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アコネム

Fosthietan

HCID 30684
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
21548-32-3
標準SMILES
CCOP(=O)(N=C1SCS1)OCC
InChIKey
RHJOIOVESMTJEK-UHFFFAOYSA-N
分子式
C6H12NO3PS2
平均分子量
241.3 g/mol
単同位体質量
240.99962259

概要

Fosthietan is a pale yellow liquid with a mercaptan-like odor. Used as a nematocide and insecticide. Not registered as a pesticide in the U.S. (EPA, 1998)

名称と識別子

優先名称
Fosthietan
IUPAC
N-diethoxyphosphoryl-1,3-dithietan-2-imine
現地名
アコネム
英語名
FOSTHIETAN
分子式
C6H12NO3PS2
分子量
241.27

名称と別名

FOSTHIETAN21548-32-3Fosthietan [ANSI]NEMATAK4LD157TUHJHSDB 6449FOSTHIETAN [MI]FOSTHIETAN [ISO]Fosthietan [ANSI:ISO]EINECS 244-437-7FOSTHIETAN [HSDB]UNII-4LD157TUHJ
名称をさらに表示
フォスチエタンホスチエタンN-(1,3-ジチアシクロブタン-2-イリデン)ホスホルアミド酸ジエチルネマタクゲオホスネマタックアコネムN-(1,3-ジチエタン-2-イリデン)アミドりん酸ジエチルN-(ジエトキシホスホリル)-1,3-ジチエタン-2-イミンgeofoscl64475ac64475acconemnem-a-takent27,873geofos[qr]ac64475[qr]cl64475[qr]
EPA Pesticide Chemical Code 113301AC-64475CL-64475AI3-27873DTXSID4041993Fosthietan (ANSI)Phosphoramidic acid, N-1,3-dithietan-2-ylidene-, diethyl esterFosthietan (ANSI:ISO)

データベース識別子

CAS
21548-32-3
PubChem CID
30684
DTXSID

物性

構造計算による物性

XLogP
0.7
極性表面積
98.5 Ų
水素結合供与体数
0
水素結合受容体数
6
回転可能結合数
5
重原子数
13
形式電荷
0
複雑度
230

実験および物理化学的性質

Pesticides · 3 件

Nematicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

LogPlog Kow = 0.68 /Estimated/
OdorMercaptan-like odor
Density · 3 件

1.3 at 77 °F (EPA, 1998) - Denser than water; will sink

1.3 g/cu cm at 25 °C

1.3 @25 °C

Color/FormPale yellow oil
Solubility · 2 件

In water, 5.00X10+4 mg/L at 25 °C

Sol in acetone, chloroform, methanol, toluene

Boiling Point250 °C @760 [mm Hg]
DecompositionWhen heated to decomp it emits very toxic fumes of /nitrogen, phosphorus, and sulfur oxides/.
Vapor Pressure · 4 件

6.5e-06 mmHg at 77 °F (EPA, 1998)

0.00000645 [mmHg]

6.45X10-6 mm Hg at 25 °C

0.0000065 [mm Hg] @25 °C

Refractive IndexIndex of refraction: 1.5348 at 25 °C/D

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

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P405, and P501 (click each P-code to see the statement)

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P405, 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.)

DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits very toxic fumes of nitrogen oxides, phosphorus oxides and sulfur oxides. This compound is a liquid organophosphorus insecticide. Container may explode in heat of fire. (EPA, 1998)
Health HazardsThis compound is a liquid organophosphorus insecticide. Organic phosphorus insecticides are absorbed by the skin, as well as by the respiratory and gastrointestinal tracts. (EPA, 1998)
Hazards Summary · 1 件

A cholinesterase inhibitor; Can be absorbed through skin; [CAMEO] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

化学と産業

用途と製造

Uses · 5 件

Used as soil insecticide and nematicide; [HSDB]

Not currently registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For fosthietan (USEPA/OPP Pesticide Code: 113301) 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./

Soil insecticide and nematicide /SRP 2005: Former use/

Methods of Manufacturing · 2 件

Reaction of diethyl phosphorochloridate with sodium thiocyanate, sodium hydrosulfide & dibromoethane.

Preparation: R.W. Addor, ZA 68 01064: idem, US 3470207 (1968, 1969 to American Cyanamid).

Formulations/PreparationsGranules (30 to 150 g ai/kg); water sol concentrate 250 g/l.
General Manufacturing Information · 4 件

Phosphoramidic acid, N-1,3-dithietan-2-ylidene-, diethyl ester: ACTIVE

Introduced by American Cyanamid in 1972 under code number AC 64475. US patent 3,476,837.

Nem-A-Tak discontinued by American Cyanamid Co.

...Effective in soil at 1 to 5 kg ai/ha. Care in application required to avoid phytotoxicity.

応用分野

使用Nematocide; insecticide.

一般的な説明Pale yellow liquid with a mercaptan-like odor. Used as a nematocide and insecticide. Not registered as a pesticide in the U.S.

上流・下流製品情報

上流原料

原油Isothiocyanate, polymer-bound, 200-400クロロりん酸ジエチル

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

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
DTXSID4041993
ChEBI
CHEBI:82133
UNII
4LD157TUHJ
EC Number
244-437-7
Nikkaji
J10.915K
Henry's Law ConstantHenry's Law constant = 4.11X10-11 atm-cu m/mol at 25 °C /Estimated/
Physical Description · 2 件

Fosthietan is a pale yellow liquid with a mercaptan-like odor. Used as a nematocide and insecticide. Not registered as a pesticide in the U.S. (EPA, 1998)

Pale yellow liquid; [HSDB]

物理化学的性質

沸点
57.25 °C · 57.25°C
比重(密度)
25 · d25 1.3
屈折率
25 · nD25 1.5348
溶解性
Chloroform (Slightly), Ethyl Acetate (Slightly)
外見
Oil
酸解離定数(Pka)
-4.95 · -4.95±0.20(Predicted)
色
Pale Yellow to Light Yellow
水溶解度
50 g/L · 50g/L(25℃)
Henry's Law Constant
2.4 · 2.4×105 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
Moisture Sensitive
EPAの化学物質情報
Fosthietan (21548-32-3)

化学的性質

化学的特性Fosthietan is a pale yellow oil. It has a mercaptan-like odor.

Reactive Group
Amines, Phosphines, and Pyridines
Reactivity Profile · 1 件

Organophosphates, such as FOSTHIETAN, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
CERCLA Reportable Quantities · 1 件

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. Fosthietan 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.

Hazard Classes and Categories · 3 件

Acute Tox. 2 (100%)

Acute toxicity (dermal) - category 1

Acute Tox. 1

安全と保護具

Fire Fighting · 1 件

This compound is a liquid organophosphorus insecticide. Stay upwind; keep out of low areas. Move containers from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Wear positive pressure breathing apparatus and special protective clothing.

First AidWarning: Effects may be delayed up to 12 hours. Caution is advised.
Exposure Control and Personal Protection · 1 件

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

Nonfire Spill Response · 1 件

This compound is a liquid organophosphorus insecticide. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors.

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.

Isolation and EvacuationExcerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:
Protective Action Criteria (PAC) · 3 件

0.43 [mg/m3]

4.7 [mg/m3]

28 [mg/m3]

Personal Protective Equipment (PPE) · 1 件

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)

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 11(SRC), determined from a water solubility of 5.00X10+4 mg/L(2) and a regression-derived equation(3), indicates that fosthietan is expected to have very high mobility in soil(SRC). Volatilization of fosthietan from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.11X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 6.45X10-6 mm Hg(4), and water solubility(2). Fosthietan is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Biodegradation data for fosthietan were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 11(SRC), determined from a water solubility of 5.00X10+4 mg/L(2) and a regression-derived equation(3), indicates that fosthietan is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.11X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 6.45X10-6 mm Hg(4), and water solubility(2). According to a classification scheme(5), an estimated BCF of 1(SRC), from its water solubility(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data for fosthietan were not available(SRC, 2005).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), fosthietan, which has a vapor pressure of 6.45X10-6 mm Hg at 25 deg(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase fosthietan 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 40 minutes(SRC), calculated from its rate constant of 5.79X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase fosthietan may be removed from the air by wet and dry deposition(SRC).

Adverse EffectsOther Poison - Organophosphate
Soil Adsorption/Mobility · 1 件

The Koc of fosthietan is estimated as 11(SRC), using a water solubility of 5.00X10+4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that fosthietan is expected to have very high mobility in soil.

Artificial Pollution SourcesFosthietan's former production and use as an insecticide(1) may have resulted in its direct release to the environment(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 1 was calculated for fosthietan(SRC), using a water solubility of 5.00X10+4 mg/L(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/Soil · 1 件

The Henry's Law constant for fosthietan is estimated as 4.11X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 6.45X10-6 mm Hg(1), and water solubility, 5.00X10+4 mg/L(2). This Henry's Law constant indicates that fosthietan is not expected to volatilize from moist soil or water surfaces(3). Fosthietan is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of fosthietan with photochemically-produced hydroxyl radicals has been estimated as 5.79X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 40 minutes at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Measured hydrolysis data for this substance were not available. Phosphate esters such as phosthietan do hydrolyze. However, half-lives for compounds that contain this functional group are typically less than 10 years at pH 7(2).

Probable Routes of Human ExposureOccupational exposure and general population exposure should be low or non-existent since fosthietan is no longer produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 件

Fosthietan's former production and use as an insecticide may have resulted in its direct release to the environment. If released to air, a vapor pressure of 6.45X10-6 mm Hg at 25 °C indicates fosthietan will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase fosthietan will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 40 minutes. Particulate-phase fosthietan will be removed from the atmosphere by wet and dry deposition. If released to soil, fosthietan is expected to have very high mobility based upon an estimated Koc of 11. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 4.11X10-11 atm-cu m/mole. Fosthietan is not expected to volatilize from dry soil surfaces based upon its vapor pressure. Biodegradation data for fostheitan were not available. If released into water, fosthietan is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 1 suggests the potential for bioconcentration in aquatic organisms is low. Measured hydrolysis data for this substance were not available. Phosphate esters such as fosthietan do hydrolyze .However, half-lives for compounds that contain this functional group are typically less than 10 years at pH 7. Occupational exposure and general population exposure should be low or non-existent since fosthietan is no longer produced or used. (SRC)

Antidote and Emergency Treatment · 4 件

Emergency and supportive measures. Caution: rescuers and health care providers must take measures to prevent direct contact with the skin or clothing of contaminated victims, because secondary contamination and serious illness may result, especially with potent pesticides and nerve agents. Maintain an open airway and assist ventilation if necessary. Pay careful attention to respiratory muscle weakness; sudden respiratory arrest may occur. If intubation is required, note potential interactions between neuromuscular blockers and cholinesterase inhibitors. Administer supplemental oxygen. Treat hydrocarbon pneumonitis, seizures, and coma if they occur. Observe asymptomatic patients for at least 8-12 hours to rule out delayed-onset symptoms, especially after extensive skin exposureor ingestion of a highly fat-soluble agent. /Organophosphates and carbamates/

Specific drugs and antidotes. Specific treatment includes the antimuscarinic agent atropine and the enzyme reactivator pralidoxime. Give atropine ... repeated frequently as needed. Large cumulative doses of atropine ... may occasionally be required in severe cases. The most clinically important indication for continued atropine administration is persistent wheezing or bronchorrhea. Note: Atropine will reverse muscarinic but not nicotinic effects. Pralidoxime is a specific antidote for organophosphate toxicity, that acts to regenerate the enzyme activity at all affected sites (muscarinic, nicotinic, and probably CNS; however, it does not reactivate plasma cholinesterase). Pralidoxime should be given immediately to reverse muscular weakness and fasciculations... . It is most effective if started within the first 24 hours of the exposure before irreversible phosphorylation of the enzyme, but may still be effective if given late, particularly after exposure to highly lipid soluble compounds. Pralidoxime is not generally recommended for carbamate intoxication, because in such cases the cholinesterase inhibition is spontaneously reversible and short-lived. However, if the exact agent is not identified and the patient has significant toxicity, pralidoxime should be given empirically. /Organophosphates and carbamates/

Decontamination. Note: Rescuers must wear chemical-protective clothing and gloves when handling a grossly contaminated victim. If there is heavy liquid contamination with a solvent such as xylene or toluene, clothing removal and victim decontamination should be carried out outdoors or in a room with high-flow ventilation. 1. Skin. Remove all contaminated clothing and wash exposed areas with soap and water, including the hair and under the nails. Irrigate exposed eyes with copious tepid water or saline. 2. Ingestion. a. Prehospital. Administer activated charcoal, if available. Do not induce vomiting because of the risk of abrupt onset of toxicity. b.Hospital. Administer activated charcoal (cathartics are not necessary if the patient already has diarrhea). Perform gastric lavage for large recent ingestions. /Organophosphates and carbamates/

Non-Human Toxicity Values · 5 件

LD50 Rat oral 5 mg/kg

LD50 Mouse oral 18 mg/kg

LD50 Rat male oral 4.7 to 7.7 mg/kg /Technical Nem-A-Tak/

LD50 Rat female oral 6.9 mg/kg /Technical Nem-A-Tak/

For more Non-Human Toxicity Values (Complete) data for FOSTHIETAN (11 total), please visit the HSDB record page.

法規制情報

CERCLA Reportable Quantities · 1 件

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. Fosthietan 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.

安全データ

tsca
TSCA listed
ridadr
3018
毒性
LD50 in rats, mice (mg/kg): 5, 18 orally (Whitney, Aston)
risk_code
27/28
hazard_code
T+
safety_code
36/37-45
hazard_class
6.1(a)
packing_group
I
有毒物質データの
21548-32-3(Hazardous Substances Data)
塩化ホスホリル
チオシアン酸アンモニウム
ジブロモメタン

Enhanced elimination. Dialysis and hemoperfusion are not generally indicated because of the large volume of distribution... /Organophosphates and carbamates/