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Trimethylsilyl trifluoromethanesulfonate
Cas No: 27607-77-8
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High quality Trimethylsilyl trifluoromethanesulfonate 98% supplier in China
Cas No: 27607-77-8
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High quality Trifluoromethanesulfonic Acid Trimethylsilyl Ester supplier in China
Cas No: 27607-77-8
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Trimethylsilyl trifluoromethanesulfonate CAS NO.27607-77-8
Cas No: 27607-77-8
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High quality Trimethylsilyl trifluoromethanesulfonate CAS 27607-77-8 with attractive price
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Good quality Trimethylsilyl trifluoromethanesulfonate
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Factory Supply Trimethylsilyl trifluoromethanesulphonate
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Trimethylsilyl trifluoromethanesulfonate
Cas No: 27607-77-8
No Data 1 Kilogram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
High Quality 99% 27607-77-8 Trimethylsilyl trifluoromethanesulfonate Manufacturer
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Trimethylsilyl trifluoromethanesulfonate
Cas No: 27607-77-8
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27607-77-8 Usage

Chemical Properties

clear colourless to light brown fuming liquid

Physical properties

bp 45–47 °C/17 mmHg, 39–40 °C/12 mmHg; d 1.225 g cm?3.

Uses

Trimethylsilyl Trifluoromethane?sulfonate is generally used following reactions:1. Silylation. TMSOTf is widely used in the conversion of car?bonyl compounds to their enol ethers. The conversion is some 109 faster with TMSOTf/triethylamine than with chlorotrimethy?lsilane.Dicarbonyl compounds are converted to the corresponding bis?enol ethers; this method is an improvement over the previous two?step method.In general, TMSOTf has a tendency toC-silylation which is seen most clearly in the reaction of esters, whereC-silylation dominates over O-silylation.2.Carbonyl Activation. 1,3-Dioxolanation of conjugated enals is facilitated by TMSOTf in the presence of 1,2-bis(trimethylsilyl?oxy)ethane. In particular, highly selective protection of sterically differentiated ketones is possible (eq 10).TMSOTf mediates a stereoselective aldol-type condensation of silyl enol ethers and acetals (or orthoesters). The nonbasic reaction conditions are extremely mild. The use of TMSOTf in aldol reactions of silyl enol ethers and ketene acetals with aldehydes is ubiquitous. Stereoselective cyclization of α,β-unsaturated enamide esters is induced by TMSOTf and has been used as a route to quinolizidines and indolizidines.3.The often difficult conjugate addition of alkynyl organometallic reagents to enones is greatly facilitated by TMSOTf. In particular, alkynyl zinc reagents (normally unreactive with α,β-unsaturated carbonyl compounds) add in good yield.The formation of nitrones by reaction of aldehydes and ketones with N-methyl-N,O-bis(trimethylsilyl)hydroxylamine is accelerated when TMSOTf is used as a catalyst; the acceleration is particularly pronounced when the carbonyl group is under a strong electronic influence.5. Methyl glucopyranosides and glycopyranosyl chlorides undergo allylation with allylsilanes under TMSOTf catalysis to give predominantly α-allylated carbohydrate analogs.Glycosidation is a reaction of massive importance and wide?spread employment. TMSOTf activates many selective glycosidation reactions.4.O-Silylation. The formation of TMS ethers can be achieved by reacting the requisite alcohol with TMSOTf and an amine (triethy?lamine, pyridine, or 2,6-lutidine) in dichloromethane;C-Silylation. Depending on the reaction conditions, sec?ondary amides can be either C-silylated or N-silylated;N-Silylation. The N-bis-silylation of α-amino acids with TMSOTf is only effective for glycine; for other α-amino acids N-mono-silylation prevails because the larger size of the carbon chain at the α-position hinders bis-silylation;C,O-Bis-silylation. Bis-silylation ofα,β-unsaturated carbonyl compounds can be achieved by palladium-TMSOTf-catalyzed addition of disilanes to enones, enals, or aromatic aldehydes via an η3-silyloxyallylpalladium intermediate;Carbonyl Activation. TMSOTf frequently acts as a Lewis acid and it is able to activate several functional groups (the car?bonyl group, the acetal unit, the nitrone moiety,…) thus facilitating different kinds of reactions;Acetal Activation. TMSOTf acts as a catalyst for the addi?tion of several nucleophiles (allylsilanes, allylstannanes, silyl enol ethers, trimethylsilyl cyanide) towardN,O-acetals;Nitrone Activation. The nucleophilic addition to aldonitrones depends on the nature of the metal involved and the presence/absence of an activator;Epoxide Ring Opening. One-pot alkylation-O-silylation re?actions of epoxides take place in excellent yields;Cleavage of Protecting Groups. THP ethers of primary, sec?ondary, and phenolic alcohols can be conveniently deprotected at room temperature; Hypervalent Iodine Chemistry. The formation of hyperva?lent iodine complexes is often promoted by TMSOTf.

Uses

Trimethylsilyl Trifluoromethanesulfonate is a trialkylsilyl triflate used as a catalyst in organic synthesis. Trimethylsilyl Trifluoromethanesulfonate is used in combination with boron trifluoride eth yl ether to prepare a Lewis acid that is more powerful than its components and especially effective in acetonitrile solvent. Trimethylsilyl is a common reagent used in a Dieckmann-like cyclization of ester-imides and diesters.

Uses

Catalyst and silylating agent for organic syntheses.
InChI:InChI=1/C18H3F35O6/c19-2(1-54,8(26,27)28)55-15(46,47)4(22,10(32,33)34)57-17(50,51)6(24,12(38,39)40)59-18(52,53)7(25,13(41,42)43)58-16(48,49)5(23,11(35,36)37)56-14(44,45)3(20,21)9(29,30)31/h54H,1H2

27607-77-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (T0871)  Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]  >98.0%(T) 27607-77-8 5g 195.00CNY Detail
TCI America (T0871)  Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]  >98.0%(T) 27607-77-8 25g 490.00CNY Detail
TCI America (T0871)  Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]  >98.0%(T) 27607-77-8 250g 2,990.00CNY Detail
Alfa Aesar (A12535)  Trimethylsilyl trifluoromethanesulfonate, 99%    27607-77-8 10g 289.0CNY Detail
Alfa Aesar (A12535)  Trimethylsilyl trifluoromethanesulfonate, 99%    27607-77-8 50g 1002.0CNY Detail
Alfa Aesar (A12535)  Trimethylsilyl trifluoromethanesulfonate, 99%    27607-77-8 250g 4226.0CNY Detail
Sigma-Aldrich (91741)  Trimethylsilyltrifluoromethanesulfonate  purum, ≥98.0% (T) 27607-77-8 91741-10ML 486.72CNY Detail
Sigma-Aldrich (91741)  Trimethylsilyltrifluoromethanesulfonate  purum, ≥98.0% (T) 27607-77-8 91741-50ML 1,763.19CNY Detail
Sigma-Aldrich (91741)  Trimethylsilyltrifluoromethanesulfonate  purum, ≥98.0% (T) 27607-77-8 91741-250ML 6,013.80CNY Detail
Aldrich (225649)  Trimethylsilyltrifluoromethanesulfonate  99% 27607-77-8 225649-10G 400.14CNY Detail
Aldrich (225649)  Trimethylsilyltrifluoromethanesulfonate  99% 27607-77-8 225649-50G 1,434.42CNY Detail
Aldrich (225649)  Trimethylsilyltrifluoromethanesulfonate  99% 27607-77-8 225649-250G 4,695.21CNY Detail

27607-77-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Trimethylsilyl trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names TMS triflate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27607-77-8 SDS

27607-77-8Synthetic route

tetramethylsilane
75-76-3

tetramethylsilane

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
for 1h; Ambient temperature;99%
3-(trimethylsilyl)-2-oxazolidinone
43112-38-5

3-(trimethylsilyl)-2-oxazolidinone

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 40℃; for 0.25h;98%
for 0.0333333h;80%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
In n-heptane at 50 - 60℃; for 13h; Large scale;96.55%
for 7h; Heating; Yield given;
at 20℃;
at 40℃; for 24h; Schlenk technique; Inert atmosphere;
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

1-(Trimethylsilyl)imidazole
18156-74-6

1-(Trimethylsilyl)imidazole

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
In diethyl ether at 10℃; for 1h;96%
(dimethylsilyl)methyl trifluoromethanesulfonate
99542-57-1

(dimethylsilyl)methyl trifluoromethanesulfonate

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 80℃; for 9h;95%
In benzene-d6 at 135℃; Rate constant; Mechanism; τ1/2;
In neat (no solvent) at 134.9℃; Rate constant; Thermodynamic data; lgA, EA, ΔH(excit.), ΔS(excit.), ΔG(excit.), ΔrH;
at 80℃; Kinetics; Rate constant;
bis(trimethylsilyl)sulphate
18306-29-1

bis(trimethylsilyl)sulphate

barium trifluoromethanesulfonate
2794-60-7

barium trifluoromethanesulfonate

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 140 - 150℃;95%
C16H42PSi4

C16H42PSi4

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

C27H62AgF3O3P2SSi6

C27H62AgF3O3P2SSi6

Conditions
ConditionsYield
In benzene-d6 Inert atmosphere;A 90%
B 92%
Trimethylsilanol
1066-40-6

Trimethylsilanol

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
Stage #1: Trimethylsilanol; trifluoromethylsulfonic anhydride at 45℃; for 3.5h;
Stage #2: With chloro-trimethyl-silane at 15℃; for 2.5h; Temperature;
89%
Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 70 - 75℃; for 2h;88%
trichloromethyltrimethylsilane
5936-98-1

trichloromethyltrimethylsilane

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 120℃; for 0.833333h;88%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;85%
In dichloromethane at 0℃; for 2h;
Trimethylsilanol
1066-40-6

Trimethylsilanol

trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at 15℃; for 4h; Temperature;80%
2-(trimethylsilyl)propene
18163-07-0

2-(trimethylsilyl)propene

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

Conditions
ConditionsYield
In pentane at 0℃; for 0.166667h; Yield given;A n/a
B 66%
In pentane at 0℃; for 0.166667h; Yields of byproduct given;A n/a
B 66%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
With boron tribromide at -25 - 20℃;54%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

(Z)-trimethylsilyl N-trimethylsilylacetimidate
10416-59-8, 132255-83-5

(Z)-trimethylsilyl N-trimethylsilylacetimidate

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
for 0.0833333h;43%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trichloroacetate
25436-07-1

trimethylsilyl trichloroacetate

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
for 0.0833333h;40%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

monotrimethylsilylacetamide

monotrimethylsilylacetamide

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
for 0.0833333h;35%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Chlorine(I) trifluoromethanesulfonate
65597-24-2

Chlorine(I) trifluoromethanesulfonate

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
at -111 - 0℃;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

methyl trimethylsilyl tert-butylphosphonate
97730-10-4

methyl trimethylsilyl tert-butylphosphonate

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

O-methyl-tert-butylphosphonic trifluoromethanesulfonic anhydride
97730-01-3

O-methyl-tert-butylphosphonic trifluoromethanesulfonic anhydride

Conditions
ConditionsYield
In dichloromethane for 12h; Ambient temperature;
N,N,N'-tris(trimethylsilyl)phosphenimidous amide
50732-21-3, 65428-75-3

N,N,N'-tris(trimethylsilyl)phosphenimidous amide

bis(diisopropylamino)phosphanylium trifluoromethanesulfonate
114684-87-6

bis(diisopropylamino)phosphanylium trifluoromethanesulfonate

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

N,N,N',N'-tetraisopropyl-1,3-bis(trimethylsilanyl)[1,3,2,4]diazadiphosphetidine-2,4-diamine
65160-85-2, 66435-33-4

N,N,N',N'-tetraisopropyl-1,3-bis(trimethylsilanyl)[1,3,2,4]diazadiphosphetidine-2,4-diamine

Conditions
ConditionsYield
Yield given. Multistep reaction;
N,N,N'-tris(trimethylsilyl)phosphenimidous amide
50732-21-3, 65428-75-3

N,N,N'-tris(trimethylsilyl)phosphenimidous amide

bis(diethylamino) phosphenium triflate

bis(diethylamino) phosphenium triflate

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

N,N,N',N'-Tetraethyl-1,3-bis-trimethylsilanyl-[1,3,2,4]diazadiphosphetidine-2,4-diamine
66435-31-2, 66435-32-3, 344867-26-1

N,N,N',N'-Tetraethyl-1,3-bis-trimethylsilanyl-[1,3,2,4]diazadiphosphetidine-2,4-diamine

Conditions
ConditionsYield
Yield given. Multistep reaction;
μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]
88016-29-9

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

4,4-dimethyl-1-(trimethylsilyl)-2-pentyne
84140-30-7

4,4-dimethyl-1-(trimethylsilyl)-2-pentyne

A

t-butylallene
26981-77-1

t-butylallene

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

D

4,4-dimethyl-1-(2-iodophenyl)-2-pentyne
131251-47-3

4,4-dimethyl-1-(2-iodophenyl)-2-pentyne

Conditions
ConditionsYield
In dichloromethane-d2 at -80℃; Mechanism; or tributylstannyl compound;
trimethyl(trimethylstannyl)silane
16393-88-7

trimethyl(trimethylstannyl)silane

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at -78℃;
C14H26NSi2(1+)*CF3O3S(1-)

C14H26NSi2(1+)*CF3O3S(1-)

A

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

B

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

C

C11H17NSi

C11H17NSi

Conditions
ConditionsYield
With cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide
C14H23F3O4PSSi(1+)*CF3O3S(1-)

C14H23F3O4PSSi(1+)*CF3O3S(1-)

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

tert-butylphenylphosphinic trifluoromethanesulfonic anhydride
97730-00-2

tert-butylphenylphosphinic trifluoromethanesulfonic anhydride

Conditions
ConditionsYield
In dichloromethane at 20℃;
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

1-Phenyl-2-(trimethylsilyl)acetylene
2170-06-1

1-Phenyl-2-(trimethylsilyl)acetylene

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

ethylbenzene
100-41-4

ethylbenzene

C

1,1-Bis(triflyloxy)ethylbenzene

1,1-Bis(triflyloxy)ethylbenzene

Conditions
ConditionsYield
With HW(CO)3(C5H5) In dichloromethane-d2 at 22℃; for 0.833333h; Product distribution; other times; without Cp(CO)3WH;A 91 % Spectr.
B 85 % Spectr.
C 13 % Spectr.
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

A

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

B

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
With HW(CO)3(C5H5) In dichloromethane-d2 at 22℃; for 0.5h; Product distribution;A 100 % Spectr.
B 48 % Spectr.
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-[(2S,4aS,8aR)-5-(2-furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-5-hydroxy-tetrahydro-pyran-4-yl ester
115243-86-2, 115269-43-7, 115269-44-8, 115269-45-9, 120056-50-0, 120056-51-1

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-[(2S,4aS,8aR)-5-(2-furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-5-hydroxy-tetrahydro-pyran-4-yl ester

baiyunyl 2-O-trimethylsilyl-3,4,6-tri-O-acetyl-α-D-glucopyranoside
115243-90-8, 141978-30-5, 141978-31-6, 141978-32-7

baiyunyl 2-O-trimethylsilyl-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane for 10h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(E)-6-((tert-butyldimethylsilyl)oxy)hex-3-en-2-one
96429-43-5

(E)-6-((tert-butyldimethylsilyl)oxy)hex-3-en-2-one

(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-trimethylsilanyloxy-hexa-1,3-diene
116072-20-9

(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-trimethylsilanyloxy-hexa-1,3-diene

Conditions
ConditionsYield
With triethylamine In diethyl ether for 0.666667h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(22E,24R)-3α,5-Cyclo-5α-ergost-7,22-dien-6-one
3152-46-3, 80779-43-7, 116405-08-4

(22E,24R)-3α,5-Cyclo-5α-ergost-7,22-dien-6-one

(22E,24R)-6-Trimethylsiloxy-3α,5-cyclo-5α-ergost-6,22-diene
124696-42-0

(22E,24R)-6-Trimethylsiloxy-3α,5-cyclo-5α-ergost-6,22-diene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 0.333333h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1,9-dideoxyforskolin
64657-18-7

1,9-dideoxyforskolin

7β-acetoxy-8,13-epoxy-6β-trimethylsilanyloxy-labd-14-en-11-one
111455-15-3

7β-acetoxy-8,13-epoxy-6β-trimethylsilanyloxy-labd-14-en-11-one

Conditions
ConditionsYield
With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 72h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-(phenylsulfinyl)hexan-2-one
141407-33-2

1-(phenylsulfinyl)hexan-2-one

Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-pent-2-enyloxy}-silane
141407-36-5

Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-pent-2-enyloxy}-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Mechanism; Ambient temperature; other β-keto sulfoxides;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-Benzenesulfinyl-decan-2-one
141407-34-3

1-Benzenesulfinyl-decan-2-one

Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-non-2-enyloxy}-silane
141420-65-7

Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-non-2-enyloxy}-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-Benzenesulfinyl-4-(4-methoxy-phenyl)-butan-2-one
141407-35-4

1-Benzenesulfinyl-4-(4-methoxy-phenyl)-butan-2-one

{(E)-3-(4-Methoxy-phenyl)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-allyloxy}-trimethyl-silane
141407-37-6

{(E)-3-(4-Methoxy-phenyl)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-allyloxy}-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

4-(benzoyloxy)-1-(α-furyl)-1-methoxy-1-buten-3-one

4-(benzoyloxy)-1-(α-furyl)-1-methoxy-1-buten-3-one

(3Z)-4-(benzoyloxy)-1-(α-furyl)-1-methoxy-3-<(trimethylsilyl)oxy>-1,3-butadiene
102650-39-5

(3Z)-4-(benzoyloxy)-1-(α-furyl)-1-methoxy-3-<(trimethylsilyl)oxy>-1,3-butadiene

Conditions
ConditionsYield
With triethylamine In diethyl ether 1.) -78 deg C, 10 min; 2.) room temp., 0.5 h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

2,2-dimethyl-6-cycloundecene-4,8-diyn-1-one
153093-79-9

2,2-dimethyl-6-cycloundecene-4,8-diyn-1-one

<(2,2-dimethyl-6,10-cycloundecdiene-4,8-diyn-1-yl)oxy>trimethylsilane
153093-81-3

<(2,2-dimethyl-6,10-cycloundecdiene-4,8-diyn-1-yl)oxy>trimethylsilane

Conditions
ConditionsYield
With TEA In dichloromethane for 5h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

bis(p-dimethylaminophenyl)methanone
90-94-8

bis(p-dimethylaminophenyl)methanone

methylen>(trimethylsilyl)oxonium-trifluormethansulfonat
80239-31-2

methylen>(trimethylsilyl)oxonium-trifluormethansulfonat

Conditions
ConditionsYield
In dichloromethane at 15℃;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(E)-2-(4-oxopent-2-en-1-yl)isoindoline-1,3-dione
160072-66-2

(E)-2-(4-oxopent-2-en-1-yl)isoindoline-1,3-dione

2-((E)-4-Trimethylsilanyloxy-penta-2,4-dienyl)-isoindole-1,3-dione
160072-67-3

2-((E)-4-Trimethylsilanyloxy-penta-2,4-dienyl)-isoindole-1,3-dione

Conditions
ConditionsYield
With triethylamine In benzene for 15h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

<1R-<1α(R*),3aβ,4α,7aα>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α,7a-dimethyloctahydro-1H-inden-1-acetaladehyde

<1R-<1α(R*),3aβ,4α,7aα>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α,7a-dimethyloctahydro-1H-inden-1-acetaladehyde

<1R-(1α,3aβ,4α,7aα)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-7a-methyl-1-<1-methyl-2-<(trimethylsilyl)oxy>-1-ethenyl>octahydro-1H-indene

<1R-(1α,3aβ,4α,7aα)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-7a-methyl-1-<1-methyl-2-<(trimethylsilyl)oxy>-1-ethenyl>octahydro-1H-indene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-methylcyclohexan-4-one
589-92-4

1-methylcyclohexan-4-one

4-methyl-1-(trimethylsilyloxy)-1-cyclohexene
38671-78-2

4-methyl-1-(trimethylsilyloxy)-1-cyclohexene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1.5h;100%
With triethylamine In dichloromethane for 1h;
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(1S,2S,3R,4aS,13bR,14aS)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2,11-dimethoxy-5-oxo-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
185810-98-4

(1S,2S,3R,4aS,13bR,14aS)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2,11-dimethoxy-5-oxo-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

(1S,2S,3R,4aS,13bR,14aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2,11-dimethoxy-5-oxo-1-trimethylsilanyloxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
185811-02-3

(1S,2S,3R,4aS,13bR,14aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2,11-dimethoxy-5-oxo-1-trimethylsilanyloxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane for 4h; Ambient temperature;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

methyl (phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranosid)uronate
225640-45-9

methyl (phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranosid)uronate

methyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate
225640-47-1

methyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at -10℃; for 0.0833333h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

benzyl (phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranosid)uronate
225640-46-0

benzyl (phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranosid)uronate

benzyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate
225640-48-2

benzyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at -10℃; for 0.166667h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Ethyl 2-methyl-3,3,3-trifluoropropionate
56354-75-7, 121773-36-2

Ethyl 2-methyl-3,3,3-trifluoropropionate

((Z)-1-Ethoxy-3,3,3-trifluoro-2-methyl-propenyloxy)-trimethyl-silane

((Z)-1-Ethoxy-3,3,3-trifluoro-2-methyl-propenyloxy)-trimethyl-silane

Conditions
ConditionsYield
With triethylamine at 100℃; for 5h; Substitution;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-ethoxycarbonyl-2-trimethylsilylaziridine
97042-79-0

1-ethoxycarbonyl-2-trimethylsilylaziridine

Ethyl N-(2-trifluoromethanesulfonyl-2-trimethylsilylethyl)carbamate

Ethyl N-(2-trifluoromethanesulfonyl-2-trimethylsilylethyl)carbamate

Conditions
ConditionsYield
Ring cleavage; Substitution;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

2-Methoxycarbonyl-2-dimethylphenylsilyl-1-phenylaziridine
265093-28-5

2-Methoxycarbonyl-2-dimethylphenylsilyl-1-phenylaziridine

2-Methoxycarbonyl-2-dimethylphenylsilyl-1-phenyl-1-trimethylsilylaziridinium trifluoromethanesulfonate

2-Methoxycarbonyl-2-dimethylphenylsilyl-1-phenyl-1-trimethylsilylaziridinium trifluoromethanesulfonate

Conditions
ConditionsYield
Salt formation;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

6-{[4-(tert-butyl-dimethyl-silanyloxy)-6-(4-iodo-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-triethylsilanyloxy-methyl}-2-[4-(tert-butyl-dimethyl-silanyloxy)-2-methylene-octa-5,7-dienyl]-5-methyl-tetrahydro-pyran-3,4-diol

6-{[4-(tert-butyl-dimethyl-silanyloxy)-6-(4-iodo-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-triethylsilanyloxy-methyl}-2-[4-(tert-butyl-dimethyl-silanyloxy)-2-methylene-octa-5,7-dienyl]-5-methyl-tetrahydro-pyran-3,4-diol

C51H103IO8Si5

C51H103IO8Si5

Conditions
ConditionsYield
With 2,6-dimethylpyridine In tetrahydrofuran at -78 - 0℃;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

2-(diphenylphosphinyl)-2'-(diphenylphosphanyl)-1,1'-binaphthalene
204862-91-9, 152646-80-5, 183244-55-5

2-(diphenylphosphinyl)-2'-(diphenylphosphanyl)-1,1'-binaphthalene

C47H41OP2Si(1+)*CF3O3S(1-)

C47H41OP2Si(1+)*CF3O3S(1-)

Conditions
ConditionsYield
at 20℃;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

methoxybenzene
100-66-3

methoxybenzene

1,1-diphenyl-3-(trimethylsilyl)-1-(trimethylsilyloxy)prop-2-yne
350693-36-6

1,1-diphenyl-3-(trimethylsilyl)-1-(trimethylsilyloxy)prop-2-yne

(1-(4-methoxyphenyl)-3,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane

(1-(4-methoxyphenyl)-3,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane

Conditions
ConditionsYield
In dichloromethane at -78℃; for 3h; Friedel-Crafts reaction;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-fluoro-1-isopropyl-1-phenyl-3,3-bis-trifluoromethyl-2-oxa-1λ5-phospha-indan
434321-76-3

1-fluoro-1-isopropyl-1-phenyl-3,3-bis-trifluoromethyl-2-oxa-1λ5-phospha-indan

Trifluoro-methanesulfonate1-isopropyl-1-phenyl-3,3-bis-trifluoromethyl-2-oxa-1-phosphonia-indan;

Trifluoro-methanesulfonate1-isopropyl-1-phenyl-3,3-bis-trifluoromethyl-2-oxa-1-phosphonia-indan;

Conditions
ConditionsYield
In diethyl ether at 20℃;100%
In diethyl ether at 20℃; for 0.333333h;
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-ethylsulfanyl-1-fluoro-3,3-bis-trifluoromethyl-1-(2,4,6-triisopropyl-phenyl)-2-oxa-1λ5-phospha-indan
434321-65-0

1-ethylsulfanyl-1-fluoro-3,3-bis-trifluoromethyl-1-(2,4,6-triisopropyl-phenyl)-2-oxa-1λ5-phospha-indan

Trifluoro-methanesulfonate1-ethylsulfanyl-3,3-bis-trifluoromethyl-1-(2,4,6-triisopropyl-phenyl)-2-oxa-1-phosphonia-indan;

Trifluoro-methanesulfonate1-ethylsulfanyl-3,3-bis-trifluoromethyl-1-(2,4,6-triisopropyl-phenyl)-2-oxa-1-phosphonia-indan;

Conditions
ConditionsYield
In diethyl ether at 20℃;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonyl)-3,4,4a,8a-tetrahydro-2H,5H-isoquinoline-1,6-dione
447408-34-6

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonyl)-3,4,4a,8a-tetrahydro-2H,5H-isoquinoline-1,6-dione

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonyl)-6-trimethylsilanyloxy-3,4,4a,8a-tetrahydro-2H-isoquinolin-1-one
447408-36-8

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonyl)-6-trimethylsilanyloxy-3,4,4a,8a-tetrahydro-2H-isoquinolin-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

C13H20N2OSi

C13H20N2OSi

Ditriflatobis[N-(isopropylideneimino)-benzimidato-N,O]silicon(IV)

Ditriflatobis[N-(isopropylideneimino)-benzimidato-N,O]silicon(IV)

Conditions
ConditionsYield
With tetrachlorosilane In dichloromethane; chloroform100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1-(2,2-dimethoxyethyl)-4-phenylcyclohexanol
779349-32-5

1-(2,2-dimethoxyethyl)-4-phenylcyclohexanol

(4-phenyl-1-(trimethylsiloxy)cyclohexyl)acetaldehyde

(4-phenyl-1-(trimethylsiloxy)cyclohexyl)acetaldehyde

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.5h;100%
Stage #1: trimethylsilyl trifluoromethanesulfonate; 1-(2,2-dimethoxyethyl)-4-phenylcyclohexanol With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.5h;
Stage #2: With water In dichloromethane
100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

C22H34O8
807616-75-7

C22H34O8

C25H42O8Si
807617-20-5

C25H42O8Si

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at -78℃; for 1h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(3S,4S)-4-Acetyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one
812681-73-5

(3S,4S)-4-Acetyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

(3S,4S)-3-Methoxy-1-(4-methoxy-phenyl)-4-(1-trimethylsilanyloxy-vinyl)-azetidin-2-one
804563-07-3

(3S,4S)-3-Methoxy-1-(4-methoxy-phenyl)-4-(1-trimethylsilanyloxy-vinyl)-azetidin-2-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78 - 20℃; for 2h;100%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

(-)-(1Z,2S,3R,4S)-1-ethylidene-2,4-dimethyl-5-oxo-3-((1S)-1-phenylethoxy)-heptyl isobutyrate
767319-38-0

(-)-(1Z,2S,3R,4S)-1-ethylidene-2,4-dimethyl-5-oxo-3-((1S)-1-phenylethoxy)-heptyl isobutyrate

Isobutyric acid (Z)-(2S,3R,4S)-1-eth-(Z)-ylidene-2,4-dimethyl-3-((S)-1-phenyl-ethoxy)-5-trimethylsilanyloxy-hept-5-enyl ester
847758-56-9

Isobutyric acid (Z)-(2S,3R,4S)-1-eth-(Z)-ylidene-2,4-dimethyl-3-((S)-1-phenyl-ethoxy)-5-trimethylsilanyloxy-hept-5-enyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
With triethylamine In dichloromethane at -20 - 20℃; for 2h;
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