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| CAS No.: | 76513-69-4 |
|---|---|
| Name: | 2-(Trimethylsilyl)ethoxymethyl chloride |
| Article Data: | 8 |
| Molecular Structure: | |
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|
|
| Formula: | C6H15ClOSi |
| Molecular Weight: | 166.723 |
| Synonyms: | 2-(Trimethylsilanyl)ethoxymethylchloride;Chloromethyl2-(trimethylsilyl)ethyl ether;Chloromethyl trimethylsilylethyl ether;SEMchloride;[2-(Chloromethoxy)ethyl]trimethylsilane;[2-[(Chloromethyl)oxy]ethyl]trimethylsilane;[[2-(Trimethylsilyl)ethyl]oxy]methyl chloride;b-(Trimethylsilyl)ethoxymethyl chloride; |
| EINECS: | 278-483-4 |
| Density: | 0.92 g/cm3 |
| Boiling Point: | 182.1 °C at 760 mmHg |
| Flash Point: | 46.7 °C |
| Solubility: | decomposes in water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 C
|
| Risk Codes: | 10-34 |
| Safety: | 26-28-36/37/39-45-16 |
| Transport Information: | UN 2920 8/PG 2 |
| PSA: | 9.23000 |
| LogP: | 2.53750 |
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- 75-77-4
chloro-trimethyl-silane
- 1462-35-7
1-bromo-2-(chloromethoxy)ethane
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
| Conditions | Yield |
|---|---|
| Stage #1: 1-bromo-2-(chloromethoxy)ethane With magnesium for 4h; Reflux; Stage #2: chloro-trimethyl-silane at 20℃; Reagent/catalyst; | 99% |
| Stage #1: 1-bromo-2-(chloromethoxy)ethane With n-butyllithium; methylmagnesium chloride In tetrahydrofuran; hexane at 20 - 30℃; for 0.333333h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 20 - 30℃; for 0.333333h; | 85.8% |
| Stage #1: 1-bromo-2-(chloromethoxy)ethane With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane at 15 - 30℃; for 0.333333h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 30℃; for 0.333333h; | 80.4% |
- 50-00-0
formaldehyd
- 2916-68-9
2-(Trimethylsilyl)ethanol
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 0.5h; | 90% |
| With hydrogenchloride at 0℃; | 87% |
| With hydrogenchloride for 0.433333h; | 85% |
- 288-32-4
1H-imidazole
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 101226-33-9
1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
| Conditions | Yield |
|---|---|
| Stage #1: 1H-imidazole With sodium hydride In tetrahydrofuran at 0 - 25℃; for 0.5h; Inert atmosphere; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran at 0 - 25℃; for 14h; Inert atmosphere; | 100% |
| Stage #1: 1H-imidazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.75h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran; mineral oil at 20℃; | 93% |
| Stage #1: 1H-imidazole With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 0.5h; Large scale; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In dimethyl sulfoxide at 0 - 15℃; for 16h; Large scale; | 90% |
- 63598-38-9
1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 76513-66-1
1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane | 100% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature; | 100% |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 123190-86-3
(1R,7aS)-tetrahydro-1-methyl-1-(hydroxymethyl)-1H,3H-pyrrolo<1,2-c>oxazol-3-one
- 123190-87-4
(1R,7aS)-tetrahydro-1-methyl-1-<<2-(trimethylsilyl)ethoxy>methoxy>methyl-1H,3H-pyrrolo<1,2-c>oxazol-3-one
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h; Ambient temperature; | 100% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃; Yield given; |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 114877-74-6
N-(2-Allyl-phenyl)-4-hydroxy-butyramide
- 114877-90-6
N-(2-Allyl-phenyl)-4-(2-trimethylsilanyl-ethoxymethoxy)-butyramide
| Conditions | Yield |
|---|---|
| With 1H-imidazole In N,N-dimethyl-formamide | 100% |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 105427-88-1
methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate
- 105427-90-5
methyl 2,4-bis[2-(trimethylsilyl)ethoxymethoxy]-3-bromo-5-chloro-6-methylbenzoate
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 100% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane Yield given; |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 144617-49-2
7-(4-tert-Butyldimethylsiloxy-2-hydroxybutyl)-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene
- 144617-50-5
7-<4-tert-Butyldimethylsilyloxy-2-(2-trimethylsilylethoxy)methoxybutyl>-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h; Ambient temperature; | 100% |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 154843-48-8
14-acetyl-12-<2'-(trimethylsilyl)ethoxymethoxy>podocarpa-8,11,13-triene
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature; | 100% |
- 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride
- 173396-52-6
ethyl (1R,2S,3R,4R)-2,3-dihydroxy-4-methoxy-5-methyl-2-(2-trimethylsilyl-3-furyl)cyclohex-5-ene-1-carboxylate
- 173289-89-9
ethyl (1R,2S,3R,4R)-2-hydroxy-4-methoxy-5-methyl-3-(2-trimethylsilylethoxymethoxy)-2-(2-trimethylsilyl-3-furyl)cyclohex-5-ene-1-carboxylate
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine | 100% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 96% |
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Specification
The systematic name of 2-(Trimethylsilyl)ethoxymethyl chloride is [2-(chloromethoxy)ethyl](trimethyl)silane. With the CAS registry number 76513-69-4, it is also named as Silane, [2-(chloromethoxy)ethyl]trimethyl-. The product's categories are Aliphatics; Biochemistry; Protection & Derivatization Reagents (for Synthesis); Reagents for Oligosaccharide Synthesis; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. It is colorless to light yellow liquid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.23; (4)ACD/LogD (pH 7.4): 2.23; (5)ACD/BCF (pH 5.5): 29.25; (6)ACD/BCF (pH 7.4): 29.25; (7)ACD/KOC (pH 5.5): 390.03; (8)ACD/KOC (pH 7.4): 390.03; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 45.15 cm3; (15)Molar Volume: 181 cm3; (16)Polarizability: 17.9×10-24 cm3; (17)Surface Tension: 21.1 dyne/cm; (18)Density: 0.92 g/cm3; (19)Flash Point: 46.7 °C; (20)Enthalpy of Vaporization: 40.12 kJ/mol; (21)Boiling Point: 182.1 °C at 760 mmHg; (22)Vapour Pressure: 1.12 mmHg at 25°C.
Preparation of 2-(Trimethylsilyl)ethoxymethyl chloride: It can be obtained by formaldehyde and 2-trimethylsilanyl-ethanol. This reaction needs reagent HCl at temperature of 0 °C. The yield is 87%.
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Uses of 2-(Trimethylsilyl)ethoxymethyl chloride: It can react with 1H-imidazole to get 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole. This reaction needs reagent NaH and solvent tetrahydrofuran at temperature of 20 °C. The reaction time is 2.5 hours.
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When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep it away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:ClCOCC[Si](C)(C)C
2. InChI:InChI=1/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
3. InChIKey:BPXKZEMBEZGUAH-UHFFFAOYAW
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