2-Methyl-5-vinylpyridine
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2-Methyl-5-vinylpyridine
structure -
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CAS No:
140-76-1
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Formula:
C8H9N
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Chemical Name:
2-Methyl-5-vinylpyridine
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Synonyms:
Pyridine,5-ethenyl-2-methyl-;2-Picoline,5-vinyl-;5-Ethenyl-2-methylpyridine;2-Methyl-5-vinylpyridine;5-Vinyl-2-picoline;20260-76-8
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CAS No:
Description
Clear to faintly opalescent liquid. Combustible. 2-Methyl-5-vinylpyridine is a clear to faintly opalescent liquid.Clear to faintly opalescent liquid. Used as a monomer for resins, as an oil additive, ore flotation agent; and dye acceptor.
Pyridine, 2-methyl-5-vinyl- is a clear to faintly opalescent liquid. Used as a monomer for resins, as an oil additive, ore flotation agent; and dye acceptor. (EPA, 1998)
Pyridine, 2-methyl-5-vinyl- is a clear to faintly opalescent liquid. Used as a monomer for resins, as an oil additive, ore flotation agent; and dye acceptor. (EPA, 1998)
2-Methyl-5-vinylpyridine Basic Attributes
119.167
119.16
205-432-5
34ET764YF8
2810|3073
DTXSID2059699
Clear to faintly opalescent liquid
2933399090
Characteristics
12.9
1.92
Pyridine, 2-methyl-5-vinyl- is a clear to faintly opalescent liquid. Used as a monomer for resins, as an oil additive, ore flotation agent; and dye acceptor. (EPA, 1998)
0.978-0.982 g/cm3 @ Temp: 20 °C
-12.0 °C
181 °C
73.9 deg C (Open cup)
1.5330 (estimate)
1.18 mm Hg @ 25 deg C
LD50 oral in rat: 1300uL/kg
pKa = 5.67 (conjugate acid)
Freezing point: -14.3 °C /Anhydrous/|Vinylpridines are reactive Michael acceptors and form useful polymers. /Vinylpyridines/
No rapid reaction with air. No rapid reaction with water.
Amines, Phosphines, and Pyridines
Polymerizable
PYRIDINE, 2-METHYL-5-VINYL- neutralizes acids in exothermic reactions to form salts plus water. Can polymerize exothermically. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Safety Information
III
6.1(b)
UN3073 Vinylpyridines, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3- Flammable liquid, 8-Corrosive material. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.2810
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P272, P280, P284, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
H226
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
USEPA; Chemical Profile: Pyridine, 2-methyl-5-vinyl (1985)
When heated to decomposition, it emits toxic fumes of nitrogen oxides. (Non-Specific -- Combustible Liquid, n.o.s.) Flammable/combustible material; may be ignited by heat, sparks, or flames. Vapors may travel to a source of ignition and flash back. Container may explode in heat of fire. (EPA, 1998)|Flammable - 2nd degree
|Danger|H302 (91.67%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P271, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 12 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
(Non-Specific -- Combustible Liquid, n.o.s.) Wear self-contained (positive pressure if available) breathing apparatus and full protective clothing. Isolate for 1/2 mile in all directions if tank car or truck is involved in fire. Move container from fire area if you can do so without risk. Spray cooling water on containers that are exposed to flames until well after fire is out. For massive fire in cargo area, use unmanned hose holder or monitor nozzles; if this is impossible, withdraw from area and let fire burn. Withdraw immediately in case of rising sound from venting safety device or any discoloration of tank due to fire. It is combustible. (Non-Specific -- Combustible Liquid, n.o.s.) Extinguish with dry chemical, carbon dioxide, water spray, fog, or foam. (EPA, 1998)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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: Increase, in the downwind direction, as necessary, the isolation distance shown above. 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)
(Non-Specific -- Combustible Liquid, n.o.s.) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Shut off ignition sources; no flares, smoking, or flames in hazard area. Stop leak if you can do so without risk. Use water spray to reduce vapors. Absorb spills with sand or noncombustible absorbent material. For large spills dike far ahead. (EPA, 1998)
For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)|Vapor concentration: 250 ppm or less; a chemical cartridge respirator with a full facepiece and an organic vapor cartridge(s), a gas mask with a chin-style or a front- or back-mounted organic vapor canister, any supplied-air respirator with a full facepiece, helmet, or hood, or any self-contained breathing apparatus with a full facepiece. 3600 ppm or less: a Type C supplied-air respirator with a full facepiece operated in pressure-demand or other positive pressure mode or with a full facepiece, helmet, or hood operated in continuous-flow mode. Greater than 3600 ppm or entry and escape from unknown concentrations: self-contained breathing apparatus with a full facepiece operated in pressure-demand or other positive pressure mode. /Pyridine/|Depending on the extent of possible contact, workers should be provided with personal protective equipment. A charcoal gas mask canister respirator has been found to be effective against a 2% pyridine concentration at 30 l/min for 1 hr. Rubber and plastic gloves should not be relied upon to prevent skin contact because pyridine and many of its derivatives penetrate these materials ... . /Pyridine, homologs, and derivatives/
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.
/GUIDE 131P: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Vinylpyridines, inhibited; Vinylpyridines, stabilized/|/GUIDE 131P: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Vinylpyridines, inhibited; Vinylpyridines, stabilized/|/GUIDE 131P: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Vinylpyridines, inhibited; Vinylpyridines, stabilized/|/GUIDE 131P: FLAMMABLE LIQUIDS-TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Vinylpyridines, inhibited; Vinylpyridines, stabilized/|For more DOT Emergency Guidelines (Complete) data for PYRIDINE, 2-METHYL-5-VINYL (8 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.
Moderate skin irritant ... moderate to severe eye irritant.
| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.
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. Pyridine, 2-methyl-5-vinyl 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.
Toxicity
LD50 Rabbit skin 0.8 ml/kg to 4 ml/kg.|LD50 Rat oral 1167 mg/kg|LC50 Rat inhalation 189 mg/cu m/2 hr|LD50 Rat sc 1290 mg/kg|For more Non-Human Toxicity Values (Complete) data for PYRIDINE, 2-METHYL-5-VINYL (8 total), please visit the HSDB record page.
2-Methyl-5-vinylpyridine's production and use as a monomer for resins, oil additive, ore flotation agent and dye acceptor(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that 2-methyl-5-vinylpyridine is expected to have moderate mobility in soil(SRC). 2-Methyl-5-vinylpyridine has a pKa of 5.67(5), which indicates that this compound will partially exist in the protonated form in moist acidic soils, and cations adsorb more strongly to soils than neutral molecules. Therefore, the mobility of 2-methyl-5-vinylpyridine is expected to be much lower in acidic soils than in neutral or alkaline soil(SRC). Volatilization of the neutral species of 2-methyl-5-vinylpyridine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.4X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, the protonated form will not volatilize(SRC). The potential for volatilization of 2-methyl-5-vinylpyridine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 1.18 mm Hg(4). Biodegradation data were not located for 2-methyl-5-vinylpyridine; however a structurally-similar compound, 2-methyl-5-ethylpyridine was not biodegraded during a 28-day chemostat experiment(6) indicating that this compound may also be resistant to biodegradation in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that 2-methyl-5-vinylpyridine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.4X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 9 and 71 days, respectively(SRC). The pKa of 2-methyl-5-vinylpyridine is 5.67(8), indicating this compound will partially exist in the ionized form in acidic waters and cations do not volatilize(SRC). According to a classification scheme(5), an estimated BCF of 11(SRC), from an estimated log Kow of 2.25(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not located for 2-methyl-5-vinylpyridine; however a structurally-similar compound, 2-methyl-5-ethylpyridine, was not biodegraded during a 28-day chemostat experiment(9) indicating that this compound may also be resistant to biodegradation in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-methyl-5-vinylpyridine, which has a vapor pressure of 1.18 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase 2-methyl-5-vinylpyridine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 14 hours(SRC), calculated from its rate constant of 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Vapor-phase 2-methyl-5-vinylpyridine is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 13 hours(SRC), calculated from its rate constant of 2.1X10-17 cu cm/molecule-sec at 25 °C(SRC), determined using a structure estimation method(3).
The rate constant for the vapor-phase reaction of 2-methyl-5-vinylpyridine with photochemically-produced hydroxyl radicals has been estimated as 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 14 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 2-methyl-5-vinylpyridine with ozone has been estimated as 2.1X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). 2-Methyl-5-vinylpyridine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Data are not available to assess this compound's potential for direct photolysis. A pKa of 5.67(4) indicates 2-methyl-5-vinylpyridine will partially exist in the protonated form in acidic waters and soils.
An estimated BCF of 11 was calculated for 2-methyl-5-vinylpyridine(SRC), using an estimated log Kow of 2.3(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2-methyl-5-vinylpyridine can be estimated to be 170(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-methyl-5-vinylpyridine is expected to have moderate mobility in soil. The pKa of 2-methyl-5-vinylpyridine is 5.67(3), which indicates that this compound will partially exist in the protonated form under acidic conditions. Cations adsorb more strongly to soil surfaces than neutral molecules thus adsorption of 2-methyl-5-vinylpyridine is expected to be greater in acidic soils(SRC).
The Henry's Law constant for 2-methyl-5-vinylpyridine is estimated as 4.4X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-methyl-5-vinylpyridine is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 9 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 71 days(SRC). 2-Methyl-5-vinylpyridine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). However, 2-methyl-5-vinylpyridine is a weak base with a pKa of 5.67(3), which indicates this compound will partially exist in the protonated form in acidic conditions; cations do not volatilize from either moist soil or water surfaces. The potential for volatilization of 2-methyl-5-vinylpyridine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 1.18 mm Hg(4).
The most probable human exposure to 2-methyl-5-vinylpyridine would be occupational exposure, which may occur through dermal contact or inhalation at places where it is produced or used. (SRC)
Drug Information
PYRIDINE & ITS ALKYL DERIVATIVES ARE ABSORBED FROM GI TRACT, INTRAPERITONEAL CAVITY & LUNGS. PERITONEAL ABSORPTION IS APPARENTLY ONLY SLIGHTLY MORE RAPID & COMPLETE THAN GI ABSORPTION ... IN GENERAL THE BASES ARE RAPIDLY ABSORBED THROUGH INTACT SKIN. /ALKYL DERIVATIVES OF PYRIDINE/
This material is moderately toxic by ingestion, inhalation, and absorption through the skin. (EPA, 1998)
Warning: Pyridine, 2-methyl-5-vinyl- is toxic by ingestion, inhalation, and dermal exposure. Signs and Symptoms of Pyridine, 2-Methyl-5-Vinyl Exposure: Signs and symptoms of acute exposure to pyridine, 2-methyl-5-vinyl-may include headache, dizziness, weakness, wheezing, hypersensi-tivity dermatitis, and nausea. Exposure to vapors may cause suffocation. Emergency Life-Support Procedures: Acute exposure to pyridine, 2-methyl-5-vinyl- exposure may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to pyridine, 2-methyl-5-vinyl-. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to pyridine, 2-methyl-5-vinyl-. 2. Evaluate vital signs including pulse and respiratory rate and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 2. DO NOT induce vomiting. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. (EPA, 1998)
/SRP:/ Basic treatment: Establish a patent airway. 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 ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline 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 ... . /Aromatic hydrocarbons and related compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aromatic hydrocarbons and related compounds/
Exposures to the picolines may give rise to flushing of the face, skin rash, an increase in heart and respiration rates, headache, giddiness, nausea and vomiting. /Picolines/
2-methyl-5-vinylpyridine
2-Methyl-5-vinylpyridine Use and Manufacturing
Vinylpyridines are produced by the condensation of formaldehyde with methylpyridines.
Monomer for resins, oil additive, ore flotationagent, dye acceptor.
Pyridine, 5-ethenyl-2-methyl-: ACTIVE|Pyridine, 5-ethenyl-2-methyl-, homopolymer: INACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).|The polymer of 2-methyl-5-vinylpyridine was formerly used as a coating material for medicine tablets; today, it is not used at all.
NIOSH Method 1613. Analysis of air samples for pyridine using gas chromatography with FID detection. Working range of 1 to 14 ppm (3 to 45 mg/cu m) for a 100-L air sample. /Pyridine/|Pyridine and its derivatives in water and sediment were determined by gas chromatography. Recovery was 95, 90, and 84% from purified water, river water, and sediment, respectively. The detection limit was 0.001 mg/l water and 0.01 mg/l sediment. /Pyridine and its derivatives/
Fire Hazards -> Flammable - 2nd degree
Computed Properties
Molecular Weight:119.16
XLogP3:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:119.073499291
Monoisotopic Mass:119.073499291
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:98.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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