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HCID 7521作成日:2026年10月23日

ポリ(2-ビニルピリジン)

2-ビニルピリジン · 2-エテニルピリジン · 2ビニルピリジン · 2‐ビニルピリジン · Pyridine, 2-ethenyl- · 2VP · 2-Ethenylpyridine · Betahistine EP Impurity A

https://huagongshe.com/ja/chemical/7521

ポリ(2-ビニルピリジン) の分子構造式

識別子と物理属性

CAS No.100-69-6
分子式C7H7N
平均分子量105.14 g/mol
単同位体質量105.05784922 g/mol
SMILESC=Cc1ccccn1
InChIKeyKGIGUEBEKRSTEW-UHFFFAOYSA-N
PubChem CID7521
ChEMBLCHEMBL2134875
EC No.202-879-8
DTXSIDDTXSID1026667
現地名2-ビニルピリジン

化学・物理的性質

XLogP1.5
極性表面積12.9
水素結合供与体数0
水素結合受容体数1
回転可能結合数1
重原子数8
形式電荷0
複雑度78.5
物質分類Nitrogen Compounds -> Pyridines
SpringerMaterials PropertiesDielectric constant
LogP(分配係数)log Kow= 1.541.39
臭いPungent unpleasant odor
密度0.9985 @ 20 °C/0 °CRelative density (water = 1): 1.000.975 g/mL at 25 °C(lit.)
Viscosity1.17 mPa.s @ 20 °C
Color/FormCOLORLESS LIQUID
溶解度Very soluble in alcohol, ether, acetoneSoluble in oxygenated and chlorinated solventsIn water, 2.75X10+4 mg/l @ 20 °CSolubility in water: moderate27g/リットル2.5g/100mL(20℃)
引火点The Guide in the 42 °C116 °F
沸点159.5 °C159-160 °C79-82 °C29 mm Hg(lit.)
DecompositionDECOMPOSITION BY HEAT IS ACCOMPANIED BY RELEASE OF DANGEROUS CYANIDE FUMES.When heated to decomp ... emits toxic fumes of /nitrogen oxides/.
臭気閾値Odor Threshold Low: 0.3 [ppm]THE ODOR OF 2-VINYLPYRIDINE CAN BE DETECTED @ LEVELS OF APPROX 0.3 PPM & IS QUITE STRONG @ 0.5 PPM.1.16 mg/cu m (odor low)1.94 mg/cu m (odor high).
融点-50 °C
蒸気圧10 mm Hg ( 44.5 °C)
屈折率n20/D 1.549(lit.)
貯蔵条件Store at -20°C.
外観・状態液体
pKa(酸解離定数)pK1:4.98(+1) (25°C)
色クリアブラウン
pH8 (100g/l, H2O, 20℃)
爆発限界1.3-10.7%(V)
BRN104505
ヘンリー定数7.0×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
安定性不安定少量の tert-ブチルカテコールで安定化できます。熱に弱い - 凍結保存。可燃性。強酸化剤、強塩基、強酸とは相容れない。
InChI1S/C7H7N/c1-2-7-5-3-4-6-8-7/h2-6H,1H2
InChIKeyKGIGUEBEKRSTEW-UHFFFAOYSA-N
SMILESC=Cc1ccccn1
LogP(分配係数)1.54 at 25℃
CAS データベース100-69-6(CAS DataBase Reference)
NISTの化学物質情報Pyridine, 2-ethenyl-(100-69-6)
EPAの化学物質情報2-Vinylpyridine (100-69-6)

化学的特性

The odor of 2-vinylpyridine can be detected at exposure levels below 1 ppm (v/v). The unpleasant odor can be tolerated at concentrations that can produce acute symptoms and irritation. Special precautions should be taken to avoid skin and eye contact, as well as inhalation of the vapor.

安全性と法規制

GHS 分類This chemical does not meet GHS hazard criteria for 26.4% (57 of 216) of reports.DangerH226 (55.6%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 216 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報Chemical: Pyridine, 2-ethenyl-Pyridine, 2-ethenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyridine, 2-ethenyl- 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: 24-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/132852-Vinylpyridine (stabilized with 4-t-butylpyrocatechol): Does not have an individual approval but may be used under an appropriate group standard
火災危険Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 32 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion. See Chemical Dangers.
火災の可能性FIRE HAZARD IS MODERATE.
有害性の概要A skin, eye, nose, and mucous membrane irritantMay cause skin burns and sensitizationEmergency treatment: PyridinePyridine is an irritant that causes CNS depression after ingestion of 1/2 cup or inhalation of 6-12 ppmIt can cause liver and kidney injury[HSDB] May cause delayed burns to skinA severe eye and respiratory tract irritantMay cause skin sensitization[ICSC] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitisMay be absorbed through skin[Alfa Aesar MSDS] May cause burnsToxic if swallowedHarmful if inhaledMay cause allergic skin reactions[Aldrich MSDS] Vinylpyridines, stabilized (UN3073) has warning of explosive polymerization[ERG 2016] See Pyridine.
UN 分類UN Hazard Class: 6.1UN Subsidiary Risks: 3 and 8UN Pack Group: II
Chemical DangersThe substance violently polymerizes. This generates fire or explosion hazard. May decompose explosively on shock, friction or concussion. Decomposes on heating and on burning. This produces toxic fumes of cyanide and nitrogen oxides. Reacts violently with strong oxidants.
Packaging and LabellingDo not transport with food and feedstuffs.
DOT Emergency Guidelines/GUIDE 131P: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXICmay 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, inhibitedVinylpyridines, 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/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/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 ONLYit is not effective in spill situations where direct contact with the substance is possible. /Vinylpyridines, inhibitedFor more DOT Emergency Guidelines (Complete) data for 2-VINYLPYRIDINE (8 total), please visit the HSDB record page.
Peroxide Forming ChemicalVinyl pyridineC: Compounds that autopolymerize due to peroxide formation if inhibitors are depleated or not presentKelly
Hazard Classes and CategoriesFlam. Liq. 3 (55.6%)Flammable liquids - Category 3
Shipment Methods and RegulationsNo 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.
Shipping Name/ Number DOT/UN/NA/IMOUN 3073Vinylpyridines, inhibitedIMO 6.1
消火Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
応急処置措置Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap. 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. Give one or two glasses of water to drink. Refer for medical attention .
安全保管Fireproof. Separated from strong oxidants, strong acids and food and feedstuffs. Keep in the dark. Well closed. Store only if stabilized.
処分方法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.
漏出処分Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: chemical protection suit.
Preventive MeasuresALL OPERATIONS INVOLVING HANDLING ... SHOULD BE CONDUCTED IN WELL-VENTILATED CONDITIONSPROCESS PLANT SHOULD ... BE ENCLOSED & FITTED WITH LOCAL EXHAUST VENTILATION.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.ACUTE TOXICITY INFORMATION ON ANIMALS & EXPERIENCE WITH INTERMITTENT EXPOSURES IN MAN SHOW THAT MORE THAN ORDINARY CARE IS NEEDED TO AVOID SKIN CONTACT & INHALATION.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.
Eye PreventionWear face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames, NO sparks and NO smoking. Above 32 °C use a closed system, ventilation and explosion-proof electrical equipment. Do NOT expose to friction or shock.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionPREVENT GENERATION OF MISTS! AVOID ALL CONTACT!
Ingestion PreventionDo not eat, drink, or smoke during work.
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.54(2) and a regression-derived equation(3), indicates that 2-vinylpyridine is expected to have moderate mobility in soil(SRC). 2-Vinylpyridine has a pKa of 4.98(6), 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-vinylpyridine is expected to be much lower in acidic soils than in neutral or alkaline soil(SRC). Volatilization of the neutral species of 2-vinylpyridine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(4), however, the protonated form will not volatilize(SRC). The potential for volatilization of 2-vinylpyridine from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 2.6 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation of 2-vinylpyridine in soil is not expected to be a major fate process based on a single aerobic screening test showing that 2-vinylpyridine was not biodegraded over a 4-week period(2).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.54(2)and a regression-derived equation(3), indicates that 2-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 3.6X10-6 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 10 and 80 days, respectively(SRC). The pKa of 2-vinylpyridine is 4.98(7), 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), a estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation of 2-vinylpyridine in water is not expected to be a major fate process based on a single aerobic screening test showing that 2-vinylpyridine was not biodegraded over a 4 week period(2).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-vinylpyridine, which has an estimated vapor pressure of 2.6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-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 6.8 hours(SRC), calculated from its rate constant of 5.67X10-11 cu cm/molecule-sec at 25 °C(3). Vapor-phase 2-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).
有害作用Neurotoxin - Other CNS neurotoxin
暴露経路The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Signs and SymptomsCough. Headache. Nausea. Sore throat.MAY BE ABSORBED! Redness. Serious skin burns. Pain. Further see Inhalation.Redness. Pain.Further see Inhalation.
Effluent Concentrations2-Vinylpyridine was detected in 2 of 21 industrial categories of wastewater effluents(1). Extract from the wastewater of a public owned sewage treatment works contained 2-vinylpyridine at an average concn of 68 mg/land the extract from wastewater of a rubber processing facility contained 2-vinylpyridine at an average concn of 209 mg/l(1).
Soil Adsorption/MobilityThe Koc of 2-vinylpyridine is estimated as 160(SRC), using a measured log Kow of 1.54(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2-vinylpyridine is expected to have moderate mobility in soil. The pKa of 2-vinylpyridine is 4.98(4), 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-vinylpyridine is expected to be greater in acidic soils(SRC).
TSCA Test Submissions2-Vinylpyridine (CAS # 100-60-6, 97.34%) was evaluated for subchronic oral toxicity in Crl:CD rats (30/sex/dose level) gavaged with doses of 0, 20, 60, or 180 mg/kg/day, 5 days/week for approximately 43 or 92 days. Three female rats (2/30 at 180 mg/kg/day, 1/30 at 60 mg/kg/day) died of a potential toxic cause on Days 15, 65, and 42, respectively. High dose rats exhibited clinical signs including convulsions and sialorrhea. A high dose regimen was also associated with diminished weight gain with decreased feed consumption in males, reduced feed consumption in 92-day females, slight platelet count elevations (males and females), and slightly depressed aspartate aminotransferase activity in males. On necropsy, "relevent lesions" in the study lethalities included pulmonary congestion and hemorrhage and sanguinous nasal discharge in the 65-day high dose femalecongested lungs in the 15-day high dose femalesalivation and hyperemic lungs in the 42-day 60 mg/kg female. While microscopic examination suggested gavage error as cause of death in 2 lethalities, one high-dose female exhibited slight congestion of lungs, liver, and kidneys, and minor hemorrhage of the thymus. At terminal necropsy, organ weights were increased, including relative liver (60, 180 mg/kg/day males and females), kidney (all-dose males and 180 mg/kg females), brain (180 mg/kg/day males), adrenal (20, 180 mg/kg/day males), testes (180 mg/kg/day males), and ovary (180 mg/kg/day females) weights. Increased organ weights were also significant on Interim 43-day sacrifice, including relative liver (60, 180 mg/kg males180 mg/kg females), kidney (180 mg/kg males), brain (20, 180 mg/kg males), adrenal (20, 180 mg/kg/day males), and testes (20, 180 mg/kg/day males) weightsabsolute heart and relative heart to brain ratios were significantly decreased in 92-day males, while 43-day 20 mg/kg/day females had increased relative heart to brain ratios. Both 60 and 180 mg/kg/day regimens in males and females were associated with hemorrhage and thickening of the epithelial nonglandular stomach, the epithelial expansion attributable to acanthosis, hyperkeratosis, acute inflammatory cell infiltrates, and cytodegenerative necrosis on microscopic exam. Treatment-related lesions were not observed in 20 mg/kg/day males or females.
Human Toxicity ExcerptsBRIEF EXPOSURES TO UNDETERMINED CONCN OF /2-VINYLPYRIDINE/ DURING LAB USE ... CAUSED EYE, NOSE & THROAT IRRITATION ... HEADACHE, NAUSEA, NERVOUSNESS, & ANOREXIA. SYSTEMIC SYMPTOMS ARE MILD TO TRANSIENT RESEMBLING THOSE OBSERVED WITH PYRIDINE EXPOSURES ... APPARENTLY PRODUCED BY LOWER CONCN.DIRECT SKIN CONTACT WITH THE LIQUID RESULTS IN BURNING PAIN, FOLLOWED BY FAIRLY SEVERE SKIN BURNS IN SPITE OF IMMEDIATE ATTEMPTS TO CLEANSE THE SKIN. BURNS DEVELOP REDDISH BROWN COLOR THAT DISAPPEARS IN ... ABOUT 1 MO. SKIN SENSITIZATION HAS BEEN OBSERVED ... .AT ... CONCN ... /ABOVE 0.5 PPM 2-VINYLPYRIDINE HAS/ A VERY UNPLEASANT NAUSEATING ODOR. ... THE UNPLEASANT ODOR CAN BE TOLERATED @ CONCN THAT WILL PRODUCE ACUTE SYMPTOMS & IRRITATIONS.INHALATION TOXICITY OF 4-VINYLPYRIDINE IS GREATER THAN ... 2-VINYLPYRIDINE, & 4-VINYLPYRIDINE IS DEFINITELY MORE IRRITATING TO MUCOUS MEMBRANES.For more Human Toxicity Excerpts (Complete) data for 2-VINYLPYRIDINE (6 total), please visit the HSDB record page.
Artificial Pollution Sources2-Vinylpyridine's production and use as a monomer for polyvinylpyridine polymers used as tire-cord binders(1), in synthetic rubbers, photographic film, ion exchange resins as well as in pharmaceuticals(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: 2-Vinylpyridine, present at 100 mg/l, was not biodegraded, as measured by BOD, in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(1).
Environmental BioconcentrationAn estimated BCF of 3 was calculated for 2-vinylpyridine(SRC), using a log Kow of 1.54(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).
Volatilization from Water/SoilThe Henry's Law constant for 2-vinylpyridine is estimated as 3.6X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-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 10 hours(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 80 days(SRC). 2-Vinylpyridine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). However, 2-vinylpyridine is a weak base with a pKa of 4.98(4), which indicates this compound will partially exist in the protonated form in acidic conditionscations do not volatilize from either moist soil or water surfaces. The potential for volatilization of 2-vinylpyridine from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 2.6 mm Hg(SRC), determined from a fragment constant method(3).
F8-19
水環境危害等級(WGK)3
TSCA 収載状態TSCA listed
RTECS 番号UU1040000
輸送番号(UN)UN 3073 6.1/PG 2
毒性LD50 orally in Rabbit: 100 mg/kg
PRTR法第一種指定化学物質
税関コード29333999
危険文句(R)10-20-25-34-42/43-36-51/53-43-21/22
化審法(5)-716
安衛法変異原性物質
消防法危-4-2-III
危険表示T,C,F,N
hazard_noteToxic
安全措置(S)16-23-26-36/37/39-45-28A-61
危険等級6.1Acute Tox. 3 DermalAcute Tox. 4 OralAquatic Chronic 2Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1
包装等級II
自然発火温度440 °C
環境リスク評価2-ビニルピリジン(100-69-6)
貯蔵分類3 - Flammable liquids
有害物質データ100-69-6(Hazardous Substances Data)

用途

用途

有機合成原料(接着剤、医薬、樹脂)。

使用

2-Vinylpyridine is a pyridine deriviative used in the preparation of poly(2-vinylpyridine) via radical polymerization. 2-Vinylpyridine is used to improve effectiveness of protective polymer coatings o n metals. 2-Vinylpyridine is an impurity of Betahistine (B324000).

一般的な説明

2-Vinylpyridine (2VP) is a water soluble pyridine derivative that can be used in the synthesis of poly(2-vinylpyridine) (P2VP) by anionic polymerization. It can be industrially prepared by treatment of 2-methylpyridine with an aqueous solution of formaldehyde in a temperature range of 150-200°C.

製法・合成法

純化方法

Steam distil it, then dry it with MgSO4 and distil it in a vacuum. [Beilstein 20 H 256, 20 III/IV 2884, 20/6 V 211.]