Silane,1,1'-methylenebis[1,1,1-trichloro- supplier

Name
BIS(TRICHLOROSILYL)METHANE
EINECS
CAS No. 4142-85-2
Article Data45
CAS DataBase
Density 1.53 g/cm³
Solubility
Melting Point
Formula CH₂Cl₆Si₂
Boiling Point 145 °C at 760 mmHg
Molecular Weight 282.916
Flash Point 31.4 °C
Transport Information
Appearance
Safety 26-36/37/39-43-45-7/8
Risk Codes 14/15-34
Molecular Structure
Hazard Symbols C
Synonyms 1,3-Disilapropane,1,1,1,3,3,3-hexachloro- (7CI,8CI);2-Carbatrisilane, 1,1,1,3,3,3-hexachloro-(6CI);1,1,1,3,3,3-Hexachloro-1,3-disilapropane;Bis(trichlorosilyl)methane;Methylenebis(trichlorosilane);Silane, methylenebis[trichloro- (9CI);
PSA 0.00000
LogP 3.83620

Synthetic route

: 4775-56-8
tris(trichlorosilyl)methane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hydrogenchloride; tetrabutyl phosphine chloride In dodecane at 20℃; for 1h;	87%

: 540-59-0
1,2-Dichloroethylene

A: 75-09-2
dichloromethane

B: 2504-64-5
1,2-bis(trichlorosilyl)ethane

C: 692-52-4
1,2-bis(trichlorosilyl)ethene

D: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hexachlorodisilane at 550℃; for 0.00833333h;	A n/a B n/a C 83% D n/a

...Expand

: 107-05-1
3-chloroprop-1-ene

A: 107-37-9
allyltrichlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 98-13-5
Phenyltrichlorosilane

D: 3-(Dichloro-trichlorosilanylmethyl-silanyl)-propene

E: 59361-35-2
1,1,3,3-tetrachloro-1,3-disilacyclohex-4-ene

Conditions

Conditions	Yield
With hexachlorodisilane at 500℃; for 0.00833333h; Product distribution; Mechanism;	A 81% B 1.85% C 1.77% D 1.52% E 4.63%

...Expand

: 18081-42-0
bis(dichlorosilyl)methane

: 75-09-2
dichloromethane

A: 16538-69-5
1,1,3,3,5,5-hexachloro-1,3,5-trisilacyclohexane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 16538-67-3
1,1,1,3,3,5,5,5-octachloro-1,3,5-trisilapentane

Conditions

Conditions	Yield
tetra-n-butylphosphonium chloride at 180℃; for 2h; Product distribution / selectivity; Inert atmosphere;	A 70.1% B 40.6% C 13%

...Expand

: 1558-24-3
trichloro(dichloromethyl)silane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With tri-n-propylamine; trichlorosilane In acetonitrile for 21h; Ambient temperature;	64%

: 1558-25-4
(chloromethyl)trichlorosilane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With tri-n-propylamine; trichlorosilane 1.) r.t., 8 h, 2.) reflux, 10 h;	63.6%
With trichlorosilane; triethylamine In acetonitrile at 65 - 70℃; 12-15 h;	57%
With copper; silicon at 300 - 400℃;
With trichlorosilane; trihexyl(tetradecyl)phosphonium chloride at 50 - 240℃; under 12929 - 33615.5 Torr; for 3.25h;
With tri-n-propylamine; trichlorosilane

: 67-66-3
chloroform

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With tributylphosphine; trichlorosilane at 150℃; for 2h; Reagent/catalyst; Autoclave;	54.3%
With tributylphosphine; trichlorosilane at 150℃; for 2h; Reagent/catalyst; Autoclave; High pressure; Inert atmosphere;	54.3%
With trichlorosilane at 150℃; for 2h; Reagent/catalyst; Inert atmosphere; Sealed tube;	54.3%

: 75-09-2
dichloromethane

: 18171-02-3
(dichlorosilylmethyl)trichlorosilane

A: 16538-69-5
1,1,3,3,5,5-hexachloro-1,3,5-trisilacyclohexane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 16538-67-3
1,1,1,3,3,5,5,5-octachloro-1,3,5-trisilapentane

Conditions

Conditions	Yield
With tetra-n-butylphosphonium chloride In toluene at 180℃; for 3h; Inert atmosphere; Autoclave;	A 54% B 23% C 8%

...Expand

: 563-47-3
3-Chloro-2-methylpropene

A: 18147-56-3
trichloro(2-methyl-2-propenyl)silane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 18147-55-2, 52885-13-9, 49749-84-0
(Z)-crotyltrichlorosilane

D: 98-13-5
Phenyltrichlorosilane

E: 1,1,1,5,5,5-hexachloro-3-methyl-1,5-disila-1-pentene

Conditions

Conditions	Yield
With hexachlorodisilane at 520℃; for 30h; Product distribution; Mechanism;	A 53.4% B 1.5% C 8.6% D 5.3% E 10.2%

...Expand

: 563-47-3
3-Chloro-2-methylpropene

A: 18147-56-3
trichloro(2-methyl-2-propenyl)silane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 98-13-5
Phenyltrichlorosilane

D: 1,1,1,5,5,5-hexachloro-3-methyl-1,5-disila-1-pentene

Conditions

Conditions	Yield
With hexachlorodisilane at 520℃; for 0.00833333h; Further byproducts given;	A 53.4% B 10.2% C 8.6% D 5.3%
With hexachlorodisilane at 520℃; for 0.00833333h; Further byproducts given;	A 53.4% B 8.6% C 5.3% D 10.2%
With hexachlorodisilane at 520℃; for 0.00833333h; Further byproducts given;	A 53.4% B 10.2% C 5.3% D 8.6%

...Expand

: 7440-21-3
silicon

A: 10026-04-7, 53609-55-5
tetrachlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With dichloromethane; copper In neat (no solvent) Si-Cu (4:1) and gaseous CH2Cl2 at 400°C;;	A 53% B n/a
With CH2Cl2; copper In neat (no solvent) Si-Cu (4:1) and gaseous CH2Cl2 at 400°C;;	A 53% B n/a
With dichloromethane; copper In neat (no solvent) Si-Cu (4:1) and gaseous CH2Cl2 at 300-350°C;;
With CH2Cl2; copper In neat (no solvent) Si-Cu (4:1) and gaseous CH2Cl2 at 300-350°C;;

: 624-65-7
2-propynyl chloride

A: 107-37-9
allyltrichlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 33415-29-1
trichloro(prop-2-ynyl)silane

D: 1,1,2,2-tetrachloro-1,2-disilacyclopent-4-ene

Conditions

Conditions	Yield
With hexachlorodisilane at 520℃; for 0.00833333h; Further byproducts given;	A 14.4% B 42.7% C 22.1% D 11.8%

...Expand

: 624-65-7
2-propynyl chloride

A: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

B: 33415-29-1
trichloro(prop-2-ynyl)silane

C: 98-13-5
Phenyltrichlorosilane

D: 1,1,2,2-tetrachloro-1,2-disilacyclopent-4-ene

Conditions

Conditions	Yield
With hexachlorodisilane at 520℃; for 0.00833333h; Further byproducts given;	A 42.7% B 22.1% C 3.8% D 11.8%
With hexachlorodisilane at 450℃; for 0.00694444h; Further byproducts given;	A 35.7% B 17.2% C 14.1% D 21.1%

...Expand

: 67-66-3
chloroform

A: 75-09-2
dichloromethane

B: 18171-02-3
(dichlorosilylmethyl)trichlorosilane

C: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With trichlorosilane at 100℃; for 8h;	A 42% B 5% C 42%

...Expand

: 624-65-7
2-propynyl chloride

A: 107-37-9
allyltrichlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 33415-29-1
trichloro(prop-2-ynyl)silane

D: 98-13-5
Phenyltrichlorosilane

E: 1,1,2,2-tetrachloro-1,2-disilacyclopent-4-ene

Conditions

Conditions	Yield
With hexachlorodisilane at 450℃; for 0.00694444h; Product distribution; Mechanism; influence of temperature, ratio of reagents;	A 11.6% B 35.7% C 17.2% D 14.1% E 21.1%

...Expand

: 67-66-3
chloroform

A: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

B: 4775-56-8
tris(trichlorosilyl)methane

Conditions

Conditions	Yield
With hexachlorodisilane at 550℃; for 0.00833333h;	A 30% B 34%
With hexachlorodisilane at 550℃; for 0.00833333h; Product distribution; gas-phase reactions of chloroalkanes and chloroalkenes with Si2Cl6; other temperature, molar concentration of Si2Cl6;

: 17760-13-3
trichloromethyltrichlorosilane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With tri-n-propylamine; trichlorosilane In acetonitrile 1.) r.t., 18 h, 2.) reflux, 16 h;	22.7%

: 75-79-6
Methyltrichlorosilane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With aluminium trichloride at 450℃; unter Druck;
at 710℃; unter vermindertem Druck;

: 75-09-2
dichloromethane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With copper; silicon at 300 - 400℃;
With hexachlorodisilane at 620℃;
With tetrachlorosilane; hydrogen at 300 - 750℃; Catalytic behavior; Flow reactor;
With copper; silicon at 300℃;

: 18038-59-0
1,1,3,3-tetrachloro-2,4-bis-trichlorosilanyl-[1,3]disiletane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hydrogenchloride; N,N-dimethyl-aniline at 150℃;

: C19H17Cl3Si2

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hydrogenchloride; aluminium trichloride In benzene at 5 - 15℃; Yield given;

: 75-09-2
dichloromethane

A: 67-66-3
chloroform

B: 1558-25-4
(chloromethyl)trichlorosilane

C: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hexachlorodisilane at 399℃; Product distribution; var. temp. and molar ratio;

...Expand

: 75-09-2
dichloromethane

A: 18081-42-0
bis(dichlorosilyl)methane

B: 18171-02-3
(dichlorosilylmethyl)trichlorosilane

C: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With hydrogenchloride; silicon; Cu(10 percent)-Cd(0.5 percent) at 280℃; for 2h;	A 10.1 g B 8.7 g C 2.0 g
With hydrogenchloride; silicon; Cu(10 percent)-Cd(0.5 percent) at 280℃; for 2h; Product distribution; effects of temperature, mixing ratio and further catalysts investigated;	A 10.2 g B 8.7 g C 2.0 g
With hydrogenchloride; methylene chloride; copper; cadmium; silicon at 280℃; for 2h;	A 10.1 g B 8.7 g C 2 g

...Expand

: 75-09-2
dichloromethane

silicon: silicon

copper: copper

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
at 300 - 400℃;

...Expand

: 1558-24-3
trichloro(dichloromethyl)silane

copper silicon-alloy: copper silicon-alloy

A: 75-79-6
Methyltrichlorosilane

B: 10026-04-7, 53609-55-5
tetrachlorosilane

C: 1558-25-4
(chloromethyl)trichlorosilane

D: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
at 360℃;

...Expand

: 1558-25-4
(chloromethyl)trichlorosilane

silicon-copper: silicon-copper

A: 75-79-6
Methyltrichlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 16538-67-3
1,1,1,3,3,5,5,5-octachloro-1,3,5-trisilapentane

Conditions

Conditions	Yield
at 300 - 370℃;

...Expand

: 18157-13-6
hexa-Si-chloro-Si,Si'-chloromethanediyl-bis-silane

copper silicon-alloy: copper silicon-alloy

A: 10026-04-7, 53609-55-5
tetrachlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 4775-56-8
tris(trichlorosilyl)methane

D: 18105-80-1
1,1,2,2-tetrakis-trichlorosilanyl-ethane

Conditions

Conditions	Yield
at 360℃;

...Expand

: 67-66-3
chloroform

silicon-copper: silicon-copper

A: 10026-04-7, 53609-55-5
tetrachlorosilane

B: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

C: 4775-56-8
tris(trichlorosilyl)methane

D: 10025-78-2
trichlorosilane

Conditions

Conditions	Yield
at 300℃;

...Expand

: 17760-13-3
trichloromethyltrichlorosilane

A: CH2Cl4Si

B: 67-66-3
chloroform

C: 1558-24-3
trichloro(dichloromethyl)silane

D: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions

Conditions	Yield
With trichlorosilane; tetrabutyl phosphine chloride In dodecane at 60℃; for 8h; Product distribution; Further Variations:; Temperatures;

...Expand

: 112-88-9
octadec-1-ene

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 1621184-16-4
1,1,1,3,3-pentachloro-1,3-disilaheneicosane

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexachloro-1,3-disilapropane With trihexyl(tetradecyl)phosphonium chloride; Dichloromethylsilane at 80 - 90℃; Inert atmosphere; Autoclave; Stage #2: octadec-1-ene With dihydrogen hexachloroplatinate In tetrahydrofuran at 90 - 110℃; Inert atmosphere;	91%

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 1759-88-2
disilylmethane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether at -78 - 25℃; for 2h; Inert atmosphere;	82%
With dibutyl ether; lithium hydride
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In various solvent(s) Reduction;

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 18157-09-0
Dichloro-bis(trichlorosilyl)methane

Conditions

Conditions	Yield
With chlorine In tetrachloromethane for 64h; Heating; Irradiation;	80.8%
With tetrachloromethane; chlorine Irradiation.UV-Licht;
With chlorine at 240℃; Irradiation.UV-licht;
With sulfuryl dichloride; dibenzoyl peroxide at 240℃; Irradiation.UV-licht;
With chlorine UV-irradiation;

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 19685-21-3
allyloxytri(ethylene glycol) monomethyl ether

: 431900-65-1
[2-methoxy(triethyleneoxy)propyl]-1,1,1,3,3-pentachloro-1,3-disilapropane

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexachloro-1,3-disilapropane With trihexyl(tetradecyl)phosphonium chloride; Dichloromethylsilane at 80 - 90℃; Inert atmosphere; Autoclave; Stage #2: allyloxytri(ethylene glycol) monomethyl ether With dihydrogen hexachloroplatinate In tetrahydrofuran at 85 - 105℃; Inert atmosphere;	70%

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: lithium hydride

: 1759-88-2
disilylmethane

Conditions

Conditions	Yield
In dibutyl ether	63%

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 75-04-7
ethylamine

: (NEtH)3Si-CH2-Si(NEtH)3

Conditions

Conditions	Yield
In pentane at -78 - 20℃;	62%

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 563-47-3
3-Chloro-2-methylpropene

: 1627573-20-9
1,1,1,3,3,6-hexachloro-5-methyl-1,3-disilahexane

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexachloro-1,3-disilapropane With trihexyl(tetradecyl)phosphonium chloride; Dichloromethylsilane at 80 - 90℃; for 10h; Inert atmosphere; Autoclave; Stage #2: 3-Chloro-2-methylpropene With dihydrogen hexachloroplatinate In tetrahydrofuran at 110 - 120℃; Inert atmosphere;	60%

: 18171-02-3
(dichlorosilylmethyl)trichlorosilane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 563-47-3
3-Chloro-2-methylpropene

: 1627573-20-9
1,1,1,3,3,6-hexachloro-5-methyl-1,3-disilahexane

Conditions

Conditions	Yield
With hexachloroplatinic acid In tetrahydrofuran at 110 - 130℃; for 3h;	60%

...Expand

: 872-05-9
1-Decene

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 1621184-14-2
1,1,1,3,3-pentachloro-1,3-disilatridecane

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexachloro-1,3-disilapropane With trihexyl(tetradecyl)phosphonium chloride; Dichloromethylsilane at 80 - 90℃; for 10h; Inert atmosphere; Autoclave; Large scale; Stage #2: 1-Decene With dihydrogen hexachloroplatinate In tetrahydrofuran at 90 - 110℃; Inert atmosphere; Large scale;	59%

: 872-05-9
1-Decene

: 18171-02-3
(dichlorosilylmethyl)trichlorosilane

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 1621184-14-2
1,1,1,3,3-pentachloro-1,3-disilatridecane

Conditions

Conditions	Yield
With hexachloroplatinic acid In tetrahydrofuran at 90 - 110℃; for 1.5h; Inert atmosphere;	59%

...Expand

: sodium dicarbonyl(cyclopentadienyl)ferrate

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 545443-52-5
[dicarbonyl(η5-cyclopentadienyl)ferrio]dichlorosilyl-(trichlorosilyl)methane

Conditions

Conditions	Yield
In cyclohexane suspn. of Fe-complex in cyclohexane was combined with Si-compound, stirred for 14 h at ambient temp. under exclusion of light; filtered, solvent was removed in vac., washed with n-pentane at -78°C, dried in vac., crystd. from petroleum ether at -78°C; elem.anal.;	46%

: 4142-85-2
1,1,1,3,3,3-hexachloro-1,3-disilapropane

: 74-89-5
methylamine

: {Bis-methylamino-[(tris-methylamino-silanyl)-methyl]-silanyl}-methyl-amine

Conditions

Conditions	Yield
In pentane at -78 - 20℃;	41%

Silane,1,1'-methylenebis[1,1,1-trichloro- Specification

The Silane,1,1'-methylenebis[1,1,1-trichloro- is an organic compound with the formula CH₂Cl₆Si₂. The systematic name of this chemical is methanediylbis(trichlorosilane). With the CAS registry number 4142-85-2, it is also named as Bis(trichlorosilyl)methane. The product's categories are Self Assembly & Contact Printing; Self-Assembly Materials; Silane Coupling Agents/Adhesion Promoters; SilanesSelf Assembly & Contact Printing; Trichlorosilanes. Besides, it should be stored in a closed cool and dry place.

Physical properties about Silane,1,1'-methylenebis[1,1,1-trichloro- are: (1)ACD/LogP: 8.31; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.3; (4)ACD/LogD (pH 7.4): 8.3; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 784734.88; (8)ACD/KOC (pH 7.4): 784734.88; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.487; (11)Molar Refractivity: 53.21 cm³; (12)Molar Volume: 184.8 cm³; (13)Polarizability: 21.09×10^-24cm³; (14)Surface Tension: 26.8 dyne/cm; (15)Density: 1.53 g/cm³; (16)Flash Point: 31.4 °C; (17)Enthalpy of Vaporization: 36.63 kJ/mol; (18)Boiling Point: 145 °C at 760 mmHg; (19)Vapour Pressure: 6.25 mmHg at 25°C.

Preparation: this chemical can be prepared by trichloro-chloromethyl-silane. This reaction will need reagent copper and silicon. The reaction reaction temperature is 300 - 400 °C.

Uses of Silane,1,1'-methylenebis[1,1,1-trichloro-: it can be used to produce dichloro-bis-trichlorosilanyl-methane. It will need reagent tetrachloromethane and chlorine.

When you are using this chemical, please be cautious about it as the following:
It reacts violently with water, liberating extremely flammable gases. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical can cause burns. When you are using it, wear suitable gloves and eye/face protection. In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water). 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)SMILES: Cl[Si](Cl)(Cl)C[Si](Cl)(Cl)Cl
(2)InChI: InChI=1/CH2Cl6Si2/c2-8(3,4)1-9(5,6)7/h1H2
(3)InChIKey: ABDDAHLAEXNYRC-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/CH2Cl6Si2/c2-8(3,4)1-9(5,6)7/h1H2
(5)Std. InChIKey: ABDDAHLAEXNYRC-UHFFFAOYSA-N

Product Name

BIS(TRICHLOROSILYL)METHANE

Synthetic route

Silane,1,1'-methylenebis[1,1,1-trichloro- Specification

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