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Cas Database

76358-47-9

76358-47-9

Identification

  • Product Name:Benzene,1,1'-[(1,1-dimethylethyl)methoxysilylene]bis-

  • CAS Number: 76358-47-9

  • EINECS:

  • Molecular Weight:270.447

  • Molecular Formula: C17H22 O Si

  • HS Code:2931900090

  • Mol File:76358-47-9.mol

Synonyms:Silane,(1,1-dimethylethyl)methoxydiphenyl- (9CI); tert-Butyldiphenylmethoxysilane

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 8 Articles be found

Functional Group Variation in tert-Butyldiphenylsilanes (TBDPS): Syntheses, Reactivities, and Effects on the Intermolecular Interaction Pattern in the Molecular Crystalline State

Bauer, Jonathan O.,Espinosa-Jalapa, Noel Angel,Fontana, Nicolò,G?tz, Tobias,Falk, Alexander

, p. 2636 - 2642 (2021/06/17)

We present the preparation of tert-butyldiphenylsilanes differing in one functional group. The molecular structures of the phenyl (3), methoxy (4), and amino derivatives (5) were elucidated by single-crystal X-ray diffraction analysis and their crystal packing investigated by Hirshfeld surface analysis along with 2D fingerprint plots. In the all-C derivative 3, the high symmetry dependence of the crystal packing enables a multitude of directional C(methyl)?H???C(π) interactions between the tert-butyl and phenyl groups. The methoxy derivative 4 is characterized by considerably short H???H contacts possibly resulting from pre-orienting C(aryl)?H???O and C(aryl)?H???C(π) hydrogen bonds. In the amino derivative 5, the nitrogen atom is not involved in intermolecular interactions, instead dispersive H???H contacts might become more important for the crystal cohesion. These findings once again underline the pronounced lone electron pair density transfer from the nitrogen atom towards the silicon atom.

Enhanced nucleophilic fluorination and radiofluorination of organosilanes appended with potassium-chelating leaving groups

Al-Huniti, Mohammed H.,Lu, Shuiyu,Pike, Victor W.,Lepore, Salvatore D.

, p. 48 - 52 (2014/01/23)

Here we aimed to explore the feasibility of enhancing the fluorination of organosilanes by appending potassium-chelating groups to the substrates. For this purpose, eight organosilanes were prepared in which a linear or cyclic leaving group, with putative

An atom-efficient and powerful method for direct esterification of silyl ethers catalyzed by HClO4-SiO2

Du, Ti-Jian,Wu, Qin-Pei,Liu, Hai-Xia,Chen, Xi,Shu, Yi-Nan,Xi, Xiao-Dong,Zhang, Qing-Shan,Li, Yun-Zheng

experimental part, p. 1096 - 1101 (2011/04/16)

An efficient and convenient procedure for direct esterification of alkyl and aryl silyl ethers with Ac2O and a catalyst system of perchloric acid immobilized on a silica gel (HClO4-SiO2) has been developed. The silyl protecting groups are directly replaced by acetyls and the protecting groups themselves are transformed into acetates as the sole byproducts, which can be readily recovered and converted back to silylchlorides, the original protecting agents, thus minimizing wastes.

Asymmetrie synthesis of chiral silacarboxylic acids and their ester derivatives

Igawa, Kazunobu,Kokan, Naoto,Tomooka, Katsuhiko

scheme or table, p. 728 - 731 (2010/04/24)

Sila analogues: The first asymmetric synthesis of silacarboxylic acids with a stereogenic center at the silicon atom has been achieved from chiral nonracemic silanols, without loss of optical purity. Silacarboxylic acids can be converted into their corresponding esters using a Mitsunobu-type reaction.

Silyl group deprotection by Pd/C/H2. A facile and selective method

Kim, Seongjin,Jacobo, Sheila Marie,Chang, Chih-Tsung,Bellone, Sophie,Powell, William S.,Rokach, Joshua

, p. 1973 - 1976 (2007/10/03)

An easy, high yield, RT, short-reaction-time Pd/C hydrogenation of silyl groups is described. This includes TES, TPS, TBS, TBDMS, TIPS, and TBDPS. The relative selectivity of the process has been investigated and we can show, for example, that TES, TPS, TBS, and TBDMS removal can be performed in the presence of TIPS and TBDPS.

Process route upstream and downstream products

Process route

methanol
67-56-1

methanol

acetic anhydride
108-24-7

acetic anhydride

1-(tert-butyldiphenylsiloxy)-2-phenylethane
105966-41-4

1-(tert-butyldiphenylsiloxy)-2-phenylethane

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

Conditions
Conditions Yield
acetic anhydride; 1-(tert-butyldiphenylsiloxy)-2-phenylethane; With perchloric acid immobilized on silica gel; In dichloromethane; at 20 ℃; for 10h;
methanol; for 0.5h;
92%
88%
methanol
67-56-1

methanol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
With triethylamine; In pentane; at -30 - 20 ℃; for 15h;
96%
methanol; With 1H-imidazole; In dichloromethane; for 0.166667h; Inert atmosphere; Cooling;
tert-butylchlorodiphenylsilane; In dichloromethane; at 20 ℃; Inert atmosphere;
84%
1-bromo-11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadiene
125010-70-0

1-bromo-11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadiene

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

t-butyl diphenylsilanol
93547-88-7

t-butyl diphenylsilanol

11-bromo-5(Z),8(Z)-undecadien-1-ol
125010-73-3

11-bromo-5(Z),8(Z)-undecadien-1-ol

Conditions
Conditions Yield
With hydrogenchloride; In tetrahydrofuran; methanol; at 0 ℃; for 24h;
380 mg
142 mg
93%
methanol
67-56-1

methanol

tert-butyldiphenylsilanecarboxylic acid
1217974-20-3

tert-butyldiphenylsilanecarboxylic acid

methyl tert-butyl-diphenylsilylcarboxylate
1217974-21-4

methyl tert-butyl-diphenylsilylcarboxylate

tert-butyl-diphenylsilyl tert-butyl-diphenylsilylcarboxylate
118067-59-7

tert-butyl-diphenylsilyl tert-butyl-diphenylsilylcarboxylate

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;
6%
15%
56%
t-butyldiphenyl(2,3-epoxy-4-pentenyloxy)silane

t-butyldiphenyl(2,3-epoxy-4-pentenyloxy)silane

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

trans-5-[(tert-butyldiphenylsilyl)oxy]-2-pentenal

trans-5-[(tert-butyldiphenylsilyl)oxy]-2-pentenal

Conditions
Conditions Yield
With 2,2'-azobis(isobutyronitrile); triphenylgermane; In benzene; Heating;
0.07 mmol
0.20 mmol
(4-bromobutoxy)(tert-butyl)diphenylsilane
125010-58-4

(4-bromobutoxy)(tert-butyl)diphenylsilane

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 1.) n-BuLi / 1.) THFm HMPA, hexane, -80 deg C -> -30 deg C, 30 min; -30 deg C, 45 min, 2.) room temperature, 30 h
2: 87 percent / CBr4, Ph3P / CH2Cl2 / 0.75 h
3: 2.) CuCl / 1.) THF, room temperature, 2.5 h, 2.) 40 deg C, 3 h
4: 96 percent / Ni(OAc)4*4H2O, NaBH4, H2, ethylenediamine / aq. ethanol / 4 h
5: 69 percent / CBr4, Ph3P / CH2Cl2 / 0 °C
6: 380 mg / 12M HCl / methanol; tetrahydrofuran / 24 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; Ni(OAc)4; hydrogen; ethylenediamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;
7-(tert-butyldiphenylsilyloxy)-hept-2-yn-1-ol
125010-59-5

7-(tert-butyldiphenylsilyloxy)-hept-2-yn-1-ol

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 87 percent / CBr4, Ph3P / CH2Cl2 / 0.75 h
2: 2.) CuCl / 1.) THF, room temperature, 2.5 h, 2.) 40 deg C, 3 h
3: 96 percent / Ni(OAc)4*4H2O, NaBH4, H2, ethylenediamine / aq. ethanol / 4 h
4: 69 percent / CBr4, Ph3P / CH2Cl2 / 0 °C
5: 380 mg / 12M HCl / methanol; tetrahydrofuran / 24 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; carbon tetrabromide; Ni(OAc)4; hydrogen; ethylenediamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;
1-bromo-7-tert-butyldiphenylsilyloxy-2-heptyne
125010-62-0

1-bromo-7-tert-butyldiphenylsilyloxy-2-heptyne

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 2.) CuCl / 1.) THF, room temperature, 2.5 h, 2.) 40 deg C, 3 h
2: 96 percent / Ni(OAc)4*4H2O, NaBH4, H2, ethylenediamine / aq. ethanol / 4 h
3: 69 percent / CBr4, Ph3P / CH2Cl2 / 0 °C
4: 380 mg / 12M HCl / methanol; tetrahydrofuran / 24 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; carbon tetrabromide; Ni(OAc)4; hydrogen; ethylenediamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;
11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadien-1-ol
125010-68-6

11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadien-1-ol

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 69 percent / CBr4, Ph3P / CH2Cl2 / 0 °C
2: 380 mg / 12M HCl / methanol; tetrahydrofuran / 24 h / 0 °C
With hydrogenchloride; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
11-tert-butyldiphenylsilyloxy-3,6-undecadiyn-1-ol
125010-65-3

11-tert-butyldiphenylsilyloxy-3,6-undecadiyn-1-ol

tert-butyl(methoxy)diphenylsilane
76358-47-9

tert-butyl(methoxy)diphenylsilane

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 96 percent / Ni(OAc)4*4H2O, NaBH4, H2, ethylenediamine / aq. ethanol / 4 h
2: 69 percent / CBr4, Ph3P / CH2Cl2 / 0 °C
3: 380 mg / 12M HCl / methanol; tetrahydrofuran / 24 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; carbon tetrabromide; Ni(OAc)4; hydrogen; ethylenediamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane;

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