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Home > Encyclopedia > 4-(Trichlorosilyl)cyclohexene

4-(Trichlorosilyl)cyclohexene

4-(Trichlorosilyl)cyclohexene structure

4-(Trichlorosilyl)cyclohexene 

structure
  • CAS No:

    10137-69-6

  • Formula:

    C6H9Cl3Si

  • Chemical Name:

    4-(Trichlorosilyl)cyclohexene

  • Synonyms:

    Cyclohexene,4-(trichlorosilyl)-;Silane,trichloro-3-cyclohexen-1-yl-;4-(Trichlorosilyl)cyclohexene;3-Cyclohexenyltrichlorosilane;1-(Trichlorosilyl)-3-cyclohexene;Trichloro-3-cyclohexen-1-ylsilane

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

colourless fuming liquid Cyclohexenyl trichlorosilane is a colorless fuming liquid. Odor like hydrogen chloride.A colorless liquid with a pungent odor. Flash point of 199°F. Corrosive to metals and tissue. Used to make various silicon containing compounds.


Cyclohexenyltrichlorosilane appears as a colorless liquid with a pungent odor. Flash point of 199°F. Corrosive to metals and tissue. Used to make various silicon containing compounds.


Cyclohexenyltrichlorosilane appears as a colorless liquid with a pungent odor. Flash point of 199°F. Corrosive to metals and tissue. Used to make various silicon containing compounds.

4-(Trichlorosilyl)cyclohexene Basic Attributes

215.58

215.58

233-377-7

1762

Colorless, fuming liquid

2931900090

Characteristics

0

5.93

1.250 g/cm3

<0°C

87-88 °C @ Press: 16 Torr

90°C

1.4905

Reacts violently with water, steam, moist air, alcohols, acetone, light metals with generation of heat and combustible (H2) and corrosive (HCl) gases. on contact with air 3-CYCLOHEXENYLTRICHLOROSILANE gives off HCl gas. REF [Handling Chemicals Safely, 1980 p. 924].

Store in tightly closed containers in a cool, well-ventilated area away from water, steam, and moisture because toxic and corrosive chloride gases, including hydrogen chloride, can be produced. Sources of ignition, such as smoking and open flames, are prohibited where cyclohexenyl trichlorosilane is used, handled, or stored in a manner that could create a potential fire or explosion hazard.

Oral-rat LD50: 2830 mg/kg

Flammable; emits toxic hydrogen chloride gas in water; emits toxic gas in fire

Lower explosive limit: 3.4%; Upper explosive limit: > or = 9.5%

HCl odor

The reaction of organosilanes with halogens and halogen cmpd usually proceeds in good yield through cleavage of the Si--H bond and formation of the silicon-halogen bond. Reaction with fluorine, however, does not proceed satisfactorily because of cleavage of not only the Si--H but also C--Si and C--H bonds. Direct halogenation with chlorination, bromine, and iodine proceeds smoothly, however. /Organosilanes/|Readily hydrolyzed by moisture, with liberation of hydrogen chloride

Reacts violently with water, steam, moist air, alcohols, acetone, light metals with generation of heat and combustible (H2) and corrosive (HCl) gases. on contact with air it gives off HCl gas. REF [Handling Chemicals Safely, 1980 p. 924]. Based on a scenario where the chemical is spilled into an excess of water (at least 5 fold excess of water), half of the maximum theoretical yield of Hydrogen Chloride gas will be created in 12 minutes. After mixing particular chemicals into water, there may be a delay of 1-10 minutes before gas generation may be observed. For this chemical, a 144 second induction time was observed. Experimental details are in the following: "Development of the Table of Initial Isolation and Protective Distances for the 2008 Emergency Response Guidebook", ANL/DIS-09-2, D.F. Brown, H.M. Hartmann, W.A. Freeman, and W.D. Haney, Argonne National Laboratory, Argonne, Illinois, June 2009.

Hydrocarbons, Aliphatic Unsaturated

Water-Reactive

Chlorosilanes, such as CYCLOHEXENYLTRICHLOROSILANE, are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases. Special Hazards of Combustion Products: Irritating, toxic hydrogen chloride and phosgene may be generated in a fire.

Corrosive

Safety Information

II

8

2987

34

26-36/37/39

Storehouse ventilated at low temperature and dry; stored separately from alkali, oxidant and acid

Stable. Probably incompatible with water, alcohols, strong bases, strong oxidizing agents. Probably water sensitive.

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Reacts with surface moisture to form hydrogen chloride, which is corrosive to common metals.|Reacts with water or steam to produce heat and toxic and corrosive fumes.|Steam and moisture form toxic and corrosive chloride gases, including hydrogen chloride. Attacks metals in the presence of moisture. Some chlorosilanes self-ignite in air. Contact with ammonia can cause a self-igniting compound.|Fumes in moist air, releasing /hydrogen chloride/.|With a little ammonia, it forms a self-igniting product. /Chlorosilanes/

Special Hazards of Combustion Products: Irritating, toxic hydrogen chloride and phosgene may be generated in a fire. Behavior in Fire: Difficult to extinguish. Re-ignition may occur. Water applied to adjacent fires will produce hydrogen chloride upon contact with this material. (USCG, 1999)|Corrosives, Flammable - 2nd degree, Reactive - 1st degree

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: See ERG Table 1 - Initial Isolation and Protective Action Distances on the UN/NA 1762 datasheet. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. A vapor-suppressing foam may be used to reduce vapors. FOR CHLOROSILANES, use AFFF alcohol-resistant medium-expansion foam to reduce vapors. DO NOT GET WATER on spilled substance or inside containers. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Prevent entry into waterways, sewers, basements or confined areas. SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. (ERG, 2016)

Acid-vapor type air respirator; rubber gloves; chemical worker's goggles; other protective equipment as necessary to protect skin and eyes. (USCG, 1999)|Acid-vapor type respiratory protection; rubber gloves; chemical worker's goggles; other protective equipment as necessary to protect eyes and skin.|Those who have to handle ... /chlorosilanes/ should wear goggles and if necessary a /NIOSH approved respirator/. Handling should be done as far as possible under suitably ventilated hoods. /Chlorosilanes/

Combustible when exposed to heat or flame.

Lower explosive limit: 3.4%; Upper explosive limit: > or = 9.5%

Use dry chemical, carbon dioxide, or foam extinguishers. Fire may restart after it has been extinguished. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Containers may explode in when exposed to fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position.|Wear positive pressure self-contained breathing apparatus ... Wear approrpiate chemical protective gloves, boots, and goggles.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.|Evacuate and restrict persons not wearing protective equipment from area of spill or leak until clean-up is complete. Remove all ignition sources. Ventilate area of spill or leak. Absorb liquids in vermiculite, dry sand, earth, or a similar material and deposit in sealed containers. Keep cyclohexenyl trichlorosilane out of a confined space, such as a sewer, because of the possibility of an explosion, unless the sewer is designed to prevent the build-up of explosive concentrations. It may be necessary to contain and dispose of cyclohexenyl trichlorosilane as a hazardous waste. Contact your Department of Environmental Protection (DEP) or your regional office of the federal Environmental Protection Agency (EPA) for specific recommendations.|Environmental considerations - land spill: dig a pit, pond, lagoon, holding area to contain liquid or solid material /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner/; dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete; absorb bulk liquid with fly ash, cement powder, or commercial sorbents.|Environmental considerations - water spill: use natural barriers or oil spill control booms to limit spill travel; remove trapped material with suction hoses.|Environmental considerations - air spill: apply water spray or mist to knock down vapors.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|SRP: Contaminated protective clothing should be segregated in a manner that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|If material not on fire and not involved in fire: keep sparks, flames, and other sources of ignition away; keep material out of water sources and sewers; build dikes to contain flow as necessary; use water spray to knock down vapors; do not use water on material itself; neutralize spilled material with crushed limestone, soda ash, or lime.|For more Preventive Measures (Complete) data for Cyclohexenyltrichlorosilane (8 total), please visit the HSDB record page.

If ... THERE IS NO FIRE, go directly to the Table of Initial Isolation and Protective Action Distances /(see table below)/ ... to obtain initial isolation and protective action distances. IF THERE IS A FIRE, or IF A FIRE IS INVOLVED, go directly to the appropriate guide /(see guide(s) below)/ and use the evacuation information shown under PUBLIC SAFETY. /Cyclohexenyltrichlorosilane (when spilled in water)/|Table of Water-Reactive Materials Which Produce Toxic Gases|/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.|/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Health: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat which will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|For more DOT Emergency Guidelines (Complete) data for Cyclohexenyltrichlorosilane (10 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Irritating to eyes, nose, and throat. Harmful if inhaled.|Hazard warning: the vapors have adequate warning properties of irritation of the eye, nose, and respiratory passages before sufficient exposure occurs to cause injury to the eyes. The principal danger is from splash contamination. /Chlorosilanes/|Causes severe eye and skin burns. Serious health hazard. May be harmful if inhaled. Irritating to eye, skin, and respiratory system. /Dimethylchlorosilane/|A skin and severe eye irritant.|/SRP: All chlorosilanes release hydrogen chloride in the presence of water/water vapor./ All the chlorosilanes were found to cause severe damage of the cornea and lids. More severe damage was caused by the alkylchlorosilanes than by tetrachlorosilane (silicone tetrachloride). The principal danger is from splash contamination. /Chlorosilanes/|An eye and severe skin irritant.

D003; A waste containing cyclohexenyltrichlorosilane may (or may not) be characterized a hazardous waste following testing for the reactivity characteristics as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations.

D003; A solid waste containing cyclohexenyltrichlorosilane 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.

Toxicity

practically nontoxic

LD50 Rat oral 2830 mg/kg|LD50 Rabbit skin 630 mg/kg

Chlorosilane compounds' production and use as intermediates for silicone products may result in their release to the environment through various waste streams. However, these compounds decompose to release hydrogen chloride upon contact with water or steam. Therefore, volatilization, biodegradation, and bioconcentration are not expected to be important environmental fate processes. /Chlorosilanes/ (SRC)

Silane compounds decompose upon contact with water or steam to produce heat and toxic and corrosive fumes of hydrogen chloride. Silane ignites spontaneously in air(1,2). With a little ammonia, it forms a self-igniting product(1). /Chlorosilanes/

Drug Information

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

Inhalation causes irritation of mucous membrane. Contact with eyes or skin causes severe burns. Ingestion causes severe burns of mouth and stomach. (USCG, 1999)

Get medical attention immediately following all exposures to this compound. INHALATION: remove from exposure; support respiration. EYES: flush with water for 15 min. SKIN: flush with water. INGESTION: give large amounts of water. (USCG, 1999)

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Silane, Chlorosilane, and Related Compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal (refer to ingestion protocol in Section Three ... . Cover skin burns with sterile dressings after decontamination ... . /Silane, Chlorosilane, and Related Compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Early intubation at the first sign of upper airway obstruction may be necessary. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Silane, Chlorosilane, and related compounds/

/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/ 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/ Causes severe eye and skin burns. Serious health hazard. May be harmful if inhaled. Irritating to eye, skin, and respiratory system. /Dimethylchlorosilane/|/SIGNS AND SYMPTOMS/ Short Term Exposure: cyclohexenyl trichlorosilane can affect you when breathed in. Exposure can irritate the lungs causing coughing and/or shortness of breath. Higher exposures can cause a build-up of fluid (pulmonary edema), a medical emergency. This can cause death. Cyclohexenyl trichlorosilane is a corrosive chemical and contact can cause severe skin and eye burns. Exposure can irritate the eyes, nose, and throat. Long Term Exposure: Repeated exposure may cause bronchitis to develop with phlegm and shortness of breath.|/OTHER TOXICITY INFORMATION/ /Chlorosilanes/, considered non-corrosive in their natural, dry state, may become corrosive when in contact with water or moisture of skin and mucous membranes ... During ... hydrolysis, corrosive halogen compounds are released. /Chlorosilanes/

4-(Trichlorosilyl)cyclohexene Use and Manufacturing

GRADE: Technical

Cyclohexene, 4-(trichlorosilyl)-: ACTIVE

Fire Hazards -> Corrosives, Flammable - 2nd degree, Reactive - 1st degree

Computed Properties

Molecular Weight:215.6
Exact Mass:213.953910
Monoisotopic Mass:213.953910
Heavy Atom Count:10
Complexity:138
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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