2-(Trimethylsilyl)ethanol supplier

Name
2-(Trimethylsilyl)ethanol
EINECS 220-844-5
CAS No. 2916-68-9
Article Data22
CAS DataBase
Density 0.819/cm³
Solubility soluble in water
Melting Point 0oC
Formula C₅H₁₄OSi
Boiling Point 144.962 °C at 760 mmHg
Molecular Weight 118.251
Flash Point 50.556 °C
Transport Information UN 1987 3/PG 3
Appearance clear colourless liquid
Safety 16-37/39-26
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi,F
Synonyms 4-04-00-03951 (Beilstein Handbook Reference);Silane, (2-hydroxyethyl)trimethyl-;2-trimethylsilylethanol;Ethanol, 2- (trimethylsilyl)-;
PSA 20.23000
LogP 1.31690

Synthetic route

: 72610-05-0
B-<2-(trimethylsilyl)ethyl>9-borabicyclo<3.3.1>nonane

A: 2916-68-9
2-(Trimethylsilyl)ethanol

B: 23418-82-8
cis-1,5-cyclooctanediol

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In water for 1h; Heating;	A 100% B n/a

: Trimethylsilanyl-(2,8,9-trioxa-5-aza-1-germa-bicyclo[3.3.3]undec-1-yl)-acetic acid methyl ester

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 16h; Ambient temperature;	98%

: 754-05-2
ethenyltrimethylsilane

A: 13246-39-4
(+-)-1-(trimethylsilyl)ethanol

B: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With oxonium; oxygen; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum Product distribution; regioselectivity of hydroalumination;	A 12% B 88%
With sodium hydroxide; borane-THF; water; dihydrogen peroxide In tetrahydrofuran at 0℃; for 0.25h; Product distribution; other temperatures, other times, other stoichiometry;
Yield given. Multistep reaction. Yields of byproduct given;
Stage #1: ethenyltrimethylsilane With triethylsilane; boron trichloride at -78 - 20℃; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 50 - 55℃; for 1h; Further stages. Title compound not separated from byproducts.;
Stage #1: ethenyltrimethylsilane With diisopinocamphenylboron chloride Stage #2: With sodium hydroxide; dihydrogen peroxide Further stages. Title compound not separated from byproducts.;

: 4071-88-9
trimethylsilanyl-acetic acid ethyl ester

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran for 48h; Ambient temperature;	78.1%
With lithium aluminium tetrahydride In diethyl ether Heating;

: 3938-95-2
2,2-dimethyl-propanoic acid ethyl ester

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 2916-76-9
methyl (trimethylsilyl)acetate

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 50-00-0
formaldehyd

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 5578-41-6
(2-acetoxy-ethyl)-dichloro-methyl-silane

: 676-58-4
methylmagnesium chloride

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
In diethyl ether

: 754-05-2
ethenyltrimethylsilane

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
(i) NaBH4, BF3-Et2O, diglyme, (ii) aq. H2O2, NaOH; Multistep reaction;

: 16046-10-9
2-(trimethylsilyl)ethyl acetate

A: 2916-68-9
2-(Trimethylsilyl)ethanol

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With sodium chloride at 25℃; Rate constant; Equilibrium constant; acetylcholinesterase, pH 7.8;

: 50-00-0
formaldehyd

: 2344-80-1
Chloromethyltrimethylsilane

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With magnesium 1.) Et2O, reflux, 30 min, 2.) Et2O, reflux, 15 min; Yield given. Multistep reaction;

: 50-00-0
formaldehyd

: 2344-80-1
Chloromethyltrimethylsilane

A: 2916-68-9
2-(Trimethylsilyl)ethanol

B: 6231-76-1
1,2-bis(trimethylsilyl)ethane

C: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With magnesium 1.) ether, reflux, 2.) 2 h, reflux; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

2-chloromercurio-2-trimethylsilanyl-ethanol: 2-chloromercurio-2-trimethylsilanyl-ethanol

: 2916-68-9
2-(Trimethylsilyl)ethanol

Conditions

Conditions	Yield
With sodium amalgam

: 75-16-1
methylmagnesium bromide

1-acetoxy-3--ethane: 1-acetoxy-3--ethane

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 108-30-5
succinic acid anhydride

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 93790-78-4
4-oxo-4-(2-(trimethylsilyl)ethoxy)butanoic acid

Conditions

Conditions	Yield
With dmap; 1-hydroxy-pyrrolidine-2,5-dione; triethylamine In toluene for 1.5h; Heating;	100%
With dmap In toluene for 14h; Reflux;	99%
With pyridine In dichloromethane	81%

: 4160-82-1
3,3-dimethylglutaric anhydride

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 141850-59-1
3,3-dimethylglutaric acid mono<2-(trimethylsilyl)ethanyl> ester

Conditions

Conditions	Yield
In toluene at 100℃; for 8h;	100%
With toluene-4-sulfonic acid for 24h; Heating;	89%
In toluene at 100℃; for 8h; Inert atmosphere;

: 1122-17-4
dichloromaleic acid anhydride

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 122457-72-1
2-(trimethylsilyl)ethyl hydrogen dichloromaleate

Conditions

Conditions	Yield
In dichloromethane for 48h; Ambient temperature;	100%

: 1189-71-5
isocyanate de chlorosulfonyle

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 105078-67-9
N-carbo(trimethylsilyloxy)sulfamoyl chloride

Conditions

Conditions	Yield
In tetrachloromethane; hexane at 25 - 40℃; for 1h;	100%

: 7148-74-5, 52152-04-2, 71425-59-7, 22592-73-0
(S)-2-bromopropionyl chloride

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 97486-39-0
(S)-2-Bromo-propionic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-aniline In dichloromethane for 1h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 2389-45-9
Boc-Lys(Z)-OH

: 89121-14-2
(S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1) ice-bath, 1 h, 2) refrigerator, 3 d;	100%
Stage #1: 2-(Trimethylsilyl)ethanol; Boc-Lys(Z)-OH With dmap In dichloromethane at 0℃; for 0.0833333h; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24.25h;	98.2%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 51077-16-8
N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid

: 120060-94-8
Boc-Thz-OTmse

Conditions

Conditions	Yield
at 4℃; for 72h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 88887-50-7
γ-n-hexadecyl N-(tert-butyloxycarbonyl)-L-glutamate

: 88887-52-9
α-<2-(trimethylsilyl)ethyl> γ-n-hexadecyl N-(tert-butyloxycarbonyl)-L-glutamate

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide; acetonitrile at 0℃; for 1h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 2304-94-1
3-(benzyloxycarbonylamino)propanoic acid

: 512178-52-8
3-Benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 187087-49-6
(S)-1-((1S,2R,3S,4R)-3-Isocyanato-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid methyl ester

: 187087-55-4
(S)-1-[(1S,2R,3S,4R)-3-(2-Trimethylsilanyl-ethoxycarbonylamino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In benzene for 24h; Heating;	100%
In benzene Heating;	90%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 187087-50-9
(S)-1-((1S,2R,3S,4R)-3-Isocyanato-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

: 187087-57-6
(S)-1-[(1S,2R,3S,4R)-3-(2-Trimethylsilanyl-ethoxycarbonylamino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In benzene for 24h; Heating;	100%
In benzene Heating;	90%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 187967-64-2
(S)-1-((1R,2S)-2-Isocyanato-cyclopropanecarbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

: 187967-67-5
(S)-1-[(1R,2S)-2-(2-Trimethylsilanyl-ethoxycarbonylamino)-cyclopropanecarbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
	100%
In benzene for 24h; Heating;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 53883-86-6
2-(chloromethoxy)-1,3-dichloropropane

: 207673-75-4
[2-(2-Chloro-1-chloromethyl-ethoxymethoxy)-ethyl]-trimethyl-silane

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane 1.) -13 deg C, 10 min, 2.) -13 deg C to room temperature, 12 h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 598-21-0
2-Bromoacetyl bromide

: 79414-13-4
trimethylsilylethyl bromoacetate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 2h;	100%
With pyridine In dichloromethane at 0℃; for 1h; Esterification;	96%
With pyridine In dichloromethane at 20℃; for 1h; Inert atmosphere;	87%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 357636-30-7
2-(2-methyl-prop-1-enyl)-thiazole-4-carboxylic acid

: 357636-32-9
2-(2-methyl-prop-1-enyl)-thiazole-4-carboxylic acid 2-(trimethylsilyl)ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h;	118 mg

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 609-08-5
Diethyl methylmalonate

: 2-methyl-malonic acid bis-(2-trimethylsilanyl-ethyl) ester

Conditions

Conditions	Yield
With sodium hydride In toluene for 14h; Heating;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

: 182273-57-0
2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Conditions

Conditions	Yield
With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate In dichloromethane; toluene	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 98-79-3
L-Pyroglutamic acid

: 2-(trimethylsilyl)ethyl (S)-5-oxopyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 2h; Dean-Stark;	100%
With toluene-4-sulfonic acid In benzene for 2h; Heating;

: (4,5,7-trimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-carbamic acid

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 883125-68-6
1,3,8-trimethoxy-6-[(trimethylsilylethoxycarbonyl)amino]-9,10-anthraquinone

Conditions

Conditions	Yield
In 1,4-dioxane at 80℃; for 12h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 34159-52-9
2-(diphenoxyphosphoryl)acetic acid

: 394657-61-5
(diphenoxy-phosphoryl)acetic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 23℃; for 4h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 89525-11-1
2-Benzyloxycarbonylamino-2-(diethoxyphosphinyl)-acetic acid

: 916244-45-6
benzyloxycarbonylamino-(diethoxy-phosphoryl)-acetic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 30925-18-9
2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

: 131117-25-4
Boc-Asp(TMSE)-OBn

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide; acetonitrile at 0 - 20℃;	100%
With pyridine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide; acetonitrile at 20℃;	99%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 30924-93-7
Boc-Glu-OBn

: 1-benzyl 5-[2-(trimethylsilyl)ethyl]-N-(tert-butoxycarbonyl)-L-glutamate

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide; acetonitrile at 0 - 20℃;	100%
With pyridine; dicyclohexyl-carbodiimide In acetonitrile at 20℃;	99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃;	50%
Stage #1: 2-(Trimethylsilyl)ethanol; Boc-Glu-OBn With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; Stage #2: With hydrogenchloride In ethyl acetate	649 mg

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 30414-53-0
methyl propanoyl acetate

: 215120-12-0
trimethylsilyl 3-oxovaleric ester

Conditions

Conditions	Yield
With dmap In toluene Heating / reflux;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 123993-27-1
(S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(carboxymethyl)benzenepropanoic acid phenylmethylester

: 228410-24-0
2-(S)-t-butoxycarbonylamino-3-[(4'-trimethylsilylethyloxycarbonyl)benzene]propanoic acid benzyl ester

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane for 10h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 16205-98-4
3-oxo-cyclohexanecarboxylic acid

: 861859-00-9
3-oxo-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In Dichlorodifluoromethane for 18h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 7077-04-5, 10479-51-3, 56586-13-1
2-methyl-1-cyclohexanecarboxylic acid

: 861858-93-7
(cis/trans)-2-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 36h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 36h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 36h;	100%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 13293-59-9
3-methylcyclohexanecarboxylic acid

: 861858-86-8
(cis/trans)-3-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; water for 36h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 36h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 36h;	100%

: 3-oxo-cyclohexanecarboxylic acid

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 861859-00-9
3-oxo-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h;	100%

2-(Trimethylsilyl)ethanol Chemical Properties

The molecular formula of 2-(Trimethylsilyl)ethanol(2916-68-9) is C₅H₁₄OSi and its formula weight is 118.25g/mol.Its EINECS is 220-844-5.Its liansport information is UN 1987.The density of 2-(Trimethylsilyl)ethanol(2916-68-9) is 0.825g/cm³ and it has a melting point of -46.18°C.The boiling point is 145 °C at 760 mmHg.The refractive index is about n20/D 1.423(lit.) and molar refractivity is 35.46 cm³.Molar volume is 144.3 cm³ and polarizability is 14.05 10-24cm³. Surface tension is 20.4 dyne/cm and enthalpy of vaporization is 44.5 kJ/mol.Its flash point is 50.6 °C and the vapor pressure is 1.97 mmHg at 25°C.
The chemical synonyms of 2-(Trimethylsilyl)ethanol(2916-68-9) are 2-HYDROXYETHYLTRIMETHYLSILANE;2-(TRIMETHYLSILYL)ETHANOL;2-(TRIMETHYLSILYL)ETHANAL;TIMTEC-BB SBB009030;2-(trimethylsilyl)-ethano;Ethanol, 2-(trimethylsilyl)-;Silane, (2-hydroxyethyl)trimethyl- and trimethylsilylethanol.Its product categories is Alcohols and Derivatives;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis) and Synthetic Organic Chemistry.The molecular structure of 2-(Trimethylsilyl)ethanol(2916-68-9) is

2-(Trimethylsilyl)ethanol Safety Profile

Hazard symbols is Xi, F.
Risk statements is 10-36/37/38.
10: Flammable.
36/37/38: Irritating to eyes, respiratory system and skin.
Safety statements is 16-37/39-26.
16: Keep away from sources of ignition - No smoking.
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
37/39: Wear suitable gloves and eye/face protection.
Hazard note is flammable.
HazardClass is 3.

2-(Trimethylsilyl)ethanol Specification

Its extinguishing agents is foam ,carbon dioxide, water spray and sand.

Product Name

2-(Trimethylsilyl)ethanol

Synthetic route

2-(Trimethylsilyl)ethanol Chemical Properties

2-(Trimethylsilyl)ethanol Safety Profile

2-(Trimethylsilyl)ethanol Specification

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