces

• 1、 Liu, Ting,Yang, Fan,Li, Yongfeng,Ren, Liang,Zhang, Liqiang,Xu, Kai,Wang, Xian,Xu, Chunming,Gao, Jinsen. "Plasma synthesis of carbon nanotube-gold nanohybrids: Efficient catalysts for green oxidation of silanes in water". . p. 245 - 250. Retrieved 2014.
• 2、 Anbu, Nagaraj,Dhakshinamoorthy, Amarajothi. "Cu3(BTC)2 catalyzed oxidation of silane to silanol using TBHP or water as oxidants". . p. 145 - 153. Retrieved 2017.
• 3、 Ison, Elon A.,Corbin, Rex A.,Abu-Omar, Mahdi M.. "Hydrogen production from hydrolytic oxidation of organosilanes using a cationic oxorhenium catalyst". . p. 11938 - 11939. Retrieved 2005.
• 4、 Manna, Cesar M.,Kaur, Aman,Yablon, Lauren M.,Haeffner, Fredrik,Li, Bo,Byers, Jeffery A.. "Stereoselective Catalysis Achieved through in Situ Desymmetrization of an Achiral Iron Catalyst Precursor". . p. 14232 - 14235. Retrieved 2015.
• 5、 Liang Teo, Alan Kay,Fan, Wai Yip. "A novel iron complex for highly efficient catalytic hydrogen generation from the hydrolysis of organosilanes". . p. 7191 - 7194. Retrieved 2014.
• 6、 -. "METHOD OF PREPARING SILANOLS WITH SELECTIVE CYTOCHROME P450 VARIANTS AND RELATED COMPOUNDS AND COMPOSITIONS". Paragraph 00143-00149; 00152. . Retrieved 2021/08/27.
• 7、 Zhu, Jiefeng,Chen, Shuyou,He, Chuan. "Catalytic Enantioselective Dehydrogenative Si-O Coupling to Access Chiroptical Silicon-Stereogenic Siloxanes and Alkoxysilanes". supporting information. p. 5301 - 5307. Retrieved 2021/05/04.