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Triisopropylsilane

Product Name
Triisopropylsilane
CAS No.
6485-79-6
Chemical Name
Triisopropylsilane
Synonyms
TIPS;TIS;TIPS-H;Triisopropylsilane(L);PD-Tips;Three isopropylsilane;Triisopropylsilane 99%;DK854;HandyStep;(ME2CH)3SIH
CBNumber
CB7208472
Molecular Formula
C9H22Si
Formula Weight
158.36
MOL File
6485-79-6.mol
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Triisopropylsilane Property

Boiling point:
84-86 °C/35 mmHg (lit.)
Density 
0.773 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.434(lit.)
Flash point:
99 °F
storage temp. 
Store below +30°C.
solubility 
Benzene (Soluble), Chloroform (Soluble)
form 
liquid
Specific Gravity
0.773
color 
colorless
Water Solubility 
Immiscible with water.
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
3: reacts with aqueous base
BRN 
1733718
InChIKey
YDJXDYKQMRNUSA-UHFFFAOYSA-N
CAS DataBase Reference
6485-79-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
26-36-37/39-16
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
10-21
TSCA 
No
HS Code 
2931 90 00
HazardClass 
3
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

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

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
233781
Product name
Triisopropylsilane
Purity
98%
Packaging
10g
Price
$54.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.41359
Product name
Triisopropylsilane
Purity
for synthesis
Packaging
10ml
Price
$59.3
Updated
2024/03/01
Sigma-Aldrich
Product number
233781
Product name
Triisopropylsilane
Purity
98%
Packaging
50g
Price
$101
Updated
2022/05/15
TCI Chemical
Product number
T1533
Product name
Triisopropylsilane
Purity
>98.0%(GC)
Packaging
5mL
Price
$21
Updated
2024/03/01
TCI Chemical
Product number
T1533
Product name
Triisopropylsilane
Purity
>98.0%(GC)
Packaging
25mL
Price
$51
Updated
2024/03/01
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Triisopropylsilane Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Uses

The bulky isopropyl groups (vs. ethyl) allow for more selective reductions, e.g., beta-selective reduction of anomeric C-phenyl ketals, but do not diminish their activity (e.g. in the copper triflate catalyzed reductive etherification of trimethylsilyl ethers).

Uses

Selective silylation of primary hydroxy groups in the presence of secondary alcohol.

Uses

Triisopropylsilane is used as a protecting group in peptide synthesis and is also used as a reducing agent for the selective reduction of anomeric C-phenyl ketals. It is used in the selective silylation of primary hydroxyl groups without affecting the secondary hydroxyl group. It is used in the preparation of anti-1,2-diols catalyzed by a Ni(O) N-heterocyclic carbine complex with high diastereoselectivity.

Application

Very sterically-hindered silane. Used as a cation scavenger in the deprotection of peptides.

Reactivity Profile

Hindered hydrosilanes such as triisopropylsilane (TIS) are commonly used as cation scavengers in the deprotection of amino acid side-chains following solid‐phase peptide synthesis (SPPS). Protecting groups such as trityl (Trt) and tert‐butyl (But ) form stable cations upon acidolysis and are easily removed from N‐, O‐, and S‐containing amino acid side‐chains (for cysteine (Cys) But is not easily removed). In acid, TIS drives the equilibrium towards cleavage of the protecting group from the amino acid side chain by donating a hydride to the resulting cation in an irreversible manner. Although TIS and other hindered hydrosilanes are exclusively thought of as protecting group scavengers in SPPS, they are actually mild reducing agents. They can reduce a carbon‐heteroatom bond and can, therefore, directly participate in the removal of a protecting group from an amino acid side‐chain[1].

References

[1] Emma J. Ste.Marie, Robert J. Hondal. “Reduction of cysteine-S-protecting groups by triisopropylsilane.” Journal of Peptide Science 24 11 (2018).

Triisopropylsilane Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Triisopropylsilane manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Triisopropylsilane 6485-79-6
Price
US $55.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-06-03
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Triisopropylsilane 6485-79-6
Price
US $1000.00-400.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-12
Hubei Lidu New Material Technology Co., Ltd
Product
Triisopropylsilane 6485-79-6
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2024-10-30

6485-79-6, TriisopropylsilaneRelated Search:


  • Triisopropylsilane(L)
  • Three isopropylsilane
  • Triisopropylsilane 99%
  • Triisopropylsilane Synonyms Triisopropylhydrosilane
  • HandyStep
  • PD-Tips
  • tris(propan-2-yl)silane
  • Triisopropylsilane, 98% 10GR
  • Triisopropylsilane, 98% 50GR
  • Triisopropylsilane≥ 99% (GC)
  • Silane,tris(1-methylethyl)-
  • Triisopropylsilane, 97.5%
  • Triisopropylsilane (liquid)
  • Tris-isopropylsilane
  • Triisopropylsilane [Cas#
  • tripropan-2-ylsilane
  • Triisopropylhydrosilane
  • (ME2CH)3SIH
  • SILANE IP3H
  • TIS
  • TIPS
  • TRIISOPROPYLSILANE
  • Triisopropylsilane ,97%
  • Triisopropylsilane,95%
  • Triisopropylsilane,98%
  • Triisopropylsilane (TIPS)
  • Tris-isopropyliden-cyclopropan
  • 1.2.3-Triisopropyliden-cyclopropan
  • hexamethyl<3>radialene
  • TIPS-H
  • Triisopropyliden-cyclopropan
  • Triisopropylsilylhydride
  • TRIISOPROPYLSILANE, 98%TRIISOPROPYLSILANE, 98%TRIISOPROPYLSILANE, 98%
  • TRIISOPROPYLSILANE FOR SYNTHESIS
  • Triisopropylsilane (TIS)
  • tris(propan-2-yl)silyl
  • Triisopropylsilane, 98%, AcroSeal&trade
  • DK854
  • DKFELEX0225
  • 6485-79-6
  • 6458-79-6
  • C9H22Si
  • CH32CH3SiH
  • Organometallic Reagents
  • Others
  • Organosilicon
  • Si-H Compounds
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
  • Reduction
  • Chemical Synthesis
  • Organometallic Reagents
  • Others
  • Synthetic Reagents
  • Other Reagents
  • Reduction
  • Si (Classes of Silicon Compounds)
  • Si-H Compounds