Basic information
- CAS
41108-81-0- Standard SMILES
CC(C)(C)OC(=O)C[Si](C)(C)C- InChIKey
HOHBQWITMXOSOW-UHFFFAOYSA-N- Molecular formula
- C9H20O2Si
- Average molar mass
- 188.34 g/mol
- Monoisotopic mass
- 188.12325641
Names & identifiers
- Preferred name
- 1,1-Dimethylethyl trimethylsilylacetate
- IUPAC
- tert-butyl 2-trimethylsilylacetate
- English name
- TERT-BUTYL TRIMETHYLSILYLACETATE
- Molecular formula
- C9H20O2Si
- Molecular weight
- 188.34
Names & synonyms
1,1-Dimethylethyl trimethylsilylacetateEINECS 255-222-2DTXSID00194054NSC 237636RefChem:410244DTXCID10116545255-222-241108-81-0tert-Butyl trimethylsilylacetatetert-butyl 2-trimethylsilylacetateTERT-BUTYL (TRIMETHYLSILYL)ACETATETERT-BUTYL 2-(TRIMETHYLSILYL)ACETATE
Show more names
(Trimethylsilyl)acetic acid 1,1-dimethylethyl esterAcetic acid, 2-(trimethylsilyl)-, 1,1-dimethylethyl ester
1,1-Dimethylethyl 2-(trimethylsilyl)acetate2-(Trimethylsilyl)acetic Acid 1,1-Dimethylethyl Ester; 1,1-Dimethylethyl (Trimethylsilyl)acetate; NSC 237636; tert-Butyl 2-(Trimethylsilyl)acetate; tert-Butyl alpha-(Trimethylsilyl)acetate92759_ALDRICH, tert-Butyl trimethylsilylacetate, 92759_FLUKA, MolPort-003-939-546, NSC237636, CID99527, EINECS 255-222-2, 1,1-Dimethylethyl trimethylsilylacetate, 41108-81-0NSC237636t-butyltrimethylsilylacetatet-butyl trimethylsilylacetateSCHEMBL9019859Acetic acid, (trimethylsilyl)-, 1,1-dimethylethyl ester
Database identifiers
- CAS
41108-81-0- PubChem CID
- 99527
- DTXSID
DTXSID00194054- EC Number
Properties
Computed structural properties
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 162
Physicochemical properties
- Boiling point
- 67 °C13 · 67 °C13 mm Hg(lit.)
- Density
- 0.86 g/mL · 0.86 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.417
- Flash point
- 42 °C · 42 °C
- solubility
- Chloroform (Soluble), Methanol (Soluble)
- form
- Oil
- color
- Colourless
- BRN
- 1930256 · 1930256
- InChI
- 1S/C9H20O2Si/c1-9(2,3)11-8(10)7-12(4,5)6/h7H2,1-6H3
- InChIKey
- HOHBQWITMXOSOW-UHFFFAOYSA-N
- SMILES
- CC(C)(C)OC(=O)C[Si](C)(C)C
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Warning
- Hazard statements
- 226 · H226
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 3272 3/PG 3
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 23-24/25
- hazard_class
- 3.2
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226
- Hazard Classifications
- Flam. Liq. 3
Chemistry & industry
Applications
DescriptionTERT-BUTYL TRIMETHYLSILYLACETATE is used to prepare lithium enolates which can be alkylated; can be alkenated with aldehydes and ketones; can be acylated; can be reacted with Group 14 halides.
Usest-Butyl Trimethylsilylacetate is used to prepare lithium enolates which can be alkylated;can be alkenated with aldehydes and ketones;can be acylated;can be reacted with Group 14 halides.Most applications require initial formation of the enolate (1) (eq 1), which is obtained as a white solid suspended in THF, stable indefinitely at 78°C.
Preparation methods
Preparationan advantage of t-butyl trimethylsilylacetate over its methyl and ethyl ester analogs is that it can be prepared by C-silylation of the lithium enolate of t-butyl acetate at 78°C in THF (85–90% yield). Under the same conditions the enolates of methyl and ethyl acetate give primarily O-silylated products.The reagent has also been prepared by a rapid boron trifluoride etherate catalyzed reaction of trimethylsilylketene with t-butyl alcohol.
Suppliers17 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Shanghai Enchem Industry Co., Ltd.15021317485
壮铭新材料科技江苏有限公司17312398916 051386936896 15216715905 · [email protected]
Alfa Chemistry
Related reactions
7 records
Compound notes
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