CAS 6485-79-6 Silane, tris(1-methylethyl)- (HCID 138754)

Names & identifiers

Preferred name: Silane, tris(1-methylethyl)-
IUPAC: tri(propan-2-yl)silane
English name: Triisopropylsilane
Molecular formula: C9H22Si
Molecular weight: 158.36

Names & synonyms

tri(propan-2-yl)silanetriisopropyl-silaneSilane, tris(1-methylethyl)-Tris(1-methylethyl)silane; Triisopropylhydrosilane;triisoproylsilanetri-isopropylsilanei-Pr3SiHTIPSHtriisopropylhydrosilanetri-iso-propyl silane(iPr)3SiHtris(1-methylethyl)silane

Show more names

TIPSTISTIPS-Htris(propan-2-yl)silaneTriisopropylsilane(L)PD-TipsThree isopropylsilaneTriisopropylsilane 99%DK854

TIS; Tris-isopropylsilaneSCHEMBL28014orb2941080YDJXDYKQMRNUSA-UHFFFAOYSA-I11483InChI=1/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3

Database identifiers

CAS: 6485-79-6
PubChem CID: 138754
DTXSID: DTXSID90983439

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 10
Formal charge: 0
Complexity: 65.7

Experimental & physicochemical properties

SpringerMaterials PropertiesOptical coefficient

Physicochemical properties

Boiling point: 84 · 84-86 °C/35 mmHg (lit.)
Density: 0.773 g/mL · 0.773 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.434(lit.)
Flash point: 99 °F · 99 °F
storage temp.: 30 °C · Store below +30°C.
solubility: Benzene (Soluble), Chloroform (Soluble)
form: liquid
Specific Gravity: 0.773 · 0.773
color: colorless
Water Solubility: Immiscible with water.
Sensitive: Moisture Sensitive
Hydrolytic Sensitivity: 3 · 3: reacts with aqueous base
BRN: 1733718 · 1733718
InChI: 1S/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3
InChIKey: YDJXDYKQMRNUSA-UHFFFAOYSA-N
SMILES: CC(C)[SiH](C(C)C)C(C)C
CAS DataBase Reference: 6485 · 6485-79-6(CAS DataBase Reference)
FDA 21 CFR: 155.2 · 155.200
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Warning
Hazard statements: 226 · H226
Precautionary statements: 210 · P210-P233-P240-P241-P242-P243
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 10 · 10-36/37/38
Safety Statements: 26 · 26-36-37/39-16
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
F: 10 · 10-21
TSCA: No
HS Code: 2931 · 2931 90 00
HazardClass: 3 · 3
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

Safety data

F: 10-21
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: No
ridadr: UN 1993 3/PG 3
hs_code: 2931 90 00
risk_code: 10-36/37/38
Signal word: Warning
Symbol(GHS): GHS02
hazard_code: Xi
safety_code: 26-36-37/39-16
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Flam. Liq. 3
Precautionary statements: P210-P233-P240-P241-P242-P243

Chemistry & industry

Applications · 2 items

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

UsesTriisopropylsilane 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.

Preparation methods · 1 item

PreparationTriisopropylsilane 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].