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(Chloromethyl)trichlorosilane
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Name

(Chloromethyl)trichlorosilane

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

LS 30;NSC 139830;Trichloro(chloromethyl)silane;

Article Data 27

(Chloromethyl)trichlorosilane Synthetic route

75-79-6

Methyltrichlorosilane

1558-25-4

(chloromethyl)trichlorosilane

Conditions
ConditionsYield
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
ConditionsYield
at 160 - 240℃; for 6h;A 12.3%
B 85.3%
C 97.5%
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
ConditionsYield
at 160 - 240℃; for 6h;A 15.6%
B 81.2%
C 93.1%
75-79-6

Methyltrichlorosilane

A

1558-25-4

(chloromethyl)trichlorosilane

B

1558-24-3

trichloro(dichloromethyl)silane

Conditions
ConditionsYield
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
ConditionsYield
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%
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
ConditionsYield
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.
186581-53-3, 908094-01-9

diazomethane

1558-25-4

(chloromethyl)trichlorosilane

Conditions
ConditionsYield
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
ConditionsYield
With chlorine at 80℃; for 17h; Further byproducts given;A 0.7 g
B 35.4 g
C 5 g
D 3.9 g
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
ConditionsYield
With hexachlorodisilane at 399℃; Product distribution; var. temp. and molar ratio;
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
ConditionsYield
at 360℃;
...Expand

(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.

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