Product Name

  • Name

    Dichloromethylphenylsilane

  • EINECS 205-746-2
  • CAS No. 149-74-6
  • Article Data77
  • CAS DataBase
  • Density 1.176 g/cm3
  • Solubility reacts in water
  • Melting Point -53 °C
  • Formula C7H8Cl2Si
  • Boiling Point 205 °C at 760 mmHg
  • Molecular Weight 191.132
  • Flash Point 73.2 °C
  • Transport Information UN 2437 8/PG 2
  • Appearance clear colourless liquid
  • Safety 26-36/37/39-43-45
  • Risk Codes 14-34
  • Molecular Structure Molecular Structure of 149-74-6 (Dichloromethylphenylsilane)
  • Hazard Symbols CorrosiveC
  • Synonyms Silane,dichloromethylphenyl- (8CI,9CI);Dichlorophenylmethylsilane;LS 1490;Methylphenyldichlorosilane;NSC 96621;Phenyldichloro(methyl)silane;Phenylmethyldichlorosilane;TSL 8067;[(Dichloro)methylsilyl]benzene;
  • PSA 0.00000
  • LogP 2.44320

Synthetic route

methylphenylsilane
766-08-5

methylphenylsilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane Heating;95.5%
With copper(l) iodide; copper dichloride In diethyl ether at 20℃; for 3h; Inert atmosphere;94.2%
With tellurium tetrachloride In benzene for 4.5h; Heating;90%
With hydrogenchloride; ether adduct of tris(pentafluorophenyl)boron In toluene at 20℃; for 16h; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen;99 %Spectr.
With dichloromethane; eosin y at 20℃; for 8h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; Green chemistry;99 %Spectr.
Dichloromethylsilane
75-54-7

Dichloromethylsilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With benzene In neat (no solvent) CH3SiHCl2 and C6H6 with a silylboron acid ester as catalyst at 200-210°C;;46%
With C6H6; tris(trimethylsilyl)borate In neat (no solvent) (CH3)SiHCl2 and benzene at 200°C;;46%
With benzene; tris(trimethylsilyl)borate In neat (no solvent) (CH3)SiHCl2 and benzene at 200°C;;46%
tetramethylsilane
75-76-3

tetramethylsilane

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
aluminium trichloride at 120℃; for 3h; in autoclave;25%
tetramethylsilane
75-76-3

tetramethylsilane

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
aluminium trichloride at 120℃; for 3h; Product distribution; in autoclave;A 25%
B 25%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

tetraphenylsilane
1048-08-4

tetraphenylsilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With zirconium(IV) chloride
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

phenylmagnesium bromide

phenylmagnesium bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With diethyl ether
In tetrahydrofuran at 20℃; Kinetics; Further Variations:; Solvents; Reaction partners;
In tetrahydrofuran at 20℃; Kinetics; Further Variations:; Reaction partners;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

chlorobenzene
108-90-7

chlorobenzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
at 400℃; unter Druck;
at 20 - 540℃; under 750.075 Torr; for 0.00138889h; Product distribution / selectivity; Gas phase;
With cleavable disilane at 540 - 590℃; under 750.075 Torr; for 0.00138889h; Product distribution / selectivity; Gas phase;
With dicumene at 590℃; under 750.075 Torr; for 0.00138889h; Product distribution / selectivity; Gas phase;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

benzene
71-43-2

benzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

bromobenzene
108-86-1

bromobenzene

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With magnesium 1) ether, 2) ether; Multistep reaction;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

triphenylphosphine
603-35-0

triphenylphosphine

A

phenylphosphane
638-21-1

phenylphosphane

B

diphenylphosphane
829-85-6

diphenylphosphane

C

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
nickel Heating;A n/a
B n/a
C 1.6 mol
1,2,3,4,5,7-hexaphenyl-7-methyl-7-silanorbornadiene

1,2,3,4,5,7-hexaphenyl-7-methyl-7-silanorbornadiene

A

pentaphenylbenzene
18631-82-8

pentaphenylbenzene

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In tetrachloromethane for 1.66667h; Irradiation;
chloro(methyl)phenylsilane
1631-82-9

chloro(methyl)phenylsilane

A

methylphenylsilane
766-08-5

methylphenylsilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With tetrabutylammomium bromide at 120℃; for 24h; Equilibrium constant; Further Variations:; Temperatures; Disproportionation;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

metaboric acid
13460-50-9

metaboric acid

benzene
71-43-2

benzene

A

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
at 250℃; under 58840.6 Torr;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Kinetics; Further Variations:; Solvents; Reaction partners;
In diethyl ether
In diethyl ether; toluene
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

chlorobenzene
108-90-7

chlorobenzene

A

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In diethyl ether at 64℃; for 0.166667h; Product distribution / selectivity; Grignard Reaction;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

A

diphenylsilyl chloride
1631-83-0

diphenylsilyl chloride

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In diethyl ether; toluene at 58℃; for 0.225h; Product distribution / selectivity; Grignard Reaction;A 17.5 %Chromat.
B 5.7 %Chromat.
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

diethyl ether
60-29-7

diethyl ether

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

A

dichloro(ethyl)methylsilane
4525-44-4

dichloro(ethyl)methylsilane

B

biphenyl
92-52-4

biphenyl

C

ethoxy(methyl)dichlorosilane
1825-75-8

ethoxy(methyl)dichlorosilane

D

methyldiphenylsilane
776-76-1

methyldiphenylsilane

E

chloro(methyl)phenylsilane
1631-82-9

chloro(methyl)phenylsilane

F

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

G

chlorobenzene
108-90-7

chlorobenzene

H

benzene
71-43-2

benzene

I

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In toluene at 61 - 62℃; for 0.316667 - 0.35h; Product distribution / selectivity;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

diethyl ether
60-29-7

diethyl ether

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

A

biphenyl
92-52-4

biphenyl

B

methyldiphenylsilane
776-76-1

methyldiphenylsilane

C

chloro(methyl)phenylsilane
1631-82-9

chloro(methyl)phenylsilane

D

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

E

chlorobenzene
108-90-7

chlorobenzene

F

toluene
108-88-3

toluene

G

benzene
71-43-2

benzene

H

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
In n-heptane at 58 - 59℃; for 0.35 - 0.366667h; Product distribution / selectivity;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

A

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With chlorobenzene In neat (no solvent) (CH3)SiHCl2 and C6H5Cl at 450°C;;
With chlorobenzene In neat (no solvent) (CH3)SiHCl2 and C6H5Cl at 450°C;;
methyl pentachlorodisilane
26980-40-5

methyl pentachlorodisilane

A

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With chlorobenzene In neat (no solvent) passing (CH3)Cl2SiSiCl3 and C6H5Cl through a tube at 520°C;;
silicon
7440-21-3

silicon

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With methylene chloride; benzene; copper In neat (no solvent) Si-Cu and a mixt. of CH3Cl and C6H6 at 350°C;;
With methylene chloride; benzene; copper In neat (no solvent) Si-Cu and a mixt. of CH3Cl and C6H6 at 350°C;;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
aluminium trichloride In neat (no solvent) (CH3)3SiCl and (C6H5)SiCl3 at 325°C;;
aluminium trichloride In neat (no solvent) (CH3)3SiCl and (C6H5)SiCl3 at 325°C;;
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With CH3MgBr; C6H5MgBr In not given
bromobenzene
108-86-1

bromobenzene

1,1,2,2-tetrachloro-1,2-dimethyldisilane
4518-98-3

1,1,2,2-tetrachloro-1,2-dimethyldisilane

A

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

B

diphenylsilyl dichloride
80-10-4

diphenylsilyl dichloride

C

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) at 160℃; for 24h; Inert atmosphere; neat (no solvent);
1,1,2,2-tetrachloro-1,2-dimethyldisilane
4518-98-3

1,1,2,2-tetrachloro-1,2-dimethyldisilane

chlorobenzene
108-90-7

chlorobenzene

A

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

B

diphenylsilyl dichloride
80-10-4

diphenylsilyl dichloride

C

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) at 160℃; for 24h; Inert atmosphere; neat (no solvent);
Dichloromethylsilane
75-54-7

Dichloromethylsilane

benzene
71-43-2

benzene

A

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

B

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With 20percent Boria / 80percent Alumina - Graphite Binder at 250℃; under 77.5728 Torr; for 4h; Pressure; Reagent/catalyst; Time; Sealed tube;A 6.74 %Chromat.
B 25.44 %Chromat.
phenyl(chloromethyl)dihydrosilane
42976-56-7

phenyl(chloromethyl)dihydrosilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
With dichloromethane; eosin y at 20℃; for 4h; Reagent/catalyst; Inert atmosphere; Green chemistry;99 %Spectr.
bromobenzene
108-86-1

bromobenzene

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
Stage #1: bromobenzene With magnesium In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;
Stage #2: Methyltrichlorosilane In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; Schlenk technique;
iodobenzene
591-50-4

iodobenzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal In water at 100℃;100%
With potassium hydroxide; palladium on activated charcoal In water Heating;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal In water Heating;100%
m-iodonitrobenzene
645-00-1

m-iodonitrobenzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

3-nitro-1,1'-biphenyl
2113-58-8

3-nitro-1,1'-biphenyl

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal In water Heating;100%
o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

2-nitrobiphenyl
86-00-0

2-nitrobiphenyl

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal In water Heating;100%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

1-bromo-2-(phenylethenyl)benzene
21375-88-2

1-bromo-2-(phenylethenyl)benzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

(2-bromophenoxy)(methyl)(phenyl)(2-(phenylethynyl)phenyl)silane

(2-bromophenoxy)(methyl)(phenyl)(2-(phenylethynyl)phenyl)silane

Conditions
ConditionsYield
Stage #1: 1-bromo-2-(phenylethenyl)benzene With tert.-butyl lithium In tetrahydrofuran; pentane at -70℃; for 0.416667h; Schlenk technique; Inert atmosphere;
Stage #2: dichloromethylphenylsilane In tetrahydrofuran; pentane at -70 - 20℃; for 7.58333h; Schlenk technique; Inert atmosphere;
Stage #3: 2-hydroxybromobenzene In tetrahydrofuran; pentane at 35℃; for 48h; Schlenk technique; Inert atmosphere;
100%
tert-butylamine
75-64-9

tert-butylamine

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

N-tert-butyl-1-chloro-1-methyl-1-phenylsilaneamine

N-tert-butyl-1-chloro-1-methyl-1-phenylsilaneamine

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
In hexane for 12h; Inert atmosphere;94.2%
n-octyne
629-05-0

n-octyne

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

methyldi(oct-1-yn-1-yl)(phenyl)silane
1422469-25-7

methyldi(oct-1-yn-1-yl)(phenyl)silane

Conditions
ConditionsYield
Stage #1: n-octyne With n-butyllithium In tetrahydrofuran-d8 at -78℃; for 0.5h; Inert atmosphere;
Stage #2: dichloromethylphenylsilane In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
99%
allyl bromide
106-95-6

allyl bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

diallyl(methyl)(phenyl)silane
2633-60-5

diallyl(methyl)(phenyl)silane

Conditions
ConditionsYield
Stage #1: allyl bromide With indium In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: dichloromethylphenylsilane In N,N-dimethyl-formamide at 20℃; for 3h;
98%
With zinc In tetrahydrofuran for 0.166667h; Inert atmosphere; Sonication;78%
4-but-1-enylmagnesium bromide
7103-09-5

4-but-1-enylmagnesium bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

C15H22Si

C15H22Si

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere;98%
tert-butyl alcohol
75-65-0

tert-butyl alcohol

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

tert-butoxychloromethylphenylsilane

tert-butoxychloromethylphenylsilane

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 110℃; for 1.5h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;98%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

dibenzhydryloxymethylphenylsilane

dibenzhydryloxymethylphenylsilane

Conditions
ConditionsYield
With pyridine In diethyl ether for 8h; Heating;97%
5-bromo-1-methyl-1H-pyrrole-2-carboxylic acid
56454-27-4

5-bromo-1-methyl-1H-pyrrole-2-carboxylic acid

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

bis(1-methylpyrrol-2-yl)methylphenylsilane

bis(1-methylpyrrol-2-yl)methylphenylsilane

Conditions
ConditionsYield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; Silylation; Electrochemical reaction;97%
ethyl cinnamate
4192-77-2

ethyl cinnamate

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

3,3-diphenyl-propionic acid ethyl ester
7476-18-8

3,3-diphenyl-propionic acid ethyl ester

Conditions
ConditionsYield
Stage #1: dichloromethylphenylsilane With potassium carbonate In toluene at 20℃; for 2h;
Stage #2: ethyl cinnamate With water; [Rh(OH)(cod)]2 In toluene at 120℃; for 41h;
97%
allylsamarium bromide
346713-20-0

allylsamarium bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

diallyl(methyl)(phenyl)silane
2633-60-5

diallyl(methyl)(phenyl)silane

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;97%
3-Bromo-but-1-yne
113647-42-0, 18668-72-9

3-Bromo-but-1-yne

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

di-(buta-1,2-dienyl)methylphenylsilane
1097204-68-6

di-(buta-1,2-dienyl)methylphenylsilane

Conditions
ConditionsYield
Stage #1: 3-Bromo-but-1-yne With indium In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: dichloromethylphenylsilane In N,N-dimethyl-formamide at 20℃; for 3h;
97%
propargyl bromide
106-96-7

propargyl bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

diallenylmethylphenylsilane
1097204-63-1

diallenylmethylphenylsilane

Conditions
ConditionsYield
Stage #1: propargyl bromide With indium In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: dichloromethylphenylsilane In N,N-dimethyl-formamide at 20℃; for 3h;
97%
1-Heptyne
628-71-7

1-Heptyne

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

di(hept-1-yn-1-yl)(methyl)(phenyl)silane
1267750-09-3

di(hept-1-yn-1-yl)(methyl)(phenyl)silane

Conditions
ConditionsYield
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran-d8 at -78℃; for 0.5h; Inert atmosphere;
Stage #2: dichloromethylphenylsilane In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
97%
disodium salicylhydroxamate

disodium salicylhydroxamate

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

6-Methyl-6-phenyl-5,7-dioxa-8-aza-6-sila-benzocyclohepten-9-one

6-Methyl-6-phenyl-5,7-dioxa-8-aza-6-sila-benzocyclohepten-9-one

Conditions
ConditionsYield
In methanol; benzene Heating;96%
1,3-diallyl-4-(trimethylsilyloxy)-2,6-dioxo-1,3,5-triazine
63226-47-1

1,3-diallyl-4-(trimethylsilyloxy)-2,6-dioxo-1,3,5-triazine

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

C25H28N6O6Si

C25H28N6O6Si

Conditions
ConditionsYield
at 120 - 160℃;95%
phenylacetylene
536-74-3

phenylacetylene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

bis(phenylethynylene)methylphenylsilane
23024-19-3

bis(phenylethynylene)methylphenylsilane

Conditions
ConditionsYield
With [{Ir(μ-Cl)(CO)2}2]; N-ethyl-N,N-diisopropylamine; lithium iodide at 90℃; for 24h; Schlenk technique; Inert atmosphere;95%
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran-d8 at -78℃; for 0.5h; Inert atmosphere;
Stage #2: dichloromethylphenylsilane In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
85%
In various solvent(s) electrolysis;56%
Stage #1: phenylacetylene With n-butyllithium
Stage #2: dichloromethylphenylsilane
With n-butyllithium In tetrahydrofuran at -78℃;
cyclohexenone
930-68-7

cyclohexenone

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

3-phenylcyclohexanone
20795-53-3

3-phenylcyclohexanone

Conditions
ConditionsYield
With air; sodium fluoride; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate at 100℃; for 12h;95%
Stage #1: dichloromethylphenylsilane With potassium carbonate In toluene at 20℃; for 2h;
Stage #2: cyclohexenone With water; [Rh(OH)(cod)]2 In toluene at 120℃; for 24h;
70%
allylsamarium bromide
346713-20-0

allylsamarium bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

allylchloro(methyl)phenylsilane
112945-35-4

allylchloro(methyl)phenylsilane

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;95%
trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

bis(trimethylsilylethynyl)phenyl(methyl)silane
1290083-26-9

bis(trimethylsilylethynyl)phenyl(methyl)silane

Conditions
ConditionsYield
With [{Ir(μ-Cl)(CO)2}2]; N-ethyl-N,N-diisopropylamine; lithium iodide at 90℃; for 24h; Schlenk technique; Inert atmosphere;95%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

chlorobenzene
108-90-7

chlorobenzene

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

Conditions
ConditionsYield
In diethyl ether at 67℃; for 0.166667h; Product distribution / selectivity; Grignard Reaction;94.11%
dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

methyldifluorophenylsilane
328-57-4

methyldifluorophenylsilane

Conditions
ConditionsYield
With sodium tetrafluoroborate In various solvent(s) for 0.75h; Heating;94%
With zinc(II) fluoride
With potassium hydrogen bifluoride
sodium salicylhydroxamate

sodium salicylhydroxamate

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

2-(Chloro-methyl-phenyl-silanyloxy)-N-hydroxy-benzamide

2-(Chloro-methyl-phenyl-silanyloxy)-N-hydroxy-benzamide

Conditions
ConditionsYield
In methanol; benzene Heating;94%
2-bromofuran
584-12-3

2-bromofuran

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

di(2-furyl)(methyl)phenylsilane
217322-06-0

di(2-furyl)(methyl)phenylsilane

Conditions
ConditionsYield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 2:1 substrate/PhMeSiCl2 ratio, electrochemical conditions (Mg anode, 2.2 F.mol-1);94%
1-Bromo-2-butyne
3355-28-0

1-Bromo-2-butyne

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

di-(1-methylallenyl)methylphenylsilane
1097204-67-5

di-(1-methylallenyl)methylphenylsilane

Conditions
ConditionsYield
Stage #1: 1-Bromo-2-butyne With indium In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: dichloromethylphenylsilane In N,N-dimethyl-formamide at 20℃; for 3h;
94%
2-bromo-1-(trimethylsilylethynyl)benzene
38274-16-7

2-bromo-1-(trimethylsilylethynyl)benzene

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

C18H18Si

C18H18Si

Conditions
ConditionsYield
Stage #1: 2-bromo-1-(trimethylsilylethynyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: dichloromethylphenylsilane In tetrahydrofuran at -78 - 50℃; for 6h;
Stage #3: allylmagnesium bromide Further stages;
94%

Dichloromethylphenylsilane Consensus Reports

Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Dichloromethylphenylsilane Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Dichloromethylphenylsilane Specification

The Dichloromethylphenylsilane, with the CAS registry number 149-74-6, is also known as Phenylmethyldichlorosilane. It belongs to the product categories of Organosilicon Reagents; Dichlorosilanes; Dichlorosilanes (for Polysilanes); Functional Materials; Reagent for High-Performance Polymer Research; Si (Classes of Silicon Compounds); Si-Cl Compounds. Its EINECS registry number is 205-746-2. Its IUPAC name is called dichloro-methyl-phenylsilane. This chemical is clear colourless liquid which should be sealed in a dry cool place. Its classification code is Organometallic. What's more, it can be used in the synthesis of organic silicon and is one of important monomer in organic silicon synthesis .

Physical properties of Dichloromethylphenylsilane: (1)ACD/LogP: 4.94; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.94; (4)ACD/LogD (pH 7.4): 4.94; (5)ACD/BCF (pH 5.5): 3316.78; (6)ACD/BCF (pH 7.4): 3316.78; (7)ACD/KOC (pH 5.5): 11527.18; (8)ACD/KOC (pH 7.4): 11527.18; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.514; (13)Molar Refractivity: 49.8 cm3; (14)Molar Volume: 165.2 cm3; (15)Surface Tension: 28.4 dyne/cm; (16)Density: 1.15 g/cm3; (17)Flash Point: 73.2 °C; (18)Enthalpy of Vaporization: 42.32 kJ/mol; (19)Boiling Point: 205 °C at 760 mmHg; (20)Vapour Pressure: 0.366 mmHg at 25°C.

Uses of Dichloromethylphenylsilane: it can be used to produce dimethoxy-methyl-phenyl-silane at temperature of 7-10 °C. This reaction will need reagent pyridine and solvent benzene. The yield is about 86%.

When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact. It reacts violently with water. In addition, it also may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please 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 where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C[Si](C1=CC=CC=C1)(Cl)Cl
(2)InChI: InChI=1S/C7H8Cl2Si/c1-10(8,9)7-5-3-2-4-6-7/h2-6H,1H3
(3)InChIKey: GNEPOXWQWFSSOU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation 150mg/m3 (150mg/m3) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LIVER: FATTY LIVER DEGERATION

BLOOD: OTHER CHANGES
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 81, 1961.
mouse LCLo inhalation 30mg/m3/2H (30mg/m3) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: FATTY LIVER DEGERATION

BLOOD: CHANGES IN SPLEEN
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 61, 1961.
mouse LDLo intraperitoneal 100mg/kg (100mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 81, 1961.
mouse LDLo subcutaneous 100mg/kg (100mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 81, 1961.
rat LDLo intraperitoneal 100mg/kg (100mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 81, 1961.

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