Dichlorobis(1,1-dimethylethyl)silane
Basic information
- CAS
18395-90-9- Standard SMILES
CC(C)(C)[Si](Cl)(Cl)C(C)(C)C- InChIKey
PDYPRPVKBUOHDH-UHFFFAOYSA-N- Molecular formula
- C8H18Cl2Si
- Average molar mass
- 213.22 g/mol
- Monoisotopic mass
- 212.0554825
Names & identifiers
- Preferred name
- Dichlorobis(1,1-dimethylethyl)silane
- IUPAC
- ditert-butyl(dichloro)silane
- English name
- Di-tert-butyldichlorosilane
- Molecular formula
- C8H18Cl2Si
- Molecular weight
- 213.22
Names & synonyms
di-tert-ButyldichlorosilaneSilane, dichlorobis(1,1-dimethylethyl)-Dichlorobis(1,1-dimethylethyl)silaneUNII-7SGG0354HO7SGG0354HOEINECS 242-273-0Silane, di-tert-butyldichloro-DTXSID1066368DI-TERT-BUTYLDICHLOROSILANE [MI]RefChem:133038DTXCID303584818395-90-9
Show more names
DTBSCL2DICHLORODI-TERT-BUTYLSILANEDichlorobis(tert-butyl)silaneDi-tert-butyldichlorosilane>Di-tert-butyldichlorosilane
ditert-butyl(dichloro)silanedi-t-butyldichlorosilaneMFCD00008796di-t-ButyldichorosilaneditertbutyldichlorosilaneDi-tert-butyldi(chloro)silaneSCHEMBL705666Di-tert-butyldichlorosilane, 98%
Database identifiers
- CAS
18395-90-9- PubChem CID
- 87624
- DTXSID
DTXSID1066368- UNII
- 7SGG0354HO
- EC Number
- 242-273-0
- Nikkaji
- J266.154C
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 123
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
Physicochemical properties
- Melting point
- 15 °C · −15 °C(lit.)
- Boiling point
- 190 °C729 · 190 °C729 mm Hg(lit.)
- Density
- 1.009 g/mL · 1.009 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.457(lit.)
- Flash point
- 143 °F · 143 °F
- storage temp.
- 2 · 2-8°C
- solubility
- sol most common organic solvents.
- form
- liquid
- Specific Gravity
- 1.009 · 1.009
- color
- Colorless to Light yellow
- Hydrolytic Sensitivity
- 8 · 8: reacts rapidly with moisture, water, protic solvents
- Sensitive
- Moisture Sensitive
- BRN
- 1739236 · 1739236
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationDichlorobis(1,1-dimethylethyl)silane: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- F
- 10-21
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2987 8/PG 2
- hs_code
- 29319090
- risk_code
- 34-37
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationSilane, dichlorobis(1,1-dimethylethyl)-: ACTIVE
Applications
UsesDi-tert-butyldichlorosilane is a reagent used for preparing siliranes and protecting diols.
UsesThe presence of the bulky t-butyl groups in di-t-butyldichlorosilane has been found to increase the Si–C bond lengths slightly and to widen the CSiC bond angles by 11.1 relative to dichlorodimethylsilane as determined by electron diffraction and molecular mechanics calculations.The di-t-butylsilylene protecting group for diols was introduced by Trost and Caldwell and used in a total synthesis of deoxypillaromycinone.It is introduced by the reaction of di-tbutyldichlorosilane with a 1,2- or 1,3-diol in acetonitrile in the presence of triethylamine and 1-hydroxybenzotriazole (HOBt) at 45–90°C (eq 1). For a related, highly reactive reagent see di-t-butylsilyl Bis(trifluoromethanesulfonate).
Preparation methods
PreparationDi-tert-butyldichlorosilane can be conveniently prepared by chlorination of di-t-butylsilane (CCl4/PdCl2 (cat), 85%)but various other methods of preparation have been reported.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
2 records
Compound notes
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