(Chloromethyl)trichlorosilane supplier

Name
(Chloromethyl)trichlorosilane
EINECS 216-316-9
CAS No. 1558-25-4
Article Data27
CAS DataBase
Density 1.47 g/cm³
Solubility slightly soluble in water
Melting Point
Formula CH₂Cl₄Si
Boiling Point 117.5 °C at 760 mmHg
Molecular Weight 183.924
Flash Point 69.4 °C
Transport Information
Appearance colorless clear liquid
Safety 26-28-36/37/39-45-8
Risk Codes 14-26-34
Molecular Structure
Hazard Symbols T+
Synonyms LS 30;NSC 139830;Trichloro(chloromethyl)silane;
PSA 0.00000
LogP 2.83800

Synthetic route

: 75-79-6
Methyltrichlorosilane

: 1558-25-4
(chloromethyl)trichlorosilane

Conditions

Conditions	Yield
With chlorine Irradiation;	98%
With chlorine at 65℃; for 6.5h; Irradiation; visible light;	68%
With chlorine im UV-Licht;

: 17760-13-3
trichloromethyltrichlorosilane

: 776-76-1
methyldiphenylsilane

A: 1558-25-4
(chloromethyl)trichlorosilane

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

C: 144-79-6
chloromethyldiphenylsilane

Conditions

Conditions	Yield
at 160 - 240℃; for 6h;	A 12.3% B 85.3% C 97.5%

...Expand

: 1558-24-3
trichloro(dichloromethyl)silane

: 776-76-1
methyldiphenylsilane

A: 75-79-6
Methyltrichlorosilane

B: 1558-25-4
(chloromethyl)trichlorosilane

C: 144-79-6
chloromethyldiphenylsilane

Conditions

Conditions	Yield
at 160 - 240℃; for 6h;	A 15.6% B 81.2% C 93.1%

...Expand

: 75-79-6
Methyltrichlorosilane

A: 1558-25-4
(chloromethyl)trichlorosilane

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

Conditions

Conditions	Yield
With chlorine for 60h; Heating; Irradiation;	A 87% B 9%
With chlorine at 70 - 80℃; Photolysis;

: 75-79-6
Methyltrichlorosilane

A: 1558-25-4
(chloromethyl)trichlorosilane

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

C: 17760-13-3
trichloromethyltrichlorosilane

Conditions

Conditions	Yield
With chlorine at 250℃; for 20h; Product distribution; Further Variations:; Temperatures; time;	A 85.9% B n/a C n/a
With chlorine Irradiation;	A 70% B 5% C 1%

...Expand

: 75-79-6
Methyltrichlorosilane

A: 1558-25-4
(chloromethyl)trichlorosilane

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

C: 77428-12-7
Trichlorosilanyl-methanesulfonyl chloride

D: 77428-13-8
Chloro-trichlorosilanyl-methanesulfonyl chloride

Conditions

Conditions	Yield
With yttrium(III) chloride; sulfuryl dichloride at 70℃; for 10h; Product distribution; Irradiation; other catalysts (HoCl3,TmCl3);	A 20% B 31% C 1.5% D 6.5%
With yttrium(III) chloride; sulfuryl dichloride at 50 - 70℃; Product distribution; Irradiation; various inorganic additives (chlorides and oxychlorides of 32 elements); effect of inorganic chlorides and oxychlorides on the photochemical reaction of methylchlorosilanes with SO2Cl2;	A 22 % Spectr. B 31 % Spectr. C 1.5 % Spectr. D 6.5 % Spectr.

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 1558-25-4
(chloromethyl)trichlorosilane

Conditions

Conditions	Yield
With tetrachlorosilane; diethyl ether; copper at -60℃;
With tetrachlorosilane; diethyl ether; copper at -78℃;
With tetrachlorosilane; diethyl ether at -50℃;

: 75-79-6
Methyltrichlorosilane

A: 74-87-3
methylene chloride

B: 1558-25-4
(chloromethyl)trichlorosilane

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

D: 17760-13-3
trichloromethyltrichlorosilane

Conditions

Conditions	Yield
With chlorine at 80℃; for 17h; Further byproducts given;	A 0.7 g B 35.4 g C 5 g D 3.9 g

...Expand

: 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

: 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

: 186581-53-3, 908094-01-9
diazomethane

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

: 1558-25-4
(chloromethyl)trichlorosilane

Conditions

Conditions	Yield
In not given at low temp.;;
In diethyl ether byproducts: N2; SiCl4 and diazomethane in ether at about -50°C; vigorous react. under formation of N2;;	45-47

: 1558-25-4
(chloromethyl)trichlorosilane

: 2386-64-3
ethylmagnesium chloride

: 757-34-6
triethylchloromethylsilane

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	98%
In tetrahydrofuran at 0 - 20℃;

: 1558-25-4
(chloromethyl)trichlorosilane

: 67-63-0
isopropyl alcohol

: 18162-82-8
(chloromethyl)triisopropoxysilane

Conditions

Conditions	Yield
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; Schlenk technique;	97%
With triethylamine In hexane at 25 - 65℃; for 6h; Large scale;	78%
at 120℃;

: 122-20-3
triisopropanolamine

: 1558-25-4
(chloromethyl)trichlorosilane

: 57078-94-1, 64235-15-0, 64235-26-3
1-chloromethyl-3,7,10-trimethyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane

Conditions

Conditions	Yield
In chloroform	97%

: 1558-25-4
(chloromethyl)trichlorosilane

: 18132-77-9
1,3-bis(trimethylsilyl)tetrahydropyrimidin-2-one

: 884865-46-7
1,3-bis[(trichlorosilyl)methyl]tetrahydropyrimidin-2-one

Conditions

Conditions	Yield
In hexane for 27h; Inert atmosphere; Schlenk technique;	96%

: 1558-25-4
(chloromethyl)trichlorosilane

: 789-25-3
HSiPh3

A: 75-79-6
Methyltrichlorosilane

B: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
at 165 - 250℃; for 12h;	A 87.3% B 95.8%
at 165 - 210℃; for 12h;	A 95.8% B 87.3%

...Expand

: 1558-25-4
(chloromethyl)trichlorosilane

: 776-76-1
methyldiphenylsilane

A: 75-79-6
Methyltrichlorosilane

B: 144-79-6
chloromethyldiphenylsilane

Conditions

Conditions	Yield
at 125 - 210℃; for 12h;	A 90.2% B 95.6%
at 125 - 210℃; for 12h;	A 95.6% B 90.2%

...Expand

: 96-29-7
ethyl methyl ketone oxime

: 1558-25-4
(chloromethyl)trichlorosilane

: chloromethyltris(methylethylketoxime)silane

Conditions

Conditions	Yield
In hexane at 20℃; for 3h; Inert atmosphere;	95%
In Petroleum ether at 25℃; for 4h; Solvent; Temperature;

: 1558-25-4
(chloromethyl)trichlorosilane

: 149758-20-3
1,3,4,6,7,8-hexahydro-1-trimethylsilyl-2H-pyrimido<1,2-a>pyrimidin

: Trichloro-(3,4,7,8-tetrahydro-2H,6H-pyrimido<1,2-a>pyrimidin-1-ylmethyl-C1,N9)-silicium

Conditions

Conditions	Yield
at 25℃;	93.5%

: 1558-25-4
(chloromethyl)trichlorosilane

: 1,3,4,6,7,8-hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine

: Trichloro-(3,4,7,8-tetrahydro-2H,6H-pyrimido<1,2-a>pyrimidin-1-ylmethyl-C1,N9)-silicium

Conditions

Conditions	Yield
In benzene at 25℃;	92%

: 18292-04-1
2-(trimethylsilyloxy)pyridine

: 1558-25-4
(chloromethyl)trichlorosilane

: 138169-76-3
1-trichlorosilylmethylpyrid-2-one

Conditions

Conditions	Yield
In hexane Alkylation; desilylation, rearrangement;	92%

: 1558-25-4
(chloromethyl)trichlorosilane

: 766-77-8
Dimethylphenylsilane

A: 75-79-6
Methyltrichlorosilane

B: 768-33-2
phenyldimethylsilyl chloride

Conditions

Conditions	Yield
at 125 - 210℃; for 2h;	A 91.4% B 88.6%

...Expand

: 993-07-7
trimethylsilan

: 1558-25-4
(chloromethyl)trichlorosilane

A: 75-77-4
chloro-trimethyl-silane

B: 75-79-6
Methyltrichlorosilane

Conditions

Conditions	Yield
at 500℃; for 0.00833333h;	A 86.8% B 91.2%
at 500℃; for 0.00833333h;	A 91.2% B 86.8%

...Expand

: 64-17-5
ethanol

: 1558-25-4
(chloromethyl)trichlorosilane

: 15267-95-5
chloromethyltriethoxysilane

Conditions

Conditions	Yield
In hexane at -20℃; Inert atmosphere; Schlenk technique;	91%
With tin(IV) chloride; cyclohexene for 1h; Ambient temperature;	75.1%
With urea In Petroleum ether at 65℃; for 5h; Inert atmosphere;	60%

: 1558-25-4
(chloromethyl)trichlorosilane

: 10353-86-3
N,N-bis(2-hydroxypropyl)-N-(hydroxyethyl)amine

: 57078-93-0
1-chloromethyl-3,7-dimethyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane

Conditions

Conditions	Yield
In chloroform	91%

: 61553-19-3
6-methyl-2-trimethylsiloxypyridine

: 1558-25-4
(chloromethyl)trichlorosilane

: 1-trichlorosilylmethyl-6-methylpyrid-2-one

Conditions

Conditions	Yield
In hexane Alkylation; desilylation, rearrangement;	91%

: 1558-25-4
(chloromethyl)trichlorosilane

: 20836-42-4
2,2',2''-tris(trimethylsiloxy)triethylamine

A: 42003-39-4
1-(chloromethyl)silatrane

B: 75-77-4
chloro-trimethyl-silane

Conditions

Conditions	Yield
at 140 - 150℃; Yields of byproduct given;	A 90% B n/a

...Expand

: 1558-25-4
(chloromethyl)trichlorosilane

: 252980-63-5
6-chloro-2-trimethylsiloxypyridine

: 1-trichlorosilylmethyl-6-chloropyrid-2-one

Conditions

Conditions	Yield
In hexane Alkylation; desilylation, rearrangement;	90%

: 1558-25-4
(chloromethyl)trichlorosilane

: phenylmagnesium bromide

: 5489-23-6
phenyl(chloromethyl)dichlorosilane

Conditions

Conditions	Yield
In diethyl ether at 25℃;	89%

: 6712-98-7
1-[N,N-bis(2-hydroxyethyl)amino]-2-propanol

: 1558-25-4
(chloromethyl)trichlorosilane

: 57593-16-5
1-(chloromethyl)-3-methylsilatrane

Conditions

Conditions	Yield
In chloroform	88%

: 1558-25-4
(chloromethyl)trichlorosilane

: O-trimethylsilyl-N-(triphenylphosphinimino)-4-(t-butyl)benzohydrazide

: bis[N-(triphenylphosphinimino)-4-t-butyl-phenyl-N',O](chloromethyl)siliconium chloride

Conditions

Conditions	Yield
In chloroform at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;	88%

: 1558-25-4
(chloromethyl)trichlorosilane

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

A: 79891-82-0
2-Chloro-2-chloromethyl-4,4,6,6-tetraphenyl-[1,3,5,2,4,6]trioxatrisilinane

B: C26H24Cl6O3Si4

Conditions

Conditions	Yield
With pyridine In toluene for 3h; Heating;	A n/a B 87.6%

...Expand

: 4149-28-4
bis(triethylgermyl)mercury

: 1558-25-4
(chloromethyl)trichlorosilane

: 86808-03-9
(Cl3SiCH2)2Hg

Conditions

Conditions	Yield
In benzene byproducts: Et3GeCl; Irradiation (UV/VIS); in sealed ampul; irradiated for 15 min (distance of 10 cm); distild. (vac.); elem.anal.;	87.1%
In benzene byproducts: Et3GeCl; Irradiation (UV/VIS); Ge-compd. addn. to Si-compd. soln., sealing in evac. ampul, irradiation (DRT-375 quartz mercury lamp) until orange color of Ge-compd. disappeared (3 min); fractionation; elem. anal.;	87.1%

: 67-56-1
methanol

: 1558-25-4
(chloromethyl)trichlorosilane

: 5926-26-1
(chloromethyl)trimethoxysilane

Conditions

Conditions	Yield
With urea In diethyl ether for 4h; Reflux; Inert atmosphere;	87%
In Petroleum ether for 2h; Ambient temperature;	83%
In hexane at -20℃; Inert atmosphere; Schlenk technique;	81%

: 1558-25-4
(chloromethyl)trichlorosilane

: 108-95-2
phenol

: chloromethyltriphenoxysilane

Conditions

Conditions	Yield
for 8h; Heating;	86%

: 1558-25-4
(chloromethyl)trichlorosilane

: 112247-55-9
<(trimethylsilyl)thio>pyridine

: 1-(trichlorosilylmethylmercapto)pyridine

Conditions

Conditions	Yield
In benzene for 0.333333h; Alkylation; desilylation;	86%

(Chloromethyl)trichlorosilane Consensus Reports

EPA Extremely Hazardous Substances List.

(Chloromethyl)trichlorosilane Specification

The (Chloromethyl)trichlorosilane, with the CAS registry number 1558-25-4, is also known as Silane, trichloro(chloromethyl)-. It belongs to the product categories of Industrial/Fine Chemicals; Alpha Silanes; Chloro Silanes. Its EINECS registry number is 216-316-9. Its IUPAC name is called trichloro(chloromethyl)silane. This chemical is colorless clear liquid. You should keep its container tightly sealed which should be stored in a cool, dry place and ensure that workplaces have good ventilation or exhaust.

Physical properties of (Chloromethyl)trichlorosilane: (1)ACD/LogP: 4.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.42; (4)ACD/LogD (pH 7.4): 4.42; (5)ACD/BCF (pH 5.5): 1353.77; (6)ACD/BCF (pH 7.4): 1353.77; (7)ACD/KOC (pH 5.5): 6069.57; (8)ACD/KOC (pH 7.4): 6069.57; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.463; (13)Molar Refractivity: 34.79 cm³; (14)Molar Volume: 126.3 cm³; (15)Surface Tension: 25.8 dyne/cm; (16)Density: 1.456 g/cm³; (17)Flash Point: 69.4 °C; (18)Enthalpy of Vaporization: 34.11 kJ/mol; (19)Boiling Point: 117.5 °C at 760 mmHg; (20)Vapour Pressure: 20.7 mmHg at 25°C.

Preparation: this chemical can be prepared by trichloro-methyl-silane. This reaction will need reagent chlorine.

Uses of (Chloromethyl)trichlorosilane: it can be used to produce chloromethyl-triethoxy-silane at temperature of 100 °C.

When you are using this chemical, please be cautious about it as the following:
Chemicals that at very low levels cause damage to health. Reacts violently with water. Very toxic by inhalation. Causes burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C([Si](Cl)(Cl)Cl)Cl
(2)InChI: InChI=1S/CH2Cl4Si/c2-1-6(3,4)5/h1H2
(3)InChIKey: FYTPGBJPTDQJCG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	60mg/m³/2H (60mg/m³)	BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: HEMORRHAGE	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 33, 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	oral	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	skin	100mg/kg (100mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 37, 1982.
rat	LC	inhalation	> 5mg/m³/2H (5mg/m³)	BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: HEMORRHAGE	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 3, Pg. 33, 1961.

Product Name

(Chloromethyl)trichlorosilane

Synthetic route

(Chloromethyl)trichlorosilane Consensus Reports

(Chloromethyl)trichlorosilane Specification

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