Trimethylsilyl Trifluoromethanesulfonate supplier

Name
Trimethylsilyl trifluoromethanesulfonate
EINECS 248-565-4
CAS No. 27607-77-8
Article Data47
CAS DataBase
Density 1.276 g/cm³
Solubility reacts with water
Melting Point 25°C
Formula C₄H₉F₃O₃SSi
Boiling Point 140 °C at 760 mmHg
Molecular Weight 222.26
Flash Point 38.5 °C
Transport Information UN 2920 8/PG 2
Appearance clear colourless to light brown fuming liquid
Safety 16-26-36/37/39-45-8
Risk Codes 10-14-34
Molecular Structure
Hazard Symbols C, F
Synonyms Methanesulfonicacid, trifluoro-, trimethylsilyl ester (8CI,9CI);Silanol, trimethyl-, trifluoromethanesulfonate(8CI);Trifluoromethanesulfonic acid trimethylsilyl ester;Trimethylsilanoltrifluoromethanesulfonate;Trimethylsilyl triflate;Trimethylsilyl trifluoromethylsulfonate;Trimethylsilyl trifluoromethanesulfonate;
PSA 51.75000
LogP 2.76830

Synthetic route

: 75-76-3
tetramethylsilane

: 1493-13-6
trifluorormethanesulfonic acid

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
for 1h; Ambient temperature;	99%

: 43112-38-5
3-(trimethylsilyl)-2-oxazolidinone

: 1493-13-6
trifluorormethanesulfonic acid

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at 40℃; for 0.25h;	98%
for 0.0333333h;	80%

: 75-77-4
chloro-trimethyl-silane

: 1493-13-6
trifluorormethanesulfonic acid

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
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;

: 1493-13-6
trifluorormethanesulfonic acid

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
In diethyl ether at 10℃; for 1h;	96%

: 99542-57-1
(dimethylsilyl)methyl trifluoromethanesulfonate

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
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;

: 18306-29-1
bis(trimethylsilyl)sulphate

: 2794-60-7
barium trifluoromethanesulfonate

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at 140 - 150℃;	95%

: C16H42PSi4

: 2923-28-6
silver trifluoromethanesulfonate

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: C27H62AgF3O3P2SSi6

Conditions

Conditions	Yield
In benzene-d6 Inert atmosphere;	A 90% B 92%

...Expand

: 1066-40-6
Trimethylsilanol

: 358-23-6
trifluoromethylsulfonic anhydride

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

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

: 107-46-0
Hexamethyldisiloxane

: 358-23-6
trifluoromethylsulfonic anhydride

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at 70 - 75℃; for 2h;	88%

: 5936-98-1
trichloromethyltrimethylsilane

: 1493-13-6
trifluorormethanesulfonic acid

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at 120℃; for 0.833333h;	88%

: 1493-13-6
trifluorormethanesulfonic acid

: 762-72-1
allyl-trimethyl-silane

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	85%
In dichloromethane at 0℃; for 2h;

: 1066-40-6
Trimethylsilanol

: 421-83-0
trifluoromethane sulfonyl chloride

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at 15℃; for 4h; Temperature;	80%

: 18163-07-0
2-(trimethylsilyl)propene

: 1493-13-6
trifluorormethanesulfonic acid

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: 69739-34-0
t-butyldimethylsiyl triflate

Conditions

Conditions	Yield
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%

...Expand

: 1493-13-6
trifluorormethanesulfonic acid

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With boron tribromide at -25 - 20℃;	54%

: 1493-13-6
trifluorormethanesulfonic acid

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

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
for 0.0833333h;	43%

: 1493-13-6
trifluorormethanesulfonic acid

: 25436-07-1
trimethylsilyl trichloroacetate

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
for 0.0833333h;	40%

: 1493-13-6
trifluorormethanesulfonic acid

: monotrimethylsilylacetamide

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
for 0.0833333h;	35%

: 75-77-4
chloro-trimethyl-silane

: 65597-24-2
Chlorine(I) trifluoromethanesulfonate

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
at -111 - 0℃;

: 358-23-6
trifluoromethylsulfonic anhydride

: 97730-10-4
methyl trimethylsilyl tert-butylphosphonate

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

Conditions

Conditions	Yield
In dichloromethane for 12h; Ambient temperature;

...Expand

: 50732-21-3, 65428-75-3
N,N,N'-tris(trimethylsilyl)phosphenimidous amide

: 114684-87-6
bis(diisopropylamino)phosphanylium trifluoromethanesulfonate

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 50732-21-3, 65428-75-3
N,N,N'-tris(trimethylsilyl)phosphenimidous amide

: bis(diethylamino) phosphenium triflate

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: 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

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 88016-29-9
μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

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

A: 26981-77-1
t-butylallene

B: 107-46-0
Hexamethyldisiloxane

C: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

Conditions

Conditions	Yield
In dichloromethane-d2 at -80℃; Mechanism; or tributylstannyl compound;

...Expand

: 16393-88-7
trimethyl(trimethylstannyl)silane

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at -78℃;

: C14H26NSi2(1+)*CF3O3S(1-)

A: 420-56-4
trimethylsilyl fluoride

B: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

C: C11H17NSi

Conditions

Conditions	Yield
With cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide

...Expand

: C14H23F3O4PSSi(1+)*CF3O3S(1-)

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: 97730-00-2
tert-butylphenylphosphinic trifluoromethanesulfonic anhydride

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: 1493-13-6
trifluorormethanesulfonic acid

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

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: 100-41-4
ethylbenzene

C: 1,1-Bis(triflyloxy)ethylbenzene

Conditions

Conditions	Yield
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.

...Expand

: 1493-13-6
trifluorormethanesulfonic acid

: 14630-40-1
Bis(trimethylsilyl)ethyne

A: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

B: 74-86-2
acetylene

Conditions

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

...Expand

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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

: 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

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane for 10h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In diethyl ether for 0.666667h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.333333h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 64657-18-7
1,9-dideoxyforskolin

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

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 72h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
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%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In diethyl ether 1.) -78 deg C, 10 min; 2.) room temp., 0.5 h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With TEA In dichloromethane for 5h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
In dichloromethane at 15℃;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In benzene for 15h; Ambient temperature;	100%

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

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1.5h;	100%
With triethylamine In dichloromethane for 1h;

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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

: 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

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane for 4h; Ambient temperature;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at -10℃; for 0.0833333h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at -10℃; for 0.166667h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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

Conditions

Conditions	Yield
With triethylamine at 100℃; for 5h; Substitution;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
Ring cleavage; Substitution;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
Salt formation;	100%

: 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

: C51H103IO8Si5

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In tetrahydrofuran at -78 - 0℃;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

: C47H41OP2Si(1+)*CF3O3S(1-)

Conditions

Conditions	Yield
at 20℃;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 100-66-3
methoxybenzene

: 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

Conditions

Conditions	Yield
In dichloromethane at -78℃; for 3h; Friedel-Crafts reaction;	100%

...Expand

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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;

Conditions

Conditions	Yield
In diethyl ether at 20℃;	100%
In diethyl ether at 20℃; for 0.333333h;

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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;

Conditions

Conditions	Yield
In diethyl ether at 20℃;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 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

: 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

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: C13H20N2OSi

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

Conditions

Conditions	Yield
With tetrachlorosilane In dichloromethane; chloroform	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
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%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 807616-75-7
C22H34O8

: 807617-20-5
C25H42O8Si

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at -78℃; for 1h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

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

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃; for 2h;	100%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

: 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

Conditions	Yield
With triethylamine In dichloromethane	100%
With triethylamine In dichloromethane at -20 - 20℃; for 2h;

Trimethylsilyl Trifluoromethanesulfonate Specification

The IUPAC name of this chemical is trimethylsilyl trifluoromethanesulfonate. With the CAS registry number 27607-77-8, it is also named as Methanesulfonic acid, 1,1,1-trifluoro-, trimethylsilyl ester. The product's categories are Biochemistry; Nucleosides, Nucleotides & Related Reagents; Protecting Agents for Hydroxyl and Amino Groups; Protecting Agents, Phosphorylating Agents & Condensing Agents; Protection & Derivatization Reagents (for Synthesis); Si (Classes of Silicon Compounds); Silicon Compounds (for Synthesis); Silyl Esters; Si-O Compounds; Synthetic Organic Chemistry. It is clear colourless to light brown fuming liquid which reacts violently with water. Additionally, this chemical should be stored at the temperature of 2-8 °C.

The other characteristics of Trimethylsilyl Trifluoromethanesulfonate can be summarized as:
(1)ACD/LogP: 2.54; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.54; (4)ACD/LogD (pH 7.4): 2.54; (5)#H bond acceptors: 3; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 2; (8)Index of Refraction: 1.379; (9)Molar Refractivity: 40.23 cm³; (10)Molar Volume: 174 cm³; (11)Polarizability: 15.95×10^-24 cm³; (12)Surface Tension: 21.9 dyne/cm; (13)Enthalpy of Vaporization: 36.17 kJ/mol; (14)Vapour Pressure: 7.81 mmHg at 25°C; (15)Rotatable Bond Count: 2; (16)Exact Mass: 221.999376; (17)MonoIsotopic Mass: 221.999376; (18)Topological Polar Surface Area: 51.8; (19)Heavy Atom Count: 12; (20)Complexity: 244.

Preparation of Trimethylsilyl Trifluoromethanesulfonate:
It can be obtained by hexamethyl-disiloxane and trifluoro-methanesulfonic acid anhydride. This reaction must react at temperature of 70-75°C for 2 hours. The yield is 88%.
Preparation of Trimethylsilyl Trifluoromethanesulfonate

Uses of Trimethylsilyl Trifluoromethanesulfonate:
It is cationic initiator which is used as catalysts and silicon reagent in organic synthesis. It also can react with 1,2-epoxy-cyclopentane to get (2-cyclopenten-1-yloxy)trimethylsilane. This reaction needs reagent DBU and solvent benzene.
Uses of Trimethylsilyl Trifluoromethanesulfonate

Safety information of Trimethylsilyl Trifluoromethanesulfonate:
When you are using this chemical, please be cautious about it as the following:It is flammable, so people should keep it away from sources of ignition. And it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 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:C[Si](C)(C)OS(=O)(=O)C(F)(F)F
2. InChI:InChI=1/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3
3. InChIKey:FTVLMFQEYACZNP-UHFFFAOYAR

Product Name

Trimethylsilyl trifluoromethanesulfonate

Synthetic route

Trimethylsilyl Trifluoromethanesulfonate Specification

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