4-TRIMETHYLSILYL-3-BUTYN-2-OL

ChemicalBook > CAS DataBase List > 4-TRIMETHYLSILYL-3-BUTYN-2-OL

4-TRIMETHYLSILYL-3-BUTYN-2-OL

Product Name: 4-TRIMETHYLSILYL-3-BUTYN-2-OL
CAS No.: 6999-19-5
Chemical Name: 4-TRIMETHYLSILYL-3-BUTYN-2-OL
Synonyms: DK369;TIMTEC-BB SBB009027;4-TRIMETHYLSILYL-3-BUTYN-2-OL;4-(Trimethysilyl)-3-butyn-2-ol;1-TRIMETHYLSILYLBUT-1-YNE-3-OL;4-Trimethylsilyl-3-butynol, t;4-(triMethylsilyl)but-3-yn-2-ol;3-Butyn-2-ol, 4-(trimethylsilyl)-;4-TRIMETHYLSILYL-3-BUTYN-2-OL (+/-);(+/-) 4-TRIMETHYLSILYL-3-BUTYN-2-OL
CBNumber: CB5676325
Molecular Formula: C7H14OSi
Formula Weight: 142.27
MOL File: 6999-19-5.mol

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4-TRIMETHYLSILYL-3-BUTYN-2-OL Property

Boiling point:: 76 °C
Density: 0.847 g/mL at 25 °C
refractive index: n 20/D 1.446
Flash point:: 143 °F
storage temp.: 2-8°C
solubility: highly soluble in all standard organic solvents (hexanes, toluene, CH2Cl2, EtOAc, alcohols, ethers). Partially soluble in water.
form: clear liquid
pka: 13.78±0.20(Predicted)
color: Colorless to Light orange to Yellow
Specific Gravity: 0.846
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
BRN: 1923632
CAS DataBase Reference: 6999-19-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
RIDADR: 1993
WGK Germany: 3
TSCA: No
HazardClass: 3
PackingGroup: III
HS Code: 29319090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 666955
Product name: 4-(Trimethylsilyl)-3-butyn-2-ol
Purity: 97%
Packaging: 5g
Price: $45.3
Updated: 2023/06/20

Sigma-Aldrich

Product number: 666955
Product name: 4-(Trimethylsilyl)-3-butyn-2-ol
Purity: 97%
Packaging: 25g
Price: $225
Updated: 2023/01/07

TCI Chemical

Product number: T1926
Product name: 4-Trimethylsilyl-3-butyn-2-ol
Purity: >97.0%(GC)
Packaging: 5g
Price: $66
Updated: 2024/03/01

Alfa Aesar

Product number: L14815
Product name: 4-Trimethylsilyl-3-butyn-2-ol, 97%
Packaging: 5g
Price: $62.65
Updated: 2024/03/01

Alfa Aesar

Product number: L14815
Product name: 4-Trimethylsilyl-3-butyn-2-ol, 97%
Packaging: 25g
Price: $207.65
Updated: 2024/03/01

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4-TRIMETHYLSILYL-3-BUTYN-2-OL Chemical Properties,Usage,Production

Chemical Properties

Colorless liquid

Physical properties

bp 83–85°C (13 mmHg).

Uses

More recently, Mulzer has reported use of the corresponding allenylsilane derived from 4-TMS-3-butyn-2-ol for use in the synthesis of the C13–C18 fragment of branimycin (eq 2).

Preparation

racemic 4-trimethylsilyl-3-butyn-2-ol can be prepared by deprotonation with strong bases (BuLi, LDA, Grignards reagents) of trimethylsilylacetylene followed by addition to acetaldehyde.Deprotonation of 3-butyn-2- ol followed by quenching with excess trimethylsilyl chloride followed by concomitant hydrolysis of the trimethylsilyl ether is generally the most straightforward route.Enzymatic reduction of 4-TMS-3-butyn-2-one has also been used to prepare the reagent using alcohol dehydrogenase.
Preparation of nonracemic 4-TMS-3-butyn-2-ol has been accomplished by asymmetric addition of dimethylzinc to acetaldehyde promoted by TADDOL or addition of a trimethylsilylvinylsulfoxide to acetaldehyde followed by thermal elimination of the sulfoxide.Asymmetric reduction of 4- TMS-3-butyn-2-one using stoichiometric reducing reagents, catalytic transfer hydrodrogenation,and enzymatic reduction with isolated protein or whole cells afford the 4-TMS-3-butyn- 2-ol with varying degrees of enantioenrichment.Enzymatic resolution by esterification of the racemic alcohol is the method of choice for the large-scale preparation.

4-TRIMETHYLSILYL-3-BUTYN-2-OL Preparation Products And Raw materials

Raw materials

propargyl aldehyde

Preparation Products

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4-TRIMETHYLSILYL-3-BUTYN-2-OL Suppliers

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6999-19-5, 4-TRIMETHYLSILYL-3-BUTYN-2-OLRelated Search:

2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL (+/-),(+/-) 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL,2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL 4-TRIMETHYLSILYL-3-BUTYN-2-OL 3-Butyn-2-ol 3-BUTYN-2-OL 1-PHENYL-3-(TRIMETHYLSILYL)-2-PROPYN-1-& 5-TRIMETHYLSILYL-1-PENTEN-4-YN-3-OL 1-CYCLOHEXYL-3-(TERT-BUTYLDIMETHYLSILYL)-2-PROPYN-1-OL 2-HYDROXY-4-(TRIMETHYLSILYL)-3-BUTYNOIC ACID ETHYL ESTER 3-METHYL-1-TRIMETHYLSILYL-1-PENTYN-3-OL (+/-) 4-TRIMETHYLSILYL-3-BUTYN-1-OL 5-O-(P-CHLOROBENZOYL)-3-C-(2-TRIMETHYLSILYLETHYNYL)-D-RIBOFURANOSE 1-(Trimethylsilyl)-1-butyn-4-ol 1-ISO-PROPYL-3-(1,1,1-TRIMETHYLSILYL)-2-PROPYN-1-OL 1-CYCLOPROPYL-3-TRIMETHYLSILANYL-PROP-2-YN-1-OL 3-(1-CYCLOPROPYL-3-TRIMETHYLSILANYL-PROP-2-YNYLOXY)-4,5-DIMETHOXY-BENZALDEHYDE 1-PHENYL-3-(TERT-BUTYLDIMETHYLSILYL)-2-PROPYN-1-OL 1,5-DI(TERT-BUTYLDIMETHYLSILYL)-1,4-PENTADIYN-3-OL 1-(TERT-BUTYLDIMETHYLSILYL)-5-(TRIISOPROPYLSILYL)-1,4-PENTADIYN-3-OL

4-Trimethylsilyl-3-butynol, t

4-(triMethylsilyl)but-3-yn-2-ol

4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%

TIMTEC-BB SBB009027

1-TRIMETHYLSILYLBUT-1-YNE-3-OL

(+/-) 4-TRIMETHYLSILYL-3-BUTYN-2-OL

4-TRIMETHYLSILYL-3-BUTYN-2-OL

4-TRIMETHYLSILYL-3-BUTYN-2-OL (+/-)

4-TRIMETHYLSILYL-3-BUTYN-2-OL: TECH., 90%

4-(Trimethysilyl)-3-butyn-2-ol

4-Trimethylsilyl-3-butynol, tech. 90%

3-Butyn-2-ol, 4-(trimethylsilyl)-

DK369

6999-19-5

CH33SiCCCHOHCH3

Building Blocks

Alkynes

Organic Building Blocks

Internal

Ethynylsilanes

Si-(C)4 Compounds

Si (Classes of Silicon Compounds)

Acetylenes

Acetylenic Alcohols & Their Derivatives

Acetylenes

Acetylenic Alcohols & Their Derivatives

Ethynylsilanes

Si (Classes of Silicon Compounds)

Si-(C)4 Compounds

Alkynes

Building Blocks

Chemical Synthesis

Internal

Organic Building Blocks