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(Triisopropylsilyl)acetylene

Product Name
(Triisopropylsilyl)acetylene
CAS No.
89343-06-6
Chemical Name
(Triisopropylsilyl)acetylene
Synonyms
ETHYNYLTRIISOPROPYLSILANE;TIPS ACETYLENE;Triisopropylacetylene;ethynyltris(propan-2-yl)silane;(Triisopropylsilyl)acetylene,97%;DK423;DKFELEX0266;JACS-89343-06-6;Triisopropylsilylethyne;Triiopropyl silyl acetylene
CBNumber
CB0416001
Molecular Formula
C11H22Si
Formula Weight
182.38
MOL File
89343-06-6.mol
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(Triisopropylsilyl)acetylene Property

Melting point:
50-51 °C
Boiling point:
50-52 °C/0.6 mmHg (lit.)
Density 
0.813 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4527(lit.)
Flash point:
133 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Miscible with organic solvents.
form 
liquid
Specific Gravity
0.813
color 
Clear, colourless
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
BRN 
3536241
InChI
InChI=1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3
InChIKey
KZGWPHUWNWRTEP-UHFFFAOYSA-N
SMILES
[Si](C#C)(C(C)C)(C(C)C)C(C)C
CAS DataBase Reference
89343-06-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-37/39
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
TSCA 
N
HazardClass 
3.2
PackingGroup 
III
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
360031
Product name
(Triisopropylsilyl)acetylene
Purity
97%
Packaging
5g
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
360031
Product name
(Triisopropylsilyl)acetylene
Purity
97%
Packaging
25g
Price
$305
Updated
2024/03/01
TCI Chemical
Product number
T1683
Product name
Triisopropylsilylacetylene
Purity
>95.0%(GC)
Packaging
5mL
Price
$76
Updated
2024/03/01
TCI Chemical
Product number
T1683
Product name
Triisopropylsilylacetylene
Purity
>95.0%(GC)
Packaging
25mL
Price
$265
Updated
2024/03/01
Alfa Aesar
Product number
H53405
Product name
Triisopropylsilylacetylene, 97%
Packaging
5g
Price
$68.6
Updated
2024/03/01
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(Triisopropylsilyl)acetylene Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Physical properties

colorless clear liquid; bp 50–52 °C at 0.8 hPa (0.6 mmHg), flash point 56 °C (closed cup); d = 0.813.

Uses

(Triisopropylsilyl)acetylene may be used as reagent for the rhodium-catalyzed asymmetric alkynylation of various α,β-unsaturated ketones. It may be used as reagent in the enantioselective synthesis of β-alkynylated nitroalkanes.

Uses

(Triisopropylsilyl)acetylene (TIPS-acetylene) is an easily handled and inexpensive monoprotected acetylene used as an attractive substitute for trimethylsilylacetylene (TMSacetylene). The bulkier silyl protecting group of TIPS-acetylene provides stability in a wider range of reaction conditions than TMS-acetylene. Its higher boiling point also provides better handling and safety than TMS-acetylene (bp 87–88°C at 12 hPa (9 mmHg)). The general utility of TIPS-acetylene is often highlighted in the transition metal-catalyzed C–C bond formations, including but not limited to transition metal-catalyzed Coupling Reactions;Reaction of TIPS-acetylide with Electrophiles;Synthesis of Polyynes;Transition Metal-catalyzed Cross-addition of TIPSacetylene to Alkynes;Hydroalkynylation;Direct Alkynylation;Conjugate Addition;Cycloaddition;Ring-opening Reactions etc.

General Description

Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds in the presence of a cobalt/Duphos catalyst is reported. A Sonogashira coupling reaction between 1-bromo-3-iodo-5-tertbutylbenzene and (triisopropylsilyl)acetylene is reported.

storage

(Triisopropylsilyl)acetylene (Ethynyltriisopropylsilane) is stable to air and moisture, incompatible with strong acids, bases, or oxidants, and flammable vapor and liquid. Skin/eye contact and inhalation should be avoided.

(Triisopropylsilyl)acetylene Preparation Products And Raw materials

Raw materials

Preparation Products

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(Triisopropylsilyl)acetylene Suppliers

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View Lastest Price from (Triisopropylsilyl)acetylene manufacturers

SHANDONG OUCHEM CO.,LTD.
Product
Ethynyltriisopropylsilane 89343-06-6
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98% Min.
Supply Ability
300KG
Release date
2024-01-25
Henan Aochuang Chemical Co.,Ltd.
Product
(TRIISOPROPYLSILYL)ACETYLENE 89343-06-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Zhuozhou Wenxi import and Export Co., Ltd
Product
(Triisopropylsilyl)acetylene 89343-06-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

89343-06-6, (Triisopropylsilyl)acetyleneRelated Search:


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  • (TRIISOPROPYLSILYL)ACETYLENE
  • (Triisopropylsilyl)acetylene,97%
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  • (Triisopropylsilyl)acetylene,Ethynyltriisopropylsilane
  • (TRIISOPROPYLSILYL)ACETYLENE 97%
  • Triiopropyl silyl acetylene
  • [Tris(isopropyl)silyl]acetylene
  • Ethynyl[tris(isopropyl)]silane, Ethynyl[tris(prop-2-yl)]silane
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  • Silane, ethynyltris(1-Methylethyl)-
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  • JACS-89343-06-6
  • TRIISOPROPYLSILYLACETYLENE, 97%TRIISOPROPYLSILYLACETYLENE, 97%TRIISOPROPYLSILYLACETYLENE, 97%
  • ethynyltris(propan-2-yl)silane
  • TIPS ACETYLENE
  • 89343-06-6 (TRIISOPROPYLSILYL)ACETYLENE
  • ethynyl-tri(propan-2-yl)silane
  • Ethynyltris(1-methylethyl)silane
  • DK423
  • TIPS Acetalene/ Ethynyltriisopropylsilane
  • DKFELEX0266
  • 89343-06-6
  • CHCH323SiCCH
  • C11H22Si1
  • CH32CH3SiCCH
  • CH32CH3SiC8801CH
  • Organic Building Blocks
  • Terminal
  • Ethynylsilanes
  • Si-(C)4 Compounds
  • Acetylenes
  • Functionalized Acetylenes
  • Si (Classes of Silicon Compounds)
  • Building Blocks
  • Alkynes
  • Acetylenes
  • Ethynylsilanes
  • Functionalized Acetylenes
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds