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Ethyl thiocyanate

HCID 10968
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
542-90-5
표준 SMILES
CCSC#N
InChIKey
WFCLYEAZTHWNEH-UHFFFAOYSA-N
분자식
C3H5NS
평균 분자량
87.15 g/mol
단동위원소 질량
87.01427016

개요

Ethylthiocyanate is a liquid. Used as an agricultural insecticide. (EPA, 1998)

이름 및 식별자

우선 이름
Ethyl thiocyanate
IUPAC
ethyl thiocyanate
영어명
Ethylthiocyanate
분자식
C3H5NS
분자량
87.14

이름 및 동의어

ETHYL THIOCYANATE542-90-5EthylthiocyanateThiocyanic acid, ethyl esterEthyl rhodanateEthyl sulfocyanateAethylrhodanidEthyl rhodanideEthane, thiocyanato-Ethylthiokyanat(ethylsulfanyl)carbonitrileThiocyanic Acid Ethyl Ester
이름 더 보기
ai3-18429ethyl rhodonateethyl thiocyanidethiocyanato-ethanethyl sulfocyanide
MFCD00001834PF9AD5G86ZNSC-8827Aethylrhodanid [German]Ethylthiokyanat [Czech]HSDB 6394NSC 8827EINECS 208-833-3

데이터베이스 식별자

CAS
542-90-5
PubChem CID
10968
DTXSID
DTXSID7060259
UNII
PF9AD5G86Z
EC Number
208-833-3
Nikkaji
J1.602K

물성

구조 계산 물성보충 중

XLogP
1.3
극성 표면적
49.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
5
형식 전하
0
복잡도
51.2

실험 및 물리화학적 성질

SpringerMaterials PropertiesBoiling point
PesticidesPesticides -> Other Insecticides
Density · 3건

1.007 at 73.4 °F (EPA, 1998) - Denser than water; will sink

1.0071 @ 23 °C

1.020 @ 16°C

Color/FormVolatile liquid
SolubilityInsoluble in water; miscible in ethanol, ethyl ether; soluble in chloroform
Boiling Point · 3건

295 °F at 760 mmHg (EPA, 1998)

146 °C

145 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits very toxic fumes of NOx and SOx.
Melting Point · 3건

-122 °F (EPA, 1998)

-85.5 °C

-85.5 °C

Vapor Pressure · 2건

4.83 [mmHg]

4 [mm Hg] @25 °C

Refractive IndexIndex of refraction: 1.4684 @ 15 °C/D

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 3건

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.)

DOT LabelPoison Flammable Liquid
Fire HazardsWhen heated to decomposition, it emits very toxic fumes of oxides of nitrogen and sulfur. (EPA, 1998)
Health HazardsThis material is highly toxic if ingested. (EPA, 1998)
Hazards Summary · 1건

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.

Reactive GroupIsocyanates and Isothiocyanates

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

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)

용도 및 제조

Uses · 5건

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/

General Manufacturing InformationThiocyanic acid, ethyl ester: ACTIVE

응용 분야

용도Ethyl thiocyanate was used in the synthesis of hydrogen cyanide by undergoing in situ reduction with dithiothreitol.

일반 설명Liquid. Used as an agricultural insecticide.

상·하류 제품 정보

상류 원료

디아조에탄티오우레탄티오시안산크산토겐아미드Triethyloxonium tetrafluoroborate이소티오시안산에틸에스테르

관련 반응

8건
반응 기록 만들기
HRID 8412 반응식
HRID 8412반응물로uspto-grants-2006_08
HRID 392863 반응식
HRID 392863반응물로uspto-grants-2004_10
HRID 496853 반응식
HRID 496853반응물로uspto-grants-2005_09
HRID 949193 반응식
HRID 949193반응물로Validation data from https://doi.org/10.1039/C8SC04228D
HRID 1062352 반응식
HRID 1062352반응물로uspto-grants-2005_11
HRID 1110126 반응식
HRID 1110126반응물로uspto-grants-1994_06
HRID 1790387 반응식
HRID 1790387반응물로uspto-grants-2006_07
HRID 2260828 반응식
HRID 2260828반응물로uspto-grants-1995_12

화합물 노트

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Physical Description · 2건

Ethylthiocyanate is a liquid. Used as an agricultural insecticide. (EPA, 1998)

Volatile liquid; [HSDB] Clear faintly yellow liquid; [MSDSonline]

물리화학적 성질

녹는점
-85.5 °C · -85.5°C
끓는 점
145 °C · 145 °C(lit.)
밀도
1.012 g/mL · 1.012 g/mL at 25 °C(lit.)
굴절률
20 · n20/D 1.462(lit.)
인화점
109 °F · 109 °F
저장 조건
Flammables area
물리적 상태
액체
색상
무색 내지 거의 무색
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)
NIST
Thiocyanic acid, ethyl ester(542-90-5)
EPA
Ethyl thiocyanate (542-90-5)

화학적 성질

clear colorless liquid

Reactivity Profile
Nitric acid violently oxidized a thiocyanate solution [Bretherick, 1979 p. 121]. Caution should be exercised in treating a thiocyanate with an oxidizing agent such as a peroxide or chlorate as such mixtures have been known to explode.
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
CERCLA Reportable Quantities · 1건

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.

Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Skin, Eye, and Respiratory Irritations... irritant to skin & eyes. ... /Aliphatic thiocyanates/

안전 및 보호

Fire Fighting · 1건

(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.

First AidNote: Ethylthiocyanate is very readily absorbed through the skin.
Nonfire Spill Response · 1건

(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 · 1건

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.

Isolation and EvacuationExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Protective Action Criteria (PAC) · 3건

1.5 [mg/m3]

17 [mg/m3]

84 [mg/m3]

Personal Protective Equipment (PPE) · 1건

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)

독성 정보

Treatment · 1건

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)

InteractionsThe thiocyanates have synergistic insecticidal effects in combination with DDT, carbaryl and organophosphates like parathion. /Aliphatic thiocyanates/
Health Effects · 1건

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 · 3건

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).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesOral (L96) ; inhalation (L96) ; dermal (L96)
Toxicity Summary · 1건

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)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Soil Adsorption/Mobility · 1건

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 · 1건

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 · 3건

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/

Artificial Pollution SourcesEthyl thiocyanate's production and use in industry and research(1) as well as an intermediate for pesticides(2) may result in its release to the environment through various waste streams(SRC).

규제 정보

CERCLA Reportable Quantities · 1건

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.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
XK9900000
ridadr
UN 2929 6.1/PG 2
HS 번호
29309070
risk_code
10-20/21/22-36/37/38
hazard_code
Xn
safety_code
26-36/37-24/25-16
포장분류
III
위험 등급
3.2
F 고인화성물질
13-19-21
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralFlam. Liq. 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
542-90-5(Hazardous Substances Data)
에틸브로마이드
에틸알코올
에틸 P-톨루엔설포네이트
싸이오사이안산 칼륨

하류 제품

에탄술포닐클로라이드에틸 클로로티오포르메이트1-피페리딘탄소니트릴1,3-디하이드로벤조[c]티오펜5-(Ethylthio)-1H-tetrazole