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2-(2-Butoxyethoxy)-ethylthiocyanat

Lethane

HCID 8196
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
112-56-1
Standard-SMILES
CCCCOCCOCCSC#N
InChIKey
JVGPVVUTUMQJKL-UHFFFAOYSA-N
Summenformel
C9H17NO2S
Durchschnittliche Molmasse
203,3 g/mol
Monoisotopische Masse
203,09799996

Überblick

2-(2-butoxyethoxy)ethyl thiocyanate appears as brownish oil or clear yellow liquid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Lethane
IUPAC
2-(2-butoxyethoxy)ethyl thiocyanate
Lokaler Name
2-(2-Butoxyethoxy)-ethylthiocyanat
Englischer Name
2-[2-Butoxyethoxy]ethyl thiocyanate
Summenformel
C9H17NO2S
Molmasse
203.3

Namen und Synonyme

2-(2-Butoxyethoxy)ethyl thiocyanateLethane112-56-1LETHANE 384Butyl carbitol rhodanateENT 6Butoxyrhodanodiethyl etherButyl carbitol thiocyanateLethane 384 regular1-Butoxy-2-(2-thiocyanoethoxy)ethane2-Butoxy-2'-thiocyanodiethyl etherThiocyanic acid, 2-(2-butoxyethoxy)ethyl ester
Weitere Namen anzeigen
ent62-(2-butoxyLETHANE 384(R)lethane384regularlethane*384regularbutylcarbitolrhodanateLethane 384 (Rohm&Haas)butyl’carbitol’rhodanate
Ethane, 1-butoxy-2-(2-thiocyanatoethoxy)-DTXSID6024674Ethanol, 2-(2-butoxyethoxy)-, thiocyanateENT-6Z8ANL9B54I2-(2-(Butoxy)ethoxy)ethyl thiocyanic acid esterbeta-Butoxy-beta'-thiocyanodiethyl ether1-Butoxy-alpha-(2-thiocyanoethoxy)ethane

Datenbank-Bezeichner

CAS
112-56-1

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,7
Polarare Oberfläche (TPSA)
67,6 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
9
Schwere Atome
13
Formalladung
0
Komplexität
144

Experimentelle und physikochemische Eigenschaften

Chemical ClassesFlammable agents - 2nd degree
PesticidesPesticides -> Other Insecticides
LogP1.68
Density · 2 Einträge

1.01 at 68 °F (NTP, 1992) - Denser than water; will sink

0.915-0.930 @ 25 °C

Color/Form · 2 Einträge

LIQUID

Clear brown oil

Solubility · 3 Einträge

less than 1 mg/mL at 70 °F (NTP, 1992)

PRACTICALLY INSOL IN WATER; MISCIBLE WITH HYDROCARBONS & MOST ORGANIC SOLVENTS

SOL IN PETROLEUM OILS

Flash Point125 °F CC
Boiling Point · 2 Einträge

248 to 257 °F at 0.25 mmHg (NTP, 1992)

120-125 °C @ 0.25 MM HG

Vapor Pressure0.000594 [mmHg]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P262, P264, P270, P280, P301+P316, P302+P352, P303+P361+P353, P316, P321, P330, P361+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P262, P264, P270, P280, P301+P316, P302+P352, P303+P361+P353, P316, P321, P330, P361+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory InformationThe 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 HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin and mucous membranes; and central nervous system depression. It causes narcosis in high concentrations.
Hazards Summary · 1 Eintrag

Most toxic of common thiocyanate insecticides; Poisoning is due to release of cyanide; Aliphatic thiocyanate poisoning may include injury to liver and kidneys; Lethal dose in humans is 1 tsp. to 1 oz. One fatal human case reported--after ingestion; [HSDB] A skin and mucous membrane irritant; Can be absorbed through skin; [CAMEO]

Reactive Group

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

ENZYMES IN LIVER AND PERHAPS OTHER ORGANS ARE KNOWN TO LIBERATE CYANIDE ION FROM ... LETHANE 384. GLUTATHIONE S-TRANSFERASE CATALYZES ATTACK OF REDUCED GLUTATHIONE @ THIOCYANATE SULFUR, RESULTING IN LIBERATION OF HCN, OXIDIZED GLUTATHIONE & MERCAPTAN MOIETY OF THE ORGANOTHIOCYANATE.

Absorption, Distribution and ExcretionABSORBED THROUGH INTACT SKIN.

Verwendung und Herstellung

Uses · 4 Einträge

Used as contact insecticide and knockdown agent in household, livestock, and industrial sprays; Commercial product is 50% petroleum distillate (kerosene); No longer registered with the EPA for use in the US, cancelled; [HSDB]

Farming (Pesticides) [Category: Industry]

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

INSECTICIDE

Methods of Manufacturing · 2 Einträge

MADE BY REACTING 2-(2-BUTOXYETHOXY)ETHYL CHLORIDE WITH SODIUM THIOCYANATE ... .

PREPN OF THIOCYANIC ACID 2-(2-HYDROXYETHOXY)ETHYL ESTER, AN EXAMPLE OF AN INTERMEDIATE IN THE PREPN OF INSECTICIDES IN WHICH THE TERMINAL OH GROUP IS ETHERIFIED: BRUSON, US PATENT 2,372,809 (1945 TO ROHM & HAAS).

Formulations/Preparations · 5 Einträge

LETHANE IS TRADE NAME OF SYNTHETIC ALIPHATIC THIOCYANATE CONCENTRATES AND IS MARKETED BY ROHM AND HAAS (PHILADELPHIA, PA) AS LETHANE 384, LETHANE 384 SPECIAL, AND LETHANE 60.

LETHANE 384: 50% BY VOL SOLN IN KEROSENE.

COMMERCIAL PRODUCT ... IS MIXTURE WITH PETROLEUM DISTILLATE WHICH CONSTITUTES 47% BY WT OR 50% BY VOL.

LETHANE* 384 SPECIAL (DISCONTINUED) ... CONTAINED BETA-BUTOXY-BETA'-THIOCYANODIETHYL ETHER & BETA-THIOCYANOETHYL ESTERS OF ALIPHATIC ACIDS IN A PETROLEUM DISTILLATE.

53% SOLUTION /LETHANE* 384 REGULAR/

Use Classification

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Notizen zur Verbindung

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
PubChem CID
8196
DTXSID
DTXSID6024674
ChEMBL
CHEMBL1867205
UNII
Z8ANL9B54I
EC Number
203-985-7
Nikkaji
J5.128D
Refractive Index
INDEX OF REFRACTION: 1.4657 @ 20 °C/D
Physical Description · 2 Einträge

2-(2-butoxyethoxy)ethyl thiocyanate appears as brownish oil or clear yellow liquid. (NTP, 1992)

Clear brown liquid; [HSDB] Brownish or clear yellow liquid; [CAMEO]

Stability/Shelf LifeSTABLE AT ORDINARY TEMPERATURES BUT TENDS TO REARRANGE AT HIGHER TEMPERATURES

Physikochemische Eigenschaften

Siedepunkt
0.25 · bp0.25 120-125°
Dichte
1.1363 · 1.1363 (rough estimate)
Brechungsindex
1.525 · 1.5250 (estimate)
Aggregatzustand
Oily Liquid
EPA chemische Informationen
Lethane (112-56-1)
Ethers
FIFRA Requirements · 1 Eintrag

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. Butoxyethoxy)ethyl thiocyanate is found on List C. Case No: 3142; Pesticide type: insecticide; 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): Butoxyethoxy)ethyl thiocyanate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity Profile · 1 Eintrag

Isocyanates and thioisocyanates, such as 2-(2-BUTOXYETHOXY)ETHYL THIOCYANATE, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 5 Einträge

Flam. Liq. 3 (100%)

Flammable liquid - category 3

Flammable liquids - Category 3

Flammable agents - 2nd degree, Reactive agents - 1st degree

Flam. Liq. 3

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Protective Action Criteria (PAC) · 3 Einträge

0.19 [mg/m3]

2.1 [mg/m3]

12 [mg/m3]

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxikologische Informationen

InteractionsLETHANE 384 SHOWED SYNERGISTIC ACTIVITY AGAINST TRIBOLIUM CONFUSUM WITH ORGANCHLORINE, CARBAMATE, & PHOSPHORODITHIOATES INSECTICIDES (DDT, CARBARYL, & AZINPHOSETHYL).
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Acute Toxicity LinkChemical: LETHANE 384
Human Toxicity Excerpts · 5 Einträge

SYMPTOMATOLOGY (LARGELY INFERRED FROM ANIMAL TESTS): 1. INGESTION OF CONCENTRATED SOLN MAY LEAD TO VOMITING BECAUSE OF MUCOSAL IRRITATION. /ALIPHATIC THIOCYANATES/

SYMPTOMATOLOGY (LARGELY INFERRED FROM ANIMAL TESTS): 2. PRINCIPAL SYSTEMIC REACTION IS PROBABLY ... CENTRAL NERVOUS DEPRESSION, INTERRUPTED BY PERIODS OF RESTLESSNESS, HYPERPNEA, TONIC CONVULSIONS. AS JUDGED FROM ANIMAL TESTS, DEPRESSION MAY LAST FOR MANY DAYS. /ALIPHATIC THIOCYANATES/

SYMPTOMATOLOGY (LARGELY INFERRED FROM ANIMAL TESTS): 4. DEATH IS USUALLY DUE TO RESPIRATORY ARREST FROM PARALYSIS OF MEDULLARY CENTERS. ... 5. MASSIVE SKIN CONTAMINATION WITH ORG THIOCYANATES SOLN MAY PRODUCE SYSTEMIC POISONING ... & ... LOCAL IRRITATION & DERMATITIS. /ALIPHATIC THIOCYANATES/

SYMPTOMATOLOGY (LARGELY INFERRED FROM ANIMAL TESTS): 6. IN NONFATAL CASES EVIDENCE OF INJURIES TO LIVER AND KIDNEYS MAY APPEAR. /ALIPHATIC THIOCYANATES/

For more Human Toxicity Excerpts (Complete) data for LETHANE 384 (7 total), please visit the HSDB record page.

Non-Human Toxicity Excerpts · 2 Einträge

... TREMORS, PARALYSIS, SPASTICITY, AND EVEN OPISTHOTONOS HAVE BEEN DESCRIBED ... IN RABBITS GIVEN LETHANE 384 BY VARIOUS ROUTES ... .

... METHYL, ETHYL & ISOPROPYL THIOCYANATES & LETHANE 384 ARE RAPIDLY ACTING POISONS ... THEY PRODUCE CENTRAL NERVOUS DEPRESSION, USUALLY WITH TRANSIENT PERIOD OF RESP STIMULATION, PROGRESSING PROMPTLY TO DEATH FROM RESP FAILURE.

Antidote and Emergency TreatmentBecause cyanide is probably largely responsible for poisoning due to ... Lethane 384 ..., antidotal measures against cyanide should be instituted promptly.
Non-Human Toxicity ValuesLD50 Rat oral 90 mg/kg

Regulatorische Informationen

FIFRA Requirements · 1 Eintrag

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. Butoxyethoxy)ethyl thiocyanate is found on List C. Case No: 3142; Pesticide type: insecticide; 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): Butoxyethoxy)ethyl thiocyanate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Sicherheitsdaten

ridadr
2810
risk_code
10-24/25
hazard_code
T
safety_code
13-36/37-45
hazard_class
6.1(b)
packing_group
III
Giftige Stoffe Daten
112-56-1(Hazardous Substances Data)
INSECTICIDES
General Manufacturing Information · 5 Einträge

... IT WAS INTRODUCED, IN 1932, BY ROHM & HAAS CO UNDER TRADE NAME 'LETHANE 384' & PROTECTION OF US PATENTS 1,808,893; 2,220,521.

IT IS COMPATIBLE WITH PYRETHRINS, ROTENONE, PIPERONYL BUTOXIDE, CHLORINATED HYDROCARBON AND ORGANOPHOSPHORUS INSECTICIDES.

THESE THIOCYANATES HAVE A RAPID PARALYTIC ACTION TO INSECTS THAT IS CLEARLY ATTRIBUTABLE TO THE ACTION OF THE THIOCYANO GROUP. /ORGANOTHIOCYANATES/

PRODUCTS ARE USUALLY EMPLOYED IN OIL BASE SPRAYS IN CONCN RANGING FROM 2-1/2 TO 5%. SUCH SPRAYS USED ON LIVESTOCK SHOULD BE APPLIED AS LIGHT MIST. ON DAIRY COWS ABOUT 1-2 OUNCES/COW APPLIED AT EACH MILKING WILL PROVIDE GOOD CONTROL OF BLOOD-SUCKING FLIES. /LETHANES/

For more General Manufacturing Information (Complete) data for LETHANE 384 (8 total), please visit the HSDB record page.

Anwendungen

VerwendenInsecticide.

Anbieter8 Anbieter

上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
西宝生物科技(上海)股份有限公司13761246140 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]