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tert-Butyldimethylsilyl chloride

Product Name
tert-Butyldimethylsilyl chloride
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
Formula Weight
150.72
MOL File
18162-48-6.mol
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tert-Butyldimethylsilyl chloride Property

Melting point:
86-89 °C (lit.)
Boiling point:
125 °C (lit.)
Density 
0.87 g/mL at 20 °C(lit.)
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 
Liquid
Specific Gravity
1.225
color 
Clear colorless
Water Solubility 
Soluble in chloroform and ethyl acetate. Insoluble in water.
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
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
CAS DataBase Reference
18162-48-6(CAS DataBase Reference)
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)
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Safety

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
10-21
Hazard Note 
Flammable/Corrosive/Moisture Sensitive
TSCA 
Yes
HazardClass 
4.1
PackingGroup 
III
HS Code 
29310095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H336May cause drowsiness or dizziness

H373May cause damage to organs through prolonged or repeated exposure

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
06735
Product name
tert-Butyldimethylsilyl chloride
Purity
for GC derivatization, ≥99.0% (GC)
Packaging
10g
Price
$94.4
Updated
2021/12/16
Sigma-Aldrich
Product number
06735
Product name
tert-Butyldimethylsilyl chloride
Purity
for GC derivatization, ≥99.0% (GC)
Packaging
10x1g
Price
$106
Updated
2021/12/16
Sigma-Aldrich
Product number
8.18642
Product name
tert-Butyldimethylchlorosilane
Purity
for synthesis
Packaging
25 g
Price
$144.3
Updated
2021/12/16
Sigma-Aldrich
Product number
8.18642
Product name
tert-Butyldimethylchlorosilane
Purity
for synthesis
Packaging
100 g
Price
$245.12
Updated
2021/12/16
Sigma-Aldrich
Product number
473464
Product name
tert-Butylchlorodimethylsilane solution
Purity
50 wt. % in toluene
Packaging
50g
Price
$115
Updated
2021/03/22
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tert-Butyldimethylsilyl chloride Chemical Properties,Usage,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.

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.

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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tert-Butyldimethylsilyl chloride Suppliers

Nanjing Apicci Pharmaceutical Technology Co., Ltd.
Tel
18061682508
Fax
QQ2853590738
Email
2853590738@qq.com
Country
China
ProdList
423
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58
Nanping Mingzheng Pharmaceutical Chemical Co.,Ltd.
Tel
13004944999
Email
55572872@qq.com
Country
CHINA
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58
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
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China
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30159
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Weifang QianJin Fine Chemical Co., Ltd.
Tel
18753684562
Fax
0536-8897109
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1577399715@qq.com
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China
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1935
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Jinan Daen Pharmaceutical Technology Co., Ltd
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0531-68657833 15553112864
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2098511197@qq.com
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China
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Shanghai LanRun Chemical Co., Ltd.
Tel
021-69515628 13701998368
Fax
021-69515998
Email
longrunchem@163.com
Country
China
ProdList
3347
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50
Nanjing Sinoda Biological Technology Co., Ltd
Tel
13401983379
Fax
025-83151634
Email
sales@njmcn.cn
Country
China
ProdList
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Henan yu Chen pharmaceutical co., LTD
Tel
0374-5699939 18864655557
Fax
+86-374-5699958
Email
yuchenchem@126.com
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China
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Henan Huawen Chemical Co., Ltd
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03702729186 17550685172
Fax
QQ:2712427897
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2712427897@qq.com
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China
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Nantong Jiaxingtai Biotechnology Co., Ltd.
Tel
18795782766
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769011731@qq.com
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China
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View Lastest Price from tert-Butyldimethylsilyl chloride manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
tert-Butyldimethylsilyl chloride 18162-48-6
Price
US $19.90/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-04-23
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
tert-Butyldimethylsilyl chloride 18162-48-6
Price
US $6.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
100tons
Release date
2021-12-08
Hebei Zhanyao Biotechnology Co. Ltd
Product
tert-Butyldimethylsilyl chloride 18162-48-6
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-11-10

18162-48-6, tert-Butyldimethylsilyl chlorideRelated Search:


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