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チオシアン酸2-(2-ブトキシエトキシ)エチル

Lethane

HCID 8196
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
112-56-1
標準SMILES
CCCCOCCOCCSC#N
InChIKey
JVGPVVUTUMQJKL-UHFFFAOYSA-N
分子式
C9H17NO2S
平均分子量
203.3 g/mol
単同位体質量
203.09799996

概要

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

名称と識別子

優先名称
Lethane
IUPAC
2-(2-butoxyethoxy)ethyl thiocyanate
現地名
チオシアン酸2-(2-ブトキシエトキシ)エチル
英語名
2-[2-Butoxyethoxy]ethyl thiocyanate
分子式
C9H17NO2S
分子量
203.3

名称と別名

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
名称をさらに表示
2-[2-(ブトキシ)エトキシ]エチルチオシアナート(2-ブトキシエチル)(2-チオシアノエチル)エーテルレタン384チオシアン酸2-(2-ブトキシエトキシ)エチルブチルカルビトールロダナート2-ブトキシ-2'-チオシアノ-ジエチルエ?テルレタン 384レタン384標準品レタン 384 STANDARDレタン 384 Standard, 100 µg/mL in MeOH1-ブトキシ-2-[2-(シアノスルファニル)エトキシ]エタン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

物性

構造計算による物性

XLogP
1.7
極性表面積
67.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
9
重原子数
13
形式電荷
0
複雑度
144

実験および物理化学的性質

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

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

0.915-0.930 @ 25 °C

Color/Form · 2 件

LIQUID

Clear brown oil

Solubility · 3 件

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 件

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

120-125 °C @ 0.25 MM HG

Vapor Pressure0.000594 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.4657 @ 20 °C/D
Physical Description · 2 件

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

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)

危険有害性情報

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 件

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 GroupEthers
FIFRA Requirements · 1 件

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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.

用途と製造

Uses · 4 件

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 件

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 件

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 ClassificationINSECTICIDES

関連反応

0 件
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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

データベース識別子

CAS
112-56-1
PubChem CID
8196
DTXSID
DTXSID6024674
ChEMBL
CHEMBL1867205
UNII
Z8ANL9B54I
EC Number
203-985-7
Nikkaji
J5.128D

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

物理化学的性質

沸点
0.25 · bp0.25 120-125°
比重(密度)
1.1363 · 1.1363 (rough estimate)
屈折率
1.525 · 1.5250 (estimate)
外見
油性液体
EPAの化学物質情報
Lethane (112-56-1)

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 件

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 件

Flam. Liq. 3 (100%)

Flammable liquid - category 3

Flammable liquids - Category 3

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

Flam. Liq. 3

安全と保護具

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

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 件

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 件

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.

毒性情報

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 件

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 件

... 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

法規制情報

FIFRA Requirements · 1 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. 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."

安全データ

ridadr
2810
risk_code
10-24/25
hazard_code
T
safety_code
13-36/37-45
hazard_class
6.1(b)
packing_group
III
有毒物質データの
112-56-1(Hazardous Substances Data)
General Manufacturing Information · 5 件

... 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.

応用分野

使用Insecticide.

一般的な説明Brownish oil or clear yellow liquid.

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