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;DKSI023;HandyStep
- CBNumber
- CB7208472
- Molecular Formula
- C9H22Si
- Formula Weight
- 158.36
- MOL File
- 6485-79-6.mol
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)
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
- F
- 10-21
- TSCA
- No
- HS Code
- 2931 90 00
- HazardClass
- 3
- PackingGroup
- III
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.
N-Bromosuccinimide Price
- Product number
- 233781
- Product name
- Triisopropylsilane
- Purity
- 98%
- Packaging
- 10g
- Price
- $56.4
- Updated
- 2025/07/31
- Product number
- 8.41359
- Product name
- Triisopropylsilane
- Purity
- for synthesis
- Packaging
- 10ml
- Price
- $60.9
- Updated
- 2025/07/31
- Product number
- 233781
- Product name
- Triisopropylsilane
- Purity
- 98%
- Packaging
- 50g
- Price
- $101
- Updated
- 2022/05/15
- Product number
- T1533
- Product name
- Triisopropylsilane
- Purity
- >98.0%(GC)
- Packaging
- 5mL
- Price
- $21
- Updated
- 2025/07/31
- Product number
- T1533
- Product name
- Triisopropylsilane
- Purity
- >98.0%(GC)
- Packaging
- 25mL
- Price
- $51
- Updated
- 2025/07/31
Triisopropylsilane Chemical Properties,Usage,Production
Chemical Properties
Clear colorless liquid
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
Triisopropylsilane is a very sterically-hindered silane. Used as a cation scavenger in the deprotection of peptides.
Preparation
Triisopropylsilane can be prepared by reduction of chlorotriisopropylsilane or by reduction of triisopropylmethoxysilane using lithium aluminum hydride or DIBAL-H. The reduction of triisopropylmethoxysilane using sodium borohydride also forms triisopropylsilane in 32% yield[2].
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].
reaction suitability
reagent type: reductant
References
[1] Emma J. Ste.Marie, Robert J. Hondal. “Reduction of cysteine-S-protecting groups by triisopropylsilane.”Journal of Peptide Science 24 11 (2018).
[2]Aoyagi, K.; Ohmori, Y.; Inomata, K.; Matsumoto, K.; Shimada, S.; Sato, K.; Nakajima, Y., Chem. Commun. 2019, 55, 5859.
Triisopropylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Triisopropylsilane manufacturers
- Product
- Triisopropylsilane 6485-79-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500kg/month
- Release date
- 2021-08-20
- 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
- Product
- Triisopropylsilane 6485-79-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-31