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Dichloromethylphenylsilane

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Name

Dichloromethylphenylsilane

EINECS 205-746-2
CAS No. 149-74-6 Density 1.176 g/cm3
PSA 0.00000 LogP 2.44320
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;

Article Data 77

Dichloromethylphenylsilane Synthetic route

766-08-5

methylphenylsilane

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.
75-54-7

Dichloromethylsilane

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%
75-76-3

tetramethylsilane

98-13-5

Phenyltrichlorosilane

149-74-6

dichloromethylphenylsilane

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

tetramethylsilane

98-13-5

Phenyltrichlorosilane

A

75-77-4

chloro-trimethyl-silane

B

149-74-6

dichloromethylphenylsilane

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

Methyltrichlorosilane

1048-08-4

tetraphenylsilane

149-74-6

dichloromethylphenylsilane

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

Methyltrichlorosilane

phenylmagnesium bromide

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;
75-54-7

Dichloromethylsilane

108-90-7

chlorobenzene

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;
75-54-7

Dichloromethylsilane

71-43-2

benzene

149-74-6

dichloromethylphenylsilane

108-86-1

bromobenzene

75-79-6

Methyltrichlorosilane

A

144-79-6

chloromethyldiphenylsilane

B

149-74-6

dichloromethylphenylsilane

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

Dichloromethylsilane

603-35-0

triphenylphosphine

A

638-21-1

phenylphosphane

B

829-85-6

diphenylphosphane

C

149-74-6

dichloromethylphenylsilane

Conditions
ConditionsYield
nickel Heating;A n/a
B n/a
C 1.6 mol

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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