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18162-48-6
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???(??):
??-?????????????;??-???????????;??-??????????;??-???????????(tert-BUTYLCHLORODIMETHYLSILANE);??-???????? ?????;tert-????????????
???:
tert-Butyldimethylsilyl chloride
???(??):
TBSCL;TBDMSCL;TERT-BUTYLCHLORODIMETHYLSILANE;T-BUTYLDIMETHYLSILYL CHLORIDE;TBDMSCI;TERT-BUTYLDIMETHYLCHLOROSILANE;tert-Butyldimethylsilyl;SILANE, CHLORO(1,1-DIMETHYLETHYL)DIMETHYL-;TBDMCl;T-BUTYLDIMETHYLCHLOROSILANE
CBNumber:
CB3763003
???:
C6H15ClSi
??? ??:
150.72
MOL ??:
18162-48-6.mol

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86-89 °C (lit.)
?? ?
125 °C (lit.)
??
0.87 g/mL at 20 °C(lit.)
???
60-710Pa at 25℃
???
n20/D 1.46
???
73 °F
?? ??
Store below +30°C.
???
very sol nearly all common organic solvents such as THF, methylene chloride, and DMF.
??? ??
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Specific Gravity
1.225
??
???
???
?????? ?? ?????? ?????. ?? ???.
??
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN
505999
?? ??
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey
BCNZYOJHNLTNEZ-UHFFFAOYSA-N
LogP
2.5 at 20℃
CAS ??????
18162-48-6(CAS DataBase Reference)
NIST
Silane, chloro(1,1-dimethylethyl)dimethyl-(18162-48-6)
EPA
Silane, chloro(1,1-dimethylethyl)dimethyl- (18162-48-6)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? C,F,T,Xn
?? ???? ?? 22-35-40-34-10-19-11-67-65-63-48/20-20/21/22-45-23/24/25-37-36/37/38
????? 26-36/37/39-46-62-45-25-16-28-27-33-29-53-36/37
????(UN No.) UN 2925 4.1/PG 2
WGK ?? 2
RTECS ?? VV2000000
F ?????? 10-21
?? ?? ?? Flammable/Corrosive/Moisture Sensitive
TSCA Yes
?? ?? 4.1
???? III
HS ?? 29310095
?? mouse,LDLo,intraperitoneal,1gm/kg (1000mg/kg),IMMUNOLOGICAL INCLUDING ALLERGIC: DECREASED IMMUNE RESPONSE,Personal Communication from G.D. Stoner, Dept. of Community Medicine, School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975Vol. 27MAY1975,
???? ?? 97-3-163
????(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H225 ???? ?? ? ?? ??? ?? ?? 2 ?? GHS hazard pictograms P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H304 ??? ??? ???? ???? ? ?? ?? ????? ?? 1 ?? GHS hazard pictograms
H314 ??? ?? ??? ?? ??? ??? ????? ?? ????? ?? 1A, B, C ?? GHS hazard pictograms P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H336 ?? ?? ???? ??? ? ?? ?????? ?? ??(1? ??);???? ?? 3 ?? P261, P271, P304+P340, P312,P403+P233, P405, P501
H373 ??? ?? ?? ???? ??(??, ??? ?? ??? ?? ??? ??)? ??? ??? ? ?? ?? ???? ?? - ?? ?? ?? 2 ?? P260, P314, P501
H411 ??? ??? ?? ????? ??? ?? ????? ?? - ?? ?? 2
??????:
P210 ?·???·??·????? ????? - ?? ???.
P280 ????/???/???/?????? ?????.
P301+P330+P331 ???? ?? ?????. ??? ?? ?? ???.
P303+P361+P353 ??(?? ????)? ??? ??? ?? ??? ??? ????? ??? ?? ????/?????.
NFPA 704
2
3 0

??-??????????? MSDS


TBDMCS

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tert-Butyldimethylsilyl chloride is a colorless or white solid that is soluble in many organic solvents but reacts with water and alcohols.It is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids.

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tert-butyldimethylsilyl chloride (TBSCI) was synthesized by the reaction of tert-butyllithium with dichlorodimethylsilane.
The pentane solution of dichlorodimethylsilane was cooled to 0°C, and the pentane solution of tert-butyllithium was added dropwise with stirring under nitrogen. The temperature was maintained at 0 °C, stirred for 1.5 h and then heated to 25 °C, and the reaction was continued for 48 h. Distillation, collect 125 ℃ (97.5kPa) fractions, stand to solidify, and obtain tert-butyldimethylsilyl chloride. Yield 70%.

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Tert-butyldimethylsilyl chloride is a sterically hindered organosilicon protective agent, which is widely used in the synthesis of original drugs. It is used as a protective group for hydroxyl in the synthesis of ribonucleosides, and is also an oxidant and decyanide.
t-Butyldimethylchlorosilane is useful as an anion trapping reagent. For example, TBDMSCl was found to be an efficient trap of the lithio α-phenylthiocyclopropane anion.When dichlorothiophene was treated with 2 equiv of n-butyllithium followed by 2 equiv of TBDMSCl the di-TBDMS-thiophene was isolated. The lithium anions of primary (eq 1) and secondary (eq 2) nitriles were trapped with TBDMSCl to give C,N-disilyl- and Nsilylketenimines in excellent yields.
Tert-butyldimethylsilyl chloride Reaction
Silyl stannanes have been prepared by trapping tin anions with TBDMSCl or other silyl chlorides. Alkynes treated with silyl stannanes and catalytic tetrakis(triphenylphosphine)palladium(0) give cis-silyl stannylalkenes in good yields.

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ChEBI: Tert-butyldimethylsilyl chloride is a silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent.

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tert-Butyldimethylsilyl chloride reacts with alcohols in the presence of base to give tert-butyldimethylsilyl ethers:
(Me3C)Me2SiCl + ROH → (Me3C)Me2SiOR + HCl
These silyl ethers hydrolyze much more slowly than the trimethylsilyl ethers.

???

Moderately toxic.

Purification Methods

Fractionally distil it at atmospheric pressure. [Sommer & Tyler J Am Chem Soc 76 1030 1954, Corey & Venkateswarlu J Am Chem Soc 94 6190 1972, Beilstein 4 IV 4076.]

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