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N-(3-クロロフェニル)カルバミド酸4-クロロ-2-ブチニル

Barban

HCID 7551
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
101-27-9
標準SMILES
O=C(Nc1cccc(Cl)c1)OCC#CCCl
InChIKey
MCOQHIWZJUDQIC-UHFFFAOYSA-N
分子式
C11H9Cl2NO2
平均分子量
258.1 g/mol
単同位体質量
257.0010339

概要

Barban is a crystalline solid. Water solubility is 11 ppm at 20 °C. Used as a selective herbicide.

名称と識別子

優先名称
Barban
IUPAC
4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate
現地名
N-(3-クロロフェニル)カルバミド酸4-クロロ-2-ブチニル
英語名
BARBAN
分子式
C11H9Cl2NO2
分子量
258.1

名称と別名

BARBAN101-27-9BarbamateBarbaneCarbyneChlorinatCarbinNeobanCarbyne (herbicide)4-Chlorobut-2-ynyl 3-chlorophenylcarbamateFisons B254-Chloro-2-butynyl m-chlorocarbanilate
名称をさらに表示
バーバンカルビン【農薬】バルバンバーバマートCBN剤N-(3-クロロフェニル)カルバミド酸4-クロロ-2-ブチニルオアタックスクロリナトバーバン標準品N‐(3‐クロロフェニル)カルバミド酸4‐クロロ‐2‐ブチニルCS_N-11123-100MG_バーバン(3-クロロフェニル)カルバミン酸4-クロロブト-2-イン-1-イルバーバメート標準品バーバメート STANDARDバーバン (0.1 MG/ML アセトニトリル溶液)バーバメート Standard, 100 µg/mL in MeOH4-クロロブタ-2-イン-1-イル N-(3-クロロフェニル)カルバマートカルビンOataxA 980a-980C-847S 847s-847
4-chlorobut-2-yn-1-yl (3-chlorophenyl)carbamate4-Chloro-2-butynyl 3-chlorocarbanilate4-Chloro-2-butynyl N-(3-chlorophenyl)carbamateCaryneCaswell No. 068CS-847DTXSID3041617Carbamic acid, (3-chlorophenyl)-, 4-chloro-2-butynyl ester

物性

構造計算による物性

XLogP
3.2
極性表面積
38.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
3
重原子数
16
形式電荷
0
複雑度
295

実験および物理化学的性質

SpringerMaterials PropertiesFusion temperature
Pesticides · 4 件

Herbicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Herbicides, Other

Pesticide

LogPlog Kow = 3.41 /Estimated/
OdorODORLESS SOLID
Density1.403 g/cu cm at 25 °C
Color/Form · 3 件

Crystalline solid

COLORLESS

Crystals from n-hexane + benzene

Solubility · 2 件

At 25 °C g/100 g solvent: benzene 32.7 g; n-butylbenzene 11.3 g; n-dodecane less than 0.1 g; n-hexane 0.14 g; isopropylbenzene less than 7.0 g; kerosene 0.39 g; toluene 25.7 g; 2,2,4-trimethylpentane more than 0.3 g; xylene 27.9 g; water 0.0011 g

In water, 1.1X10+1 mg/L at 25 °C

Corrosivity · 2 件

Liq concn may cause corrosion of tin plate & mild steel at the liq-air interface; aluminum, phenolic-lined cans or glass are recommended for storage

Corrosive

Flash Point122 °F (Closed cup)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 2 件

2002/2076

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.)

Other Safety InformationIMAP assessments - Carbamic acid, (3-chlorophenyl)-, 4-chloro-2-butynyl ester: Human health tier I assessment
DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Health HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Hazards SummaryAn irritant and potent human skin sensitizer; [HSDB]
Reactive GroupCarbamates
RCRA Requirements · 1 件

U280; As stipulated in 40 CFR 261.33, when barban, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

化学と産業

薬理情報

Mechanism of Action · 2 件

... Interfering with cell division ... is believed to be the primary mode of action.

Weak anticholinesterase inhibitor.

Metabolism/Metabolites · 6 件

When barban was orally administered to rats, hydroxylation and side-chain oxidation occurred. Chloro-aniline, 2-amino-4-chlorophenol and 4-amino-2-chlorophenol were excreted free & in conjugated form. Side-chain oxidation was only of minor importance in metabolism of barban. In addition to aniline & m-chloroaniline, hydroxycarbamate was found in blood & all organs. Urine contained p-aminophenol.

Plant metabolism of carbanilate herbicides has been shown to involve aryl hydroxylation and conjugation instead of hydrolysis. /Carbanilate Herbicides/

After treatment with barban, plants formed a water-soluble 3-chloroaniline compound. Related carbamates were found to form similar products. Another metabolite detected, also in a bound state, was 2-chloro-4-amino-phenol ... .

The 4-chloro-2-butynyl moiety of barban is the most reactive position of the molecule and is implicated in the formation of plant metabolites.

For more Metabolism/Metabolites (Complete) data for BARBAN (6 total), please visit the HSDB record page.

The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)

Absorption, Distribution and Excretion · 1 件

When barban was orally administered to rats ... chloroaniline, 2-amino-4-chlorophenol and 4-amino-2-chlorophenol were excreted free and in conjugated form. ... In addition to aniline and m-chloroaniline, hydroxycarbamate was found in blood and all organs. Urine contained p-aminophenol.

用途と製造

Uses · 6 件

No active product registrations in the US; [NPIRS] Used formerly as selective post-emergence herbicide; [HSDB]

Farming (Pesticides) [Category: Industry]

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

For barban (USEPA/OPP Pesticide Code: 017601) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

関連反応

2 件
反応記録を作成
HRID 662995 の反応式
HRID 662995生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 825162 の反応式
HRID 825162生成物としてTest data from https://doi.org/10.1039/C8SC04228D

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
101-27-9
PubChem CID
7551
DTXSID
DTXSID3041617
ChEMBL
CHEMBL1076452、CHEMBL1570161
ChEBI
CHEBI:33421
UNII
33306K781F
EC Number
202-930-4
Nikkaji
J4.988C
Boiling PointDegrades before boiling
Decomposition · 2 件

When heated to decomposition it emit very toxic fumes of /hydrogen chloride and nitrogen oxides/.

Technical decomposes at 224 °C.

Melting Point75-76 °C

物理化学的性質

融点
75 · 75-76℃
沸点
340.8 · 340.8±32.0 °C(Predicted)
比重(密度)
1.403 · 1.403
屈折率
1.607 · 1.6070 (estimate)
貯蔵温度
0 · 0-6°C
外見
粉体・固形
酸解離定数(Pka)
12.3 · 12.30±0.70(Predicted)
色
白い
水溶解度
11 mg/L · 11mg/L(25℃)
Merck
13 · 13,962
BRN
2376181 · 2376181
Henry's Law Constant
8.4 · 8.4×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
EPAの化学物質情報
Barban (101-27-9)

化学的性質

化学的特性Crystalline solid; melts at 75°C (167°F);insoluble in water [11 mg/L at 25°C (77°F)];slightly soluble in hexane; soluble in benzeneand chlorinated hydrocarbons.

FIFRA Requirements · 2 件

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. 4-Chloro-2-butynyl meta-chlorocarbanilate is found on List B. Case No: 2025; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 4-Chloro-2-butynyl meta-chlorocarbanilate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

A time-limited tolerance, with an expiration date of January 1, 1998, is established for negligible residues of the herbicide barban (4-chloro-2-butynyl m-chlorocarbanilate) in or on the raw agricultural commodities barley, flax, seed, lentils, mustard, seed, pea, safflower seed, soybean, sugar beet, sugar beet tops, sunflower, seed, and wheat.

Reactivity Profile · 1 件

BARBAN is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Air and Water ReactionsHydrolyzed by strong acid or base.
EPA Hazardous Waste NumberU280; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or manufacturing chemical intermediate.

安全と保護具

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire Fighting Procedures · 4 件

If material /is/ on fire or involved in /a/ fire do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Carbamate pesticide, liquid, nos, (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec/

Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use foam, dry chemical, or carbon dioxide. /Carbamate pesticide, liquid nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/

Storage Conditions · 2 件

Aluminum, phenolic-lined cans, or glass are recommended for lengthy storage

Do not store near or contaminate feed or foodstuffs. Do not ... store near heat or open flame.

Cleanup Methods · 1 件

A system for removing pesticides from the wash water produced by pesticide applicators as they clean their equipment has been developed. The first step is the flocculation/coagulation and sedimentation of the pesticide-contaminated wash water. The supernatant from the first step is then passed through activated carbon columns. /Pesticides/

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 4 件

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: 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.

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.

/When handling/ do not get in eyes, or on skin or clothing.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Allowable Tolerances · 1 件

A time-limited tolerance, with an expiration date of January 1, 1998, is established for negligible residues of the herbicide barban (4-chloro-2-butynyl m-chlorocarbanilate) in or on the raw agricultural commodities barley, flax, seed, lentils, mustard, seed, pea, safflower seed, soybean, sugar beet, sugar beet tops, sunflower, seed, and wheat.

Personal Protective Equipment (PPE) · 6 件

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Possible allergic reaction in man by skin contact should be avoided by the use of plastic protective clothing.

Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, nec, liquid)/

Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec); Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/

毒性情報

Treatment · 1 件

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Health Effects · 1 件

Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).

Ecotoxicity Values · 5 件

LC50 Goldfish 1.3 ppm (96 hr) /Conditions of bioassay not specified in source examined/

LC50 Guppies 1.3 ppm (96 hr) /Conditions of bioassay not specified in source examined/

LC50 Rainbow trout 0.6 mg/L (96 hr test) /Conditions of bioassay not specified in source examined/

LC50 Bluegill 1.2 mg/L (96 hr) /Conditions of bioassay not specified in source examined/

For more Ecotoxicity Values (Complete) data for BARBAN (8 total), please visit the HSDB record page.

Environmental Fate · 5 件

Decomposes within 28-38 days of the last plant spraying.

TERRESTRIAL FATE: RESULTANT AVG PERSISTENCE @ RECOMMENDED RATES: DOWN TO TRACE AMT WITHIN 3 WK IN MOST SOILS.

Terrestrial fate: Duration of residual activity in soil 2-3 months (at 3 kg/ha).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,200(SRC), determined from a water solubility of 11 mg/L(2) and a regression-derived equation(3), indicates that barban is expected to have low mobility in soil(SRC). Volatilization of barban from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.2X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 3.8X10-7 mm Hg(4), and water solubility mg/L(2). Barban is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Barban was found to disappear more rapidly in non-autoclaved soil than in autoclaved soil(5) and appeared to be stable in the presence of anaerobic microorganisms(6); however, specific details were not available.

For more Environmental Fate (Complete) data for BARBAN (7 total), please visit the HSDB record page.

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1 件

Barban is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.

Ecotoxicity Excerpts · 1 件

/FIELD STUDIES/ At the application level of 5 kg/ha (20 ppm) on the soil Psuedogley-Parabraunerde cretaceous clay, barban killed 40 percent of ammonium oxidizers, based upon the assumption of initial inhibition(1). The estimated rate of application of barban for > 25 percent inhibition in soil (ammonium oxidation) was 100 to 250 kg/ha at 0.5 to 2 applications per year. The estimated rate of application of barban for > 25 percent inhibition in soil (nitrite oxidation) was 1 to 2 kg/ha at 0.5 to 2 applications per year(2).

Signs and Symptoms · 1 件

As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)

Acute Toxicity LinkChemical: BARBAN
Soil Adsorption/Mobility · 1 件

The Koc of barban is estimated as 1,200(SRC), derived from its water solubility of 11 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that barban is expected to have slight mobility in soil. Using TLC and aluminum oxide sorbent, the Rf value of barban was determined to be 0.5(4). The phenylcarbamate herbicides are much more water soluble than the substituted anilines(5). In spite of this, however, they are very immobile in soil systems. These compounds have been shown to be activated by adsorption to soil organic matter. Compounds in this group include barban. The mechanism of adsorption to soil organic matter is thought to involve hydrogen bonding between the carboxyl groups of the organic matter and the nitrogen and carbonyl oxygen of the carbamate(5).

Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ Barban... is a potent skin sensitizing agent in man.

法規制情報

RCRA Requirements · 1 件

U280; As stipulated in 40 CFR 261.33, when barban, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

FIFRA Requirements · 2 件

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. 4-Chloro-2-butynyl meta-chlorocarbanilate is found on List B. Case No: 2025; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 4-Chloro-2-butynyl meta-chlorocarbanilate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

A time-limited tolerance, with an expiration date of January 1, 1998, is established for negligible residues of the herbicide barban (4-chloro-2-butynyl m-chlorocarbanilate) in or on the raw agricultural commodities barley, flax, seed, lentils, mustard, seed, pea, safflower seed, soybean, sugar beet, sugar beet tops, sunflower, seed, and wheat.

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1 lb. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

安全データ

wgk
3
rtecs
FD7700000
ridadr
UN3077 9/PG 3
毒性
LD50 orally in rats: 600 mg/kg (Bailey, White)
hs_code
29242990
risk_code
22-43-50/53
hazard_code
Xn,N
safety_code
24-36/37-60-61
有毒物質データの
101-27-9(Hazardous Substances Data)

Selective post-emergence herbicide /Former use/

For postemergence control of ... canarygrass in barley, flax, lentils, mustard (grown for oil), peas, safflower, sugar beets, wheat, semi-dwarf wheat, sunflower and soybeans. For postemergence control of Italian ryegrass in barley, flax, lentils, mustard (grown for oil), peas, safflower, sugar beets, wheat, semi-dwarf sunflower, and soybeans in California and Oregon. /Former use/

U.S. Production · 2 件

(1975) 1.82X10+6 G (CONSUMPTION)

(1976) GREATER THAN 2.27X10+6 G

Consumption Patterns · 2 件

Barban was reported as having 52,000 lb AI/yr national use from 1987 through 1989.

100% AS AN HERBICIDE ON WHEAT (1975)

Methods of Manufacturing · 3 件

Condensation of 4-chloro-2-butyn-1-ol with m-chlorophenylisocyanate

By the reaction of 3-chlorophenyl isocyanate with 2-butyne-1,4 diol, followed by chlorination with thionyl chloride in an inert solvent.

US patent 2906614 (1959 to Spencer Chem)

Formulations/Preparations · 3 件

An emulsifiable concentrate (125 and 250 g active ingredient/L)

Carbyne is a 1 lb barban/gal emulsifiable concentrate (12.0% active ingredient).

With esters of mecoprop, dichlorprop, and MCPB as dualweed, with esters of mecoprop and MCPB as neobyne and with esters of metoxuron and simazine as wheatclene, (Dualweed, Neobyne, wheatclene, discontinued by FBC Limited).

Use ClassificationHERBICIDES
General Manufacturing Information · 5 件

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

... A selective post-emergence herbicide controlling wild oats at the 1.5-2.5 leaf stage, and broad beans, field flax, lentils, lucerne, mustard, oil seed rape, safflower, soyabeans, sugar beet, sunflowers, wheat, Russian wild rye and other grasses.

Compatible with MCPA in combination sprays.

Discontinued 1980 by Gulf Oil.

Compatible with Hoelon 3EC, Avenge, Glean and bromoxynil in combination sprays.

応用分野 · 4 件

解説① 一般式RC:・で表記され,アルキリジンともいう.sp混成したカルビン炭素をもち,三電子供与体と見なすことができる.遷移金属イオンと錯形成し,カルビン錯体を生成する.② カルバイン.炭素の同素体の一つで-(C≡C)n-という線型構造をもつものが考えられる.ロシアや一部の文献に記述があるが,一般にはその存在はまだ認められていない.H. Krotoは星間分子に炭素の線型構造をもつものが多く知られているので,カルバインの合成を試みてフラーレンを発見した.

用途選択性発芽後除草剤 (現在使用されていない)

使用Barban is used as a selective herbicide forwild oats.

一般的な説明Crystalline solid. Water solubility is 11 ppm at 20°C. Used as a selective herbicide.

上流・下流製品情報

上流原料

2-ブチン-1,4-ジオール3-クロロアニリン

サプライヤー18 社

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
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四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
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陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
上海源叶生物科技有限公司18916372613 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Aladdin Scientific[email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
SUZHOU SENFEIDA CHEMICAL CO.,LTD+86-0512-83500002 +86-15195660023 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]

補足説明

定義ChEBI: A carbamate ester that is 4-chlorobut-2-yn-1-yl ester of N-(3-chlorophenyl)carbamic acid. A herbicide, it is no longer approved for use within the European Community.