基本情報
- 標準SMILES
CCSC#N- InChIKey
WFCLYEAZTHWNEH-UHFFFAOYSA-N- 分子式
- C3H5NS
- 平均分子量
- 87.15 g/mol
- 単同位体質量
- 87.01427016
概要
Ethylthiocyanate is a liquid. Used as an agricultural insecticide. (EPA, 1998)
名称と識別子
- 優先名称
- Ethyl thiocyanate
- IUPAC
- ethyl thiocyanate
- 現地名
- チオシアン酸 エチル
- 英語名
- Ethylthiocyanate
- 分子式
- C3H5NS
- 分子量
- 87.14
名称と別名
名称をさらに表示
データベース識別子
- CAS
542-90-5- PubChem CID
- 10968
- DTXSID
DTXSID7060259- UNII
- PF9AD5G86Z
- EC Number
- 208-833-3
- Nikkaji
- J1.602K
物性
構造計算による物性
- XLogP
- 1.3
- 極性表面積
- 49.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 1
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 51.2
実験および物理化学的性質
Density
1.007 at 73.4 °F (EPA, 1998) - Denser than water; will sink
1.0071 @ 23 °C
1.020 @ 16°C
Boiling Point
295 °F at 760 mmHg (EPA, 1998)
146 °C
145 °C @760 [mm Hg]
Melting Point
-122 °F (EPA, 1998)
-85.5 °C
-85.5 °C
Vapor Pressure
4.83 [mmHg]
4 [mm Hg] @25 °C
Physical Description
Ethylthiocyanate is a liquid. Used as an agricultural insecticide. (EPA, 1998)
Volatile liquid; [HSDB] Clear faintly yellow liquid; [MSDSonline]
物理化学的性質
- 融点
- -85.5 °C · -85.5°C
- 沸点
- 145 °C · 145 °C(lit.)
- 比重(密度)
- 1.012 g/mL · 1.012 g/mL at 25 °C(lit.)
- 屈折率
- 20 · n20/D 1.462(lit.)
- 闪点
- 109 °F · 109 °F
- 貯蔵温度
- Flammables area
- 外見
- 液体
- 色
- Colorless to Almost colorless
- BRN
- 1737620 · 1737620
- Henry's Law Constant
- 1.7 · 1.7×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
- Dielectric constant
- 29.6 · 29.6(20℃)
- InChI
- InChI=1S/C3H5NS/c1-2-5-3-4/h2H2,1H3
- InChIKey
- WFCLYEAZTHWNEH-UHFFFAOYSA-N
- SMILES
- S(CC)C#N
- LogP
- 1.011 · 1.011 (est)
- CAS データベース
- 542 · 542-90-5(CAS DataBase Reference)
- NISTの化学物質情報
- Thiocyanic acid, ethyl ester(542-90-5)
- EPAの化学物質情報
- Ethyl thiocyanate (542-90-5)
化学的性質
化学的特性clear colorless liquid
安全と法規制
GHS分類
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Thiocyanic acid, ethyl ester
Ethyl thiocyanate: Does not have an individual approval but may be used under an appropriate group standard
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.)
Hazards Summary
In high-dose animal studies, causes somnolence, convulsions, ataxia, paralysis, and changes to the liver and kidneys; [RTECS] Thiocyanates are goitrogenic; [HSDB] A severe irritant capable of causing serious injury in high concentrations; A lachrymator; Effects in high-dose animal studies include convulsions; [MSDSonline] See CYANIDES.
CERCLA Reportable Quantities
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. Ethylthiocyanate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10,000 lbs.
安全と保護具
Fire Fighting
(Non-Specific -- Pesticide, Liquid, n.o.s.) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Move container from fire area if you can do it without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material.
Nonfire Spill Response
(Non-Specific -- Pesticide, Liquid, n.o.s.) Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors. For small spills, absorb with sand or other noncombustible absorbent material and place into containers for later disposal. For large spills, dike far ahead of spill for later disposal. (EPA, 1998)
Disposal Methods
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.
Protective Action Criteria (PAC)
1.5 [mg/m3]
17 [mg/m3]
84 [mg/m3]
Personal Protective Equipment (PPE)
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
Treatment
Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)
Health Effects
Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)
Environmental Fate
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 15(SRC), determined from a structure estimation method(2), indicates that ethyl thiocyanate is expected to have very high mobility in soil(SRC). Volatilization of ethyl thiocyanate from moist soil surfaces may be important(SRC) given an estimated Henry's Law constant of 5.82X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of ethyl thiocyanate from dry soil surfaces may exist(SRC) based on an estimated vapor pressure of 5 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data for ethyl thiocyanate are not readily available(SRC).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 15(SRC), determined from a structure estimation method(2), indicates that ethyl thiocyanate is not expected to adsorb to suspended solids and sediment in water(SRC). Ethyl thiocyanate may volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 5.82X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 16.8 hours and 191.1 hours, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 5.0(3,SRC), from an estimated log Kow of 1.22(6,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Biodegradation data for ethyl thiocyanate are not readily available(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl thiocyanate, which has an estimated vapor pressure of 4.8 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl thiocyanate 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 about 2.2 days(3,SRC).
Toxicity Summary
Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc for ethyl thiocyanate can be estimated to be about 15(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that ethyl thiocyanate is expected to have very high mobility in soil(SRC).
Natural Pollution Sources
Food-borne goitrogens are often characterized by the presence of sulfur and most are thiocyanates or closely related compounds. Because of their widespread occurrence in Cruciferae, eg, cabbage, kale, onions, cress, broccoli, cauliflower, rutabaga, turnip & radish, goitrogens are among the most common and longest recognized substances of toxic nature in the human food supply. ... It has ... been demonstrated that the quantity of the precursor found in plant materials is related to the available sulfur in the soil. /Goitrogens/
Human Toxicity Excerpts
All /aliphatic thiocyanates/ have an appreciable percutaneous toxicity, although this is not regarded as an important hazard with the concentrations usually employed in agriculture. Primary irritation of skin and eyes due to local contact, however, is not a negligible hazard, and the undiluted liquids may produce very severe cutaneous reactions ... /Aliphatic thiocyanates/
... important qualitative distinctions are recognized among the various organic thiocyanates. ... ethyl ... thiocyanate .. /is a/ rapidly acting poison of high potency.
Food-borne goitrogens are often characterized by the presence of sulfur and most are thiocyanates ... /Goitrogens/ are among the most common and longest recognized substances of toxic nature in the human food supply. /Goitrogens/
法規制情報
CERCLA Reportable Quantities
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. Ethylthiocyanate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10,000 lbs.
安全データ
- F
- 13-19-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XK9900000
- ridadr
- UN 2929 6.1/PG 2
- hs_code
- 29309070
- risk_code
- 10-20/21/22-36/37/38
- 消防法
- 危-4-2-III
- hazard_code
- Xn
- safety_code
- 26-36/37-24/25-16
- hazard_class
- 3.2
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralFlam. Liq. 3
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 542-90-5(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
用途と製造
Uses
Used as agricultural insecticide; as insecticidal fumigant; [HSDB]
Farming (Pesticides) [Category: Industry]
Agricultural insecticide
Sometimes employed as insecticidal fumigants.
The thiocyanates have also been used on the skin as delousing preparations and as livestock sprays. /Aliphatic thiocyanates/
応用分野
使用Ethyl thiocyanate was used in the synthesis of hydrogen cyanide by undergoing in situ reduction with dithiothreitol.
一般的な説明Liquid. Used as an agricultural insecticide.
調製方法
純化方法Fractionally distil the ester at atmospheric pressure. [Beilstein 2 IV 1218.] (CARE LACHRYMATOR.)
上流・下流製品情報
上流原料
下流製品
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