Silicon Compounds for Organic Synthesis

Silicon is an element belongs to Group 14 of the Periodic Table and thus has properties similar to carbon. A silicon atom can form a σ-bond to a carbon atom and thereby form a variety of organic silicon compounds. However, as carbon belongs to period II and silicon to period III, the two element's atoms differ in atomic size, ionization energy, electronegativity, and atomic orbital configuration amongst other things. These differences cause organic silicon compounds to exhibit characteristic reactivities that are not found in carbon compounds. Silylenol ethers, hydrosilanes, Peterson type reagents, silylcyanides, silyldiazomethane and others are increasingly being used in organic syntheses, not only for their protective moieties, but also as reagents of general interest.

A2298 A2298 A1326 A1326 A0927 A0927
A2299 A2299 A1858 A1858 A0729 A0729
B2334 B2334 B1856 B1856 B1728 B1728
B1688 B1688 B1813 B1813 B1699 B1699
B2004 B2004 B1090 B1090 B3047 B3047
B1298 B1298 B1302 B1302 B1857 B1857
B1768 B1768 B3563 B3563 B1245 B1245
B1103 B1103 B1695 B1695 B1892 B1892
B1087 B1087 B1654 B1654 B1769 B1769
B1436 B1436 B3577 B3577 B0995 B0995
B3565 B3565 B3739 B3739 T1525 T1525
B1223 B1223 B3566 B3566 B2898 B2898
B1663 B1663 D2262 D2262 C1492 C1492
D1147 D1147 T2116 T2116 C1339 C1339
C1358 C1358 C1419 C1419 C1370 C1370
C1402 C1402 C0862 C0862 C0306 C0306
C1982 C1982 D2469 D2469 D3135 D3135
D1608 D1608 D2144 D2144 D2403 D2403
T1468 T1468 D3761 D3761 D3386 D3386
D3883 D3883 D1789 D1789 D2196 D2196
D2934 D2934 D2935 D2935 D1390 D1390
D2406 D2406 D2820 D2820 E0478 E0478
T1584 T1584 F0518 F0518 H0638 H0638
H0089 H0089 H0091 H0091 I0449 I0449
I0324 I0324 H0915 H0915 M1264 M1264
M0759 M0759 M1884 M1884 M1885 M1885
D1825 D1825 M1460 M1460 M1077 M1077
M1882 M1882 M1883 M1883 B1906 B1906
B0511 B0511 B0830 B0830 P1172 P1172
P1250 P1250 P1280 P1280 H0893 H0893
H0894 H0894 T0636 T0636 S0421 S0421
T2043 T2043 M0450 M0450 T0398 T0398
T0407 T0407 T0662 T0662 T1689 T1689
T1570 T1570 T1334 T1334 T1533 T1533
T1078 T1078 T1588 T1588 T0590 T0590
T1684 T1684 T1239 T1239 T0801 T0801
T2284 T2284 T1146 T1146 T0492 T0492
T0591 T0591 T1514 T1514 T1441 T1441
T1458 T1458 T2544 T2544 T1510 T1510
T0585 T0585 I0308 I0308 T1106 T1106
T1213 T1213 T1250 T1250 T1184 T1184
T1451 T1451 T2609 T2609 T1579 T1579
T1277 T1277 T2465 T2465 T2466 T2466
T1535 T1535 T1469 T1469 T1556 T1556
T1648 T1648 T1536 T1536 T1573 T1573
T2746 T2746 T2089 T2089 T1123 T1123
T1500 T1500 T1498 T1498 T1299 T1299
T0871 T0871 T0939 T0939 T0661 T0661
T2467 T2467 T1639 T1639 P1248 P1248
P1217 P1217
A2298 Allyl(tert-butyl)dimethylsilane
A1326 Allyl(chloromethyl)dimethylsilane
A0927 Allyloxytrimethylsilane
A2299 Allyltriethylsilane
A1858 Allyltriisopropylsilane
A0729 Allyltrimethylsilane
B2334 Benzylchlorodimethylsilane
B1856 Benzyltrimethylsilane
B1728 N-Benzyltrimethylsilylamine
B1688 1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]
B1813 Bis(chloromethyl)dimethylsilane
B1699 1,2-Bis(dimethylsilyl)benzene
B2004 Bis(methylthio)(trimethylsilyl)methane
B1090 Bis(trimethylsilyl)acetylene
B3047 3,3'-Bis(trimethylsilyl)biphenyl-4,4'-diyl Bis(trifluoromethanesulfonate)
B1298 1,4-Bis(trimethylsilyl)-1,3-butadiyne
B1302 Bis(trimethylsilyl) Malonate
B1857 Bis(trimethylsilyl)methane
B1768 1,2-Bis(trimethylsilyloxy)cyclobutene
B3563 1,3-Bis(trimethylsilyloxy)propane
B1245 Bis(trimethylsilyl) Sulfate
B1103 N,N'-Bis(trimethylsilyl)urea
B1695 (2-Bromoallyl)trimethylsilane
B1892 (Bromomethyl)trimethylsilane
B1087 Bromotrimethylsilane
B1654 3-Bromo-1-(trimethylsilyl)-1-propyne
B1769 (1-Bromovinyl)trimethylsilane
B1436 tert-Butoxydiphenylchlorosilane (stabilized with CaCO3)
B3577 tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane
B0995 tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]
B3565 tert-Butyldimethylsilane
B3739 4-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride)
T1525 tert-Butyldimethylsilyl Trifluoromethanesulfonate
B1223 tert-Butyldiphenylchlorosilane
B3566 tert-Butyldiphenylsilane
B2898 tert-Butyldiphenylsilyl Trifluoromethanesulfonate
B1663 tert-Butylmethoxyphenylsilyl Bromide
D2262 Chlorodiethylisopropylsilane
C1492 Chlorodiisopropylsilane
D1147 Chlorodimethylphenylsilane
T2116 Chloro(dimethyl)thexylsilane
C1339 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
C1358 Chloromethyl(dichloro)methylsilane
C1419 Chloromethyldimethylphenylsilane
C1370 (Chloromethyl)isopropoxydimethylsilane
C1402 (Chloromethyl)triethoxysilane
C0862 (Chloromethyl)trimethylsilane
C0306 Chlorotrimethylsilane
C1982 Cyclohexyl(dimethoxy)methylsilane
D2469 Di-tert-butyldichlorosilane
D3135 Di-tert-butylsilyl Bis(trifluoromethanesulfonate)
D1608 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane [Hydroxyl Protecting Agent]
D2144 1,2-Dichlorotetramethyldisilane
D2403 Diethoxymethylsilane [Hydrosilylating Reagent]
T1468 Diethylisopropylsilyl Trifluoromethanesulfonate
D3761 Diethylsilane
D3386 Dimethoxymethylvinylsilane
D3883 4,5-Dimethoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
D1789 Dimethylketene Methyl Trimethylsilyl Acetal
D2196 Dimethylphenylsilane
D2934 2-(Dimethylsilyl)pyridine
D2935 2-(Dimethylvinylsilyl)pyridine
D1390 Diphenylmethylchlorosilane
D2406 Diphenylsilane
D2820 Diphenylsilane
E0478 Ethylenedioxybis(trimethylsilane) [Protecting Reagent for Aldehydes and Ketones]
T1584 Ethyl (Trimethylsilyl)acetate
F0518 (1-Fluorovinyl)methyldiphenylsilane
H0638 Hexamethyldisilane
H0089 1,1,1,3,3,3-Hexamethyldisilazane
H0091 Hexamethyldisiloxane
I0449 (Iodomethyl)trimethylsilane
I0324 Isopropenyloxytrimethylsilane [Trimethylsilylating Agent]
H0915 Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L)
M1264 Methoxymethyltrimethylsilane
M0759 1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene
M1884 3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
M1885 4-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
D1825 Methyldiphenylsilane
M1460 Methylenebis[dimethyl(2-pyridyl)silane]
M1077 N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine
M1882 4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
M1883 2-Methyl-6-(trimethylsilyl)phenyl Trifluoromethanesulfonate
B1906 N,O-Bis(tert-butyldimethylsilyl)acetamide [tert-Butyldimethylsilylating Agent]
B0511 N,O-Bis(trimethylsilyl)acetamide
B0830 N,O-Bis(trimethylsilyl)trifluoroacetamide
P1172 (Phenylthiomethyl)trimethylsilane
P1250 Phenyl Trimethylsilylmethyl Sulfone
P1280 1-Phenyl-1-trimethylsilyloxyethylene
H0893 Potassium Hexamethyldisilazide (11% in Toluene, ca. 0.5mol/L)
H0894 Sodium Hexamethyldisilazide (contains 2-Methyl-2-butene) (38% in Tetrahydrofuran, ca. 1.9mol/L)
T0636 Tetrachlorosilane
S0421 Tetraisothiocyanatosilane
T2043 Tributylsilane
M0450 Trichloro(methyl)silane
T0398 Trichlorosilane
T0407 Trichlorovinylsilane
T0662 Triethylsilane
T1689 Triethylsilyl Trifluoromethanesulfonate
T1570 (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]
T1334 Trihexylsilane
T1533 Triisopropylsilane
T1078 Triisopropylsilyl Chloride
T1588 Triisopropylsilyl Trifluoromethanesulfonate
T0590 N-Trimethylsilylacetamide
T1684 Trimethylsilylacetic Acid
T1239 Trimethylsilylacetylene
T0801 Trimethylsilylazide
T2284 5-(Trimethylsilyl)-1,3-cyclopentadiene
T1146 Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
T0492 N-(Trimethylsilyl)diethylamine
T0591 N-(Trimethylsilyl)dimethylamine
T1514 2-Trimethylsilyl-1,3-dithiane
T1441 2-(Trimethylsilyl)ethanol
T1458 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride
T2544 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
T1510 (2-Trimethylsilylethyl)triphenylphosphonium Iodide
T0585 N-Trimethylsilylimidazole [Trimethylsilylating Reagent]
I0308 Trimethylsilyl Iodide (stabilized with Aluminum)
T1106 Trimethylsilyl Isocyanate
T1213 Trimethylsilylmethanethiol
T1250 Trimethylsilylmethanol
T1184 Trimethylsilylmethyl Azide
T1451 Trimethylsilylmethylmagnesium Chloride (20% in Ethyl Ether, ca. 1mol/L)
T2609 Trimethylsilylmethylmagnesium Chloride (ca. 18% in Tetrahydrofuran, ca. 1mol/L)
T1579 (Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]
T1277 N-(Trimethylsilyl)morpholine
T2465 1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate
T2466 3-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate
T1535 3-Trimethylsilyl-2-oxazolidinone [Trimethylsilylating Reagent]
T1469 2-Trimethylsilyloxy-1,3-butadiene
T1556 1-(Trimethylsilyloxy)cyclohexene
T1648 1-(Trimethylsilyloxy)cyclopentene
T1536 2-(Trimethylsilyloxy)furan
T1573 4-Trimethylsilyloxy-3-penten-2-one
T2746 1-(Trimethylsilyl)-1-pentyne
T2089 2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate
T1123 1-(Trimethylsilyl)-1-propyne
T1500 3-Trimethylsilyl-2-propyn-1-ol
T1498 (3-Trimethylsilyl-2-propynyl)triphenylphosphonium Bromide
T1299 2-Trimethylsilylthiazole
T0871 Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]
T0939 Triphenylchlorosilane
T0661 Triphenylsilane
T2467 1,3,5-Tris[4-(trifluoromethanesulfonyloxy)-3-(trimethylsilyl)phenyl]benzene
T1639 Tris(trimethylsilyloxy)ethylene
P1248 Tris(trimethylsilyl) Phosphate
P1217 Tris(trimethylsilyl) Phosphite

For other silicon compounds and GC derivatizing reagents, please refer to "Chemicals by Class", and "Analytical Chemistry", respectively.

Classes of Silicon Compounds


GC Derivatizing Reagents



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