(TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE
- Product Name
- (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE
- CAS No.
- 102191-92-4
- Chemical Name
- (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE
- Synonyms
- 2-(tert-butyldimethylsilyloxy)acetaldehyde;DK447;oxy)acetaL;DKFELEX0096;T-BUTYLDIMETHYLSILOXYACETALDEHYDE;T-BUTYLDIMETHYLSILYLOXYACETALDEHYDE;t-BUTYLDIMETHYLSILOXYACETALDEHYDE,90%;DIMETHYL-TERT-BUTYLSILYLOXYACETALDEHYDE;(TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE;2-(Tert-Butyldimethylsiloxy)acetaldehyde
- CBNumber
- CB6436993
- Molecular Formula
- C8H18O2Si
- Formula Weight
- 174.31
- MOL File
- 102191-92-4.mol
(TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE Property
- Melting point:
- 165-167 ºC
- Boiling point:
- 165-167 °C(lit.)
- Density
- 0.915 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.432(lit.)
- Flash point:
- 140 °F
- storage temp.
- 2-8°C
- form
- Powder
- color
- White to light beige to grey
- Specific Gravity
- 0.915
- Hydrolytic Sensitivity
- 8: reacts rapidly with moisture, water, protic solvents
- InChI
- InChI=1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
- InChIKey
- MEBFFOKESLAUSJ-UHFFFAOYSA-N
- SMILES
- C(=O)CO[Si](C(C)(C)C)(C)C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- 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.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 449458
- Product name
- (tert-Butyldimethylsilyloxy)acetaldehyde
- Purity
- 90%
- Packaging
- 1g
- Price
- $95.9
- Updated
- 2025/07/31
- Product number
- 449458
- Product name
- (tert-Butyldimethylsilyloxy)acetaldehyde
- Purity
- 90%
- Packaging
- 5g
- Price
- $375
- Updated
- 2025/07/31
- Product number
- B6269
- Product name
- 2-[(tert-Butyldimethylsilyl)oxy]acetaldehyde
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $89
- Updated
- 2025/07/31
- Product number
- B6269
- Product name
- 2-[(tert-Butyldimethylsilyl)oxy]acetaldehyde
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $270
- Updated
- 2025/07/31
- Product number
- B942745
- Product name
- (tert-Butyldimethylsilyloxy)acetaldehyde
- Packaging
- 500mg
- Price
- $55
- Updated
- 2021/12/16
(TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE Chemical Properties,Usage,Production
Chemical Properties
Clear colorless to straw colored liquid
Uses
Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.
Synthesis
102229-10-7
102191-92-4
Oxalyl chloride (13.7 mL, 162.2 mmol) was dissolved in anhydrous dichloromethane (400 mL) under nitrogen protection and cooled to -78°C. Dimethyl sulfoxide (25.1 mL, 353.9 mmol) was added slowly and stirred for 30 minutes. Subsequently, a solution of 2-((tert-butyldimethylsilyl)oxy)ethanol (26.0 g, 147.5 mmol) in anhydrous dichloromethane (100 mL) was added dropwise. After maintaining -78 °C and continuing to stir for 30 min, triethylamine (102.74 mL, 737.0 mmol) was added slowly and dropwise. The reaction mixture was stirred at -78 °C for another 30 min, then gradually warmed up to room temperature and continued stirring for 1 h. The reaction mixture was then stirred at -78 °C for 1 h. The reaction mixture was then gradually warmed up to room temperature. The pH of the reaction mixture was adjusted to 4 with aqueous 2N hydrochloric acid and then extracted with dichloromethane (3 x 400 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 2-((tert-butyldimethylsilyl)oxy)acetaldehyde (34.0 g, 100%) as a colorless oil. The product can be used directly in the subsequent reaction without further purification.
References
[1] Organic Letters, 2016, vol. 18, # 18, p. 4534 - 4537
[2] Patent: WO2017/24018, 2017, A1. Location in patent: Paragraph 00132
[3] Patent: US2016/122345, 2016, A1. Location in patent: Paragraph 0115; 0118
[4] Patent: US9481674, 2016, B1. Location in patent: Page/Page column 47; 48
[5] Patent: WO2017/87608, 2017, A1. Location in patent: Paragraph 00125; 00128
(TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE manufacturers
- Product
- (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE 102191-92-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1000KG /month
- Release date
- 2021-11-19
- Product
- (tert-Butyldimethylsilyloxy)acetaldehyde 102191-92-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE 102191-92-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-26