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tert-Butyldimethylsilyl chloride

tert-Butyldimethylsilyl chloride Structure
tert-Butyldimethylsilyl chloride structure
CAS No.
18162-48-6
Chemical Name:
tert-Butyldimethylsilyl chloride
Synonyms
TBSCL;TBDMSCL;TERT-BUTYLCHLORODIMETHYLSILANE;T-BUTYLDIMETHYLSILYL CHLORIDE;TBDMSCI;TERT-BUTYLDIMETHYLCHLOROSILANE;tert-Butyldimethylsilyl;SILANE, CHLORO(1,1-DIMETHYLETHYL)DIMETHYL-;TBDMCl;T-BUTYLDIMETHYLCHLOROSILANE
CBNumber:
CB3763003
Molecular Formula:
C6H15ClSi
Molecular Weight:
150.72
MDL Number:
MFCD00000501
MOL File:
18162-48-6.mol
MSDS File:
SDS
Last updated:2023-05-10 18:56:37
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tert-Butyldimethylsilyl chloride Properties

Melting point 86-89 °C (lit.)
Boiling point 125 °C (lit.)
Density 0.87 g/mL at 20 °C(lit.)
vapor pressure 60-710Pa at 25℃
refractive index n20/D 1.46
Flash point 73 °F
storage temp. Store below +30°C.
solubility very sol nearly all common organic solvents such as THF, methylene chloride, and DMF.
form white solid
Specific Gravity 1.225
color white
Water Solubility Soluble in chloroform and ethyl acetate. Insoluble in water.
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
Sensitive Moisture Sensitive
BRN 505999
Exposure limits 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 DataBase Reference 18162-48-6(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms BDCS
FDA UNII 550OPF5Z9F
NIST Chemistry Reference Silane, chloro(1,1-dimethylethyl)dimethyl-(18162-48-6)
EPA Substance Registry System Silane, chloro(1,1-dimethylethyl)dimethyl- (18162-48-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H225-H304-H314-H336-H361d-H373-H411
Precautionary statements  P210-P280-P301+P310+P331-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310
Hazard Codes  C,F,T,Xn
Risk Statements  22-35-40-34-10-19-11-67-65-63-48/20-20/21/22-45-23/24/25-37-36/37/38
Safety Statements  26-36/37/39-46-62-45-25-16-28-27-33-29-53-36/37
RIDADR  UN 2925 4.1/PG 2
WGK Germany  2
RTECS  VV2000000
F  10-21
Hazard Note  Flammable/Corrosive/Moisture Sensitive
TSCA  Yes
HazardClass  4.1
PackingGroup  III
HS Code  29310095
Toxicity 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,
NFPA 704
2
3 0

tert-Butyldimethylsilyl chloride price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.18642 tert-Butyldimethylchlorosilane for synthesis 18162-48-6 25g $165 2023-06-20 Buy
Sigma-Aldrich 8.18642 tert-Butyldimethylchlorosilane for synthesis 18162-48-6 100g $315 2023-06-20 Buy
Sigma-Aldrich 06735 tert-Butyldimethylsilyl chloride for GC derivatization, ≥99.0% (GC) 18162-48-6 10g $109 2022-05-15 Buy
TCI Chemical B0995 tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent] >98.0%(GC) 18162-48-6 5g $24 2023-06-20 Buy
TCI Chemical B0995 tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent] >98.0%(GC) 18162-48-6 25g $72 2023-06-20 Buy
Product number Packaging Price Buy
8.18642 25g $165 Buy
8.18642 100g $315 Buy
06735 10g $109 Buy
B0995 5g $24 Buy
B0995 25g $72 Buy

tert-Butyldimethylsilyl chloride Chemical Properties,Uses,Production

Chemical Properties

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.

Uses

tert-Butyldimethylchlorosilane is used to protect hydroxyl group in organic synthesis. It finds application in the synthesis of prostaglandin. It is also used as an auxiliary material for hypolipaemics such as lovastatin and simvastatin. It plays an important role in the preparation of isoxazolines N-oxides from alpha-bromonitroalkanes. It acts as a versatile protecting reagent for amines, amides and alcohols.

Preparation

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%.

Definition

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.

Application

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.

Reactions

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.

Hazard

Moderately toxic.

Flammability and Explosibility

Flammable

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.]

tert-Butyldimethylsilyl chloride synthesis

29681-57-0
563-47-3
18162-48-6
Synthesis of tert-Butyldimethylsilyl chloride from T-BUTYLDIMETHYLSILANE and 3-Chloro-2-methylpropene

tert-Butyldimethylsilyl chloride Preparation Products And Raw materials

Raw materials

tert-Butyllithium Pentane Dichlorodimethylsilane

Preparation Products

beta-Methyl vinyl phosphate (MAP) (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one 2-Chloro-4-nitrophenyl-alpha-L-fucopyranoside Calcipotriene Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
2-CYANOPYRIDINE-4-CARBOXALDEHYDE 4-Mercaptophenylboronic acid Montelukast 4-(HYDROXYMETHYL)PICOLINITRILE 5-(AMINOMETHYL)-1-METHYLPYRROLIDIN-2-ONE
Simvastatin BIS(T-BUTYLDIMETHYLSILOXY)ETHANE Tert-Butyl N-(3-[(Tert-Butyldimethylsilyl)Oxy]-2-Oxopropyl)Carbamate 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1-PENTANOL (3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE
2-(tert-Butyldimethylsilyl)thiophene

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tert-Butyldimethylsilyl chloride Suppliers

Global( 743)Suppliers
Supplier Tel Email Country ProdList Advantage
Haimen Best Fine Chemical Co., Ltd 		+8613862889628 best@bestfine.com China 1 58
Nanjing Sinoda Biological Technology Co., Ltd
+8613401983379 sales@njmcn.cn CHINA 74 58
Chemtour Biotech Co., Ltd
+8617327281506 market@chemtour.com China 1257 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29811 60
Henan DaKen Chemical CO.,LTD. 		+86-371-66670886 info@dakenchem.com China 18729 58
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Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21975 55
Shanghai Time Chemicals CO., Ltd. 		+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
Hangzhou FandaChem Co.,Ltd. 		+8615858145714 fandachem@gmail.com China 9378 55
Shanghai Yingrui Biopharma Co., Ltd. 		+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
Supplier Advantage
Haimen Best Fine Chemical Co., Ltd 		58
Nanjing Sinoda Biological Technology Co., Ltd
58
Chemtour Biotech Co., Ltd
58
Capot Chemical Co.,Ltd. 		60
Henan DaKen Chemical CO.,LTD. 		58
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Henan Tianfu Chemical Co.,Ltd. 		55
Shanghai Time Chemicals CO., Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Shanghai Yingrui Biopharma Co., Ltd. 		60

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View Lastest Price from tert-Butyldimethylsilyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
tert-Butyldimethylsilyl chloride pictures 2023-08-11 tert-Butyldimethylsilyl chloride
18162-48-6
 US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Yibangte Import and Export Co. , Ltd.
tert-Butyldimethylsilyl chloride pictures 2023-05-27 tert-Butyldimethylsilyl chloride
18162-48-6
 US $9.00 / kg 1kg 99.99% 5 Henan Bao Enluo International TradeCo.，LTD
Tert-Butyldimethylsilyl Chloride pictures 2023-03-18 Tert-Butyldimethylsilyl Chloride
18162-48-6
 US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.

tert-Butyldimethylsilyl chloride Spectrum

tert-Butyldimethylsilyl chloride(18162-48-6)1HNMRtert-Butyldimethylsilyl chloride(18162-48-6)IR1tert-Butyldimethylsilyl chloride(18162-48-6)Raman

18162-48-6(tert-Butyldimethylsilyl chloride)Related Search:

tert-Butylchlorodiphenylsilane 2-Chloro-2-methylpropane Triethylsilane TERT-BUTYL VINYL ETHER Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
TERT-BUTYLDIMETHYL(2-PROPYNYLOXY)SILANE TERT-BUTYLDIMETHYLSILYL (S)-(-)-GLYCIDY& BREDERECK'S REAGENT TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE TERT-BUTYL 4-AMINO-3-FLUOROPIPERIDINE-1-CARBOXYLATE
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE Tert-butyldicyclohexylphosphine tetrafluoroborate TERT-BUTYLDIPHENYLPHOSPHINE T-BUTYLDICYCLOHEXYLPHOSPHINE tert-Butylhydroquinone
Hexanoic acid, 6-bromo-, 1,1-dimethylethyl ester tert-Butylhydrazine hydrochloride Butylated hydroxyanisole

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t-butylchlorodimethyl-silan SILANE TBM2 SILANE, CHLORO(1,1-DIMETHYLETHYL)DIMETHYL- T-BUTYLDIMENHYLSILYL CHLORIDE t-butyl dimethyl chlorsilane T-BUTYLDIMETHYLCHLOROSILANE T-BUTYLDIMETHYLSILYL CHLORIDE TBDMSCI TBDMSCL TBDMCl TBDMCS TBUME2SI-CL TBSCL TERT-BUTYLDIMETHYLSILYL CHLORIDE TERT-BUTYLDIMETHYLCHLOROSILANE TERT-BUTYLCHLORODIMETHYLSILANE T-butyldimethylsilyl chloride*crystalline tert-Butyldimethylsilyl chloride~TBDMSCl~TBSCl tert-Butyl Dimethylchlorosilane (TBDMSCl) chloro-dimethyl-tert-butyl-silane Tert-butyldimethylsilyl chloride, TBSCI TERT-BUTYLDIMETHYLSILYL CHLORIDE, 50 WT. % SOLUTION IN TOLUENE TERT-BUTYLDIMETHYLCHLOROSILANE SOLUTION, ~50% IN TOLUENE TERT-BUTYLDIMETHYLCHLOROSILANE SOLUTION, 50% IN METHYL. CHL. tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent] tert-Butyldimethylchlorosilane, 97+% tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, TBDMSCl solution tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, TBDMSCl tert-Butyl(chloro)dimethylsilane, tert-Butyldimethylchlorosilane, TBDMSCl t-BUTYLDIMETHYLCHLOROSILANE, 2.85M in toluene, 49-50% solution t-BUTYLDIMETHYLCHLOROSILANE, 3M in tetrahydrofuran tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, Silane TBM2-Tol Sol., TBDMSCl solution tert-Butyldimethylchlorosilane, tert-Butyldimethylsilyl chloride, Silane TBM2, TBDMSCl t-Butyldimethylchlorosilane, min. 97% tert-Butylchlorodimethylsilane1.0M solution in dichloromethaneAcroSeal§3 tert-Butylchlorodimethylsilane,98% tert-Butyldimethylsilyl t-Butyldimethylchlorosilane,min.97% TERT-BUTYLDIMETHYLCHLOROSILANE, 1.0 M IN METHYLENE CHLORIDE 2.85M IN TOLUENE (CA. 49.5%) TERT-BUTYLDIMETHYLCHLOROSILANE, 3M IN THF tert-Butylchlorodimethylsilane, 1.0M solution in dichloromethane tert-ButyldimethylchlorosilaneTBSCl tert-BUTYLDIMETHYLCHLOROSILANE 98% TERT-BUTYLDIMETHYLSILYL CHLORIDE (TBDMSCL) Tert-Butyldimethylchlorosilane50%W/WInToluene Tertbutyldimethylchlorosilane,ProtectiveReagent, Tbdmscl(Tert-ButyldimethylsilylChloride) Tert-ButyldimethylchlorosilaneTbms TBSCl (Tert-butyldimethylsilyl chloride) BDCS BDCS SILYLATION REAGENT CB2790 chloro(1,1-dimethylethyl)dimethyl-silan chloro(1,1-dimethylethyl)dimethyl-Silane chloro-tert-butyldimethyl-silan Chloro-tert-butyldimethylsilane Dimethyl-tert-butylchlorosilane