Dichlorodimethylsilane

HCID 6398

Basic information

CAS
75-78-5
Standard SMILES
C[Si](C)(Cl)Cl
InChIKey
LIKFHECYJZWXFJ-UHFFFAOYSA-N
Molecular formula
C2H6Cl2Si
Average molar mass
129.06 g/mol
Monoisotopic mass
127.96158208

Overview

Dimethyldichlorosilane appears as a colorless fuming liquid with a pungent odor. Flash point 16 °F. Vapor and liquid may cause burns. Denser than water. Vapors heavier than air.

Names & identifiers

Preferred name
Dichlorodimethylsilane
IUPAC
dichloro(dimethyl)silane
English name
Dichlorodimethylsilane
Molecular formula
C2H6Cl2Si
Molecular weight
129.06

Names & synonyms

Dichlorodimethylsilane75-78-5DIMETHYLDICHLOROSILANESilane, dichlorodimethyl-DichlorodimethylsiliconInerton AW-DMCSDimethyl-dichlorsilanInerton dw-dmcDimethylsilane dichlorideLS 1308TSJ92JX69NSC-77070
Show more names
Me2SiCl2DIMETHYLSILICON DICHLORIDEDimethyldichlorsilanels130AW-DMCSInerton
DTXSID9026425DMDCSRefChem:134334DTXCID006425200-901-0Dichloro(dimethyl)silaneMFCD00000491(CH3)2SiCl2

Database identifiers

CAS
75-78-5
PubChem CID
6398
DTXSID
DTXSID9026425
UNII
8TSJ92JX69
EC Number
200-901-0
Nikkaji
J1.467B

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
5

Experimental & physicochemical properties

Chemical Classes · 2 items

Toxic Gases & Vapors -> Chlorosilanes

Corrosives

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum
OdorSHARP, LIKE HYDROCHLORIC ACID
Density · 4 items

1.1 (EPA, 1998) - Denser than water; will sink

1.064 g/cu cm at 25 °C

Relative density (water = 1): 1.07

1.064 @25 °C

Color/FormColorless liquid
Solubility · 3 items

Decomposes in water and ethanol

Soluble in benzene and ether

Solubility in water: reaction

Physicochemical properties

Melting point
-76 °C · -76 °C
Boiling point
70 °C · 70 °C(lit.)
Density
1.333 g/mL · 1.333 g/mL at 20 °C
vapor pressure
200 hPa · <200 hPa (20 °C)
refractive index
20 · n20/D 1.500
Flash point
3 °F · 3 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 3459) of reports.

Danger

H225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Hazards IdentificationWater-reactive material (WR)
Regulatory Information · 5 items

Chemical: Silane, dichlorodimethyl-

Silane, dichlorodimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silane, dichlorodimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 12-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15406

Silane, dichlorodimethyl-: HSNO Approval: HSR001136 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid Corrosive
Fire Hazards · 3 items

Vapor may explode if ignited in an enclosed area. Reacts vigorously with water to generate hydrogen chloride. Hydrogen chloride and phosgene gases may be formed upon heating or in fire. Runoff to sewer may create fire or explosion hazard. (EPA, 1998)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.

Fire PotentialFlammable and corrosive liquid. Vapors are heavier than air and may travel to sources ognition and flash back. Combustion by-products include hydrogen chloride.
Health Hazards · 2 items

Inhalation irritates mucous membranes. Severe gastrointestinal damage may occur. Vapors cause severe eye and lung injury. Upon short contact, second and third degree burns may occur. (EPA, 1998)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Safety & protection

Fire Fighting · 2 items

Avoid contact with skin, eyes, or clothing. Wear acid-vapor respirator, rubber gloves, chemical worker's goggles, other protective and corrosive-resistant equipment as needed. Runoff from fire control or dilution water may cause pollution. Isolate for one-half mile in all directions if tank car or truck involved in fire.

Use AFFF, carbon dioxide, dry sand, special powder. NO hydrous agents. NO water. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Give nothing to drink. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Signs and Symptoms of Acute Dimethyldichlorosilane Exposure: Signs and symptoms of acute ingestion of dimethyldichlorosilane may be severe and include increased salivation, intense thirst, difficulty swallowing, chills, pain, and shock. Oral, esophageal, and stomach burns are common. Vomitus generally has a coffee-ground appearance. The potential for circulatory collapse is high following ingestion of dimethyldichlorosilane. Acute inhalation exposure may result in sneezing, choking, laryngitis, dyspnea (shortness of breath), respiratory tract irritation, and chest pain. Bleeding of nose and gums, ulceration of the nasal and oral mucosa, pulmonary edema, chronic bronchitis, and pneumonia may also occur. If the eyes have come in contact with dimethyldichlorosilane, irritation, pain, swelling, corneal erosion, and blindness may result. Dermatitis (red, inflamed skin), severe burns, pain, and shock generally follow dermal exposure.

General First Aid:

Safe StorageFireproof. Separated from incompatible materials. See Chemical Dangers. Cool. Dry. Keep under inert gas. Well closed.
Firefighting HazardsFlammable. Flashback along vapor trail may occur.

Toxicology

Environmental Fate · 3 items

AQUATIC FATE: In water, chlorosilanes are hydrolyzed rapidly, releasing hydrochloric acid. /Chlorosilane/

ATMOSPHERIC FATE: In the trophosphere, the ultimate fate of chlorosilane is probably determined by hydrolysis of the silicon-chlorine bonds in water droplets. /Chlorosilanes/

ATMOSPHERIC FATE: In arid regions, some transport of chlorosilanes to the stratosphere might occur. In the stratosphere, photolysis by short wavelength light is expected. /Chlorosilanes/

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Ecotoxicity Excerpts/AQUATIC SPECIES/ Rapid hydrolysis precludes measurement. Possible toxic effect may be due to formation of hydrochloric acid.
Signs and Symptoms · 4 items

Burning sensation. Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Blisters. Skin burns.

Redness. Pain. Severe deep burns.

Burning sensation. Abdominal pain. Shock or collapse.

Human Toxicity Excerpts · 5 items

/SIGNS AND SYMPTOMS/ Acute inhalation exposure may result in sneezing, choking, laryngitis, dyspnea (shortness of breath), respiratory tract irritation, and chest pain. Higher exposure can cause pulmonary edema, a medical emergency that can be delayed for several hours. This can cause death. Bleeding of nose and gums, ulceration of the nasal and oral mucosa, pulmonary edema, chronic bronchitis, and pneumonia may also occur. If the eyes have come in contact with dimethyldichlorosilane, irritation, pain, swelling, corneal erosion, and blindness may result. Dermatitis (red, inflamed skin), severe burns, pain, and shock generally follow dermal exposure. Inhalation irritates mucous membranes. Severe gastrointestinal damage may occur. Vapors cause severe eye and lung injury. Upon short contact, second and third degree burns may occur. Signs and symptoms of acute ingestion of dimethyldichlorosilane may be severe and include increased salivation, intense thirst, difficulty swallowing, chills, pain, and shock. Oral, esophageal, and stomach burns are common. /Dimethyldichlorosilane/

/SIGNS AND SYMPTOMS/ Causes severe eye and skin burns. Serious health hazard. May be harmful if inhaled. Irritating to eye, skin, and respiratory system.

/SIGNS AND SYMPTOMS/ Inhalation irritates mucous membranes. Contact with liq causes severe burns of eyes and skin ... Vapors cause severe irritation of eyes and throat and can cause eye and lung injury. They cannot be tolerated even at low concn. Causes second- and third-degree burns on short contact ...

/SIGNS AND SYMPTOMS/ Dichlorodimethylsilane causes severe burns. Vapor is harmful.

For more Human Toxicity Excerpts (Complete) data for Dimethyldichlorosilane (7 total), please visit the HSDB record page.

Regulatory information

RCRA RequirementsD003; A solid waste containing dimethyldichlorosilane may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.
CERCLA Reportable Quantities · 1 item

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dimethyldichlorosilane is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

DHS Chemicals of Interest (COI) · 6 items

Dimethyldichlorosilane

1

10000

A Commercial Grade

A Placarded Amount

Flammable chemical that can be released at a facility.

Safety data

F
3-10-19-21
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
VV3150000
ridadr
UN 1162

Chemistry & industry

Pharmacology

Metabolism/Metabolites... Chlorosilanes will be rapidly hydrolyzed upon contact with tissue fluids to release hydrochloric acid. /Chlorosilanes/

Uses & manufacturing

Uses · 6 items

Used to make silicone products; Also used in the ethchlorvynol assay and as a reagent for gas chromatography; [HSDB]

Toxic Gas from Spilling Chemical in Water [Category: Other]

Intermediate for silicone products

High-purity derivatization reagent for gas chromatography.

Production of linear siloxane polymers, silicone fluids, rubbers, elastomers

Silicone resins, e.g. phenyl- and methyl trichlorosilane, methylphenyldichlorosilane, and dimethyldichlorosilane, are utilized by the paint industry to provide excellent water repellency and resistance to weathering, UV radiation, and thermal cycling. Silicone-resin-based paints are used in extreme environments such as boiler stacks, exhausts, ovens, furnaces, heat exchangers, hot plates, grills, air-conditioning units, and jet engines

U.S. Production · 6 items

2023: 500,000,000 - <1,000,000,000 lb

(1972) Probably greater than 4.54X10+5 grams

(1975) Probably greater than 4.54X10+5 grams

Silane, dichlorodimethyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1117]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Silane, dichlorodimethyl-. Aggreated National Production Volume: 1 billion lbs and greater.

Industry UsesMonomers
Methods of ManufacturingAction of silicon on methyl chloride in presence of copper catalyst, or by Grignard reaction from methyl chloride and silicon tetrachloride.
Formulations/Preparations · 2 items

Grades of purity: 99+%

Grade: Technical

General Manufacturing Information · 2 items

All Other Basic Inorganic Chemical Manufacturing

Silane, dichlorodimethyl-: ACTIVE

Applications · 5 items

DescriptionDichlorodimethylsilane is a tetrahedral, organosilicon compound with the molecular formula Si(CH3)2Cl2. The compound is a colorless liquid at room temperature, has a pungent odor and readily reacts with water to form both cyclic and linear Si-O chains. On an industrial scale, dichlorodimethylsilane is manufactured as the main precursor to polysilane and dimethylsilicone compounds.

HistoryJames Crafts and Charles Friedel are American chemists who first reported organosilicon compounds in 1863 by synthesizing tetraethylsilane from silicon tetrachloride and diethylzinc. Nevertheless, major progress in organosilicon chemistry occurred when Fredrick Kipping and his students reacted tetrachloride with Grignard reagents to produce diorganodichlorosilanes (R2SiCl2), which they used for their experiments. The dpemand for silicones increased in the 1930s as many aircraft companies needed better insulators for sealing materials and electric motors for aircraft engines; therefore, there was need for efficient synthesis of dichlorodimethylsilane.

UsesDichlorodimethylsilane is used to prepare a resin bound siloxane with tertiary alcohols and it is also used as a reagent for synthesis of optically active ansa-mettallocene polymerization catalysts. It acts as a precursor to silicone and polysilane compounds. It is also used in the glass coating to protect it from micro particles. It is involved in the preparation of resin bound siloxane with reactivity towards tertiary alcohols.

UsesDichlorodimethylsilane can be used as additive for pinacol cyclization; protecting group for diols and carbonyl compounds;precursor for a wide variety of siliconbased reagents.Dichlorodimethylsilane (1) allows clean pinacol cyclization of a keto aldehyde to occur without competition from an aldol reaction (eq 1).

General DescriptionDimethyldichlorosilane appears as a colorless fuming liquid with a pungent odor. Flash point 16 °F. Vapor and liquid may cause burns. Denser than water. Vapors heavier than air.

Preparation methods · 1 item

PreparationDichlorodimethylsilane is prepared by passing methyl chloride through a heated tube packed with copper (I) chloride and ground silicon using Cu2O as the catalyst. Methyl chloride is the passed through a reactor to produce dichlorodimethylsilane. 2 CH3Cl + Si → (CH3)2SiCl2 The other products in this reaction apart from dichlorodimethylsilane include CH3)3SiCl, CH3SiHCl2, and CH3SiCl3, which can be separated fromone another by fractional distillation.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
聊城信立新材料有限公司18963527911 18006357927 · [email protected]

Related reactions

241 records

Compound notes

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