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tert-Butyldimethylsilyloxy)acetaldehyde

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Name

tert-Butyldimethylsilyloxy)acetaldehyde

EINECS N/A
CAS No. 102191-92-4 Density 0.871 g/cm3
PSA 26.30000 LogP 2.20710
Solubility N/A Melting Point 165-167 oC
Formula C8H18O2Si Boiling Point 161 °C at 760 mmHg
Molecular Weight 174.315 Flash Point 42.7 °C
Transport Information UN 1989 Appearance Clear colorless to straw colored liquid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 102191-92-4 ((TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE) Hazard Symbols IrritantXi
Synonyms

Acetaldehyde,[[(1,1-dimethylethyl)dimethylsilyl]oxy]- (9CI);(tert-Butyldimethylsilanyloxy)acetaldehyde;(tert-Butyldimethylsiloxy)acetaldehyde;(tert-Butyldimethylsilyloxy)acetaldehyde;2-(Butyldimethylsilyl)-2-(oxo)acetaldehyde;2-(tert-Butyldimethylsilyloxy)acetaldehyde;2-[(tert-Butyl)dimethylsiloxy]acetaldehyde;2-[(tert-Butyldimethylsilanyl)oxy]acetaldehyde;2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetaldehyde;Dimethyl-tert-butylsilyloxyacetaldehyde;

Article Data 78

tert-Butyldimethylsilyloxy)acetaldehyde Specification

The tert-Butyldimethylsilyloxy)acetaldehyde, with the CAS registry number 102191-92-4, has the systematic name of {[tert-butyl(dimethyl)silyl]oxy}acetaldehyde. It is a kind of clear colorless to straw colored liquid, and belongs to the following product categories: Aldehydes; C8; Carbonyl Compounds. The molecular formula of the chemical is C8H18O2Si. What's more, it should be stored below 5°C.

The characteristics of tert-Butyldimethylsilyloxy)acetaldehyde are as followings: (1)ACD/LogP: 2.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.61; (4)ACD/LogD (pH 7.4): 2.61; (5)ACD/BCF (pH 5.5): 57.09; (6)ACD/BCF (pH 7.4): 57.09; (7)ACD/KOC (pH 5.5): 629.47; (8)ACD/KOC (pH 7.4): 629.47; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.411; (14)Molar Refractivity: 49.72 cm3; (15)Molar Volume: 200 cm3; (16)Polarizability: 19.71×10-24cm3; (17)Surface Tension: 21.9 dyne/cm; (18)Density: 0.871 g/cm3; (19)Flash Point: 42.7 °C; (20)Enthalpy of Vaporization: 39.76 kJ/mol; (21)Boiling Point: 161 °C at 760 mmHg; (22)Vapour Pressure: 2.32 mmHg at 25°C.

Preparationof Methyl orotate: This chemical can be prepared by 2-tert-butyldimethylsilyloxy-ethanol. The reaction will need reagent oxalyl chloride, DMSO and pyridine, and the menstruum CH2Cl2. The reaction temperature is -65°C, and the yield is about 91%. 

Uses of Methyl orotate: It can react with dichloro-acetic acid tert-butyl ester to produce tert-butyl-2-chloro-2,3-epoxy-4-tert-butyldimethylsilyloxy-butanoate. This reaction will need reagent KOtBu, and the menstruum tetrahydrofuran. The reaction time is 35 minutes with temperature -20°C to room temperature, and the yield is about 64%.   

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=CCO[Si](C(C)(C)C)(C)C
(2)InChI: InChI=1/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
(3)InChIKey: MEBFFOKESLAUSJ-UHFFFAOYAC

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