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머포스

Merphos

HCID 9011
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
150-50-5
표준 SMILES
CCCCSP(SCCCC)SCCCC
InChIKey
KLAPGAOQRZTCBI-UHFFFAOYSA-N
분자식
C12H27PS3
평균 분자량
298.5 g/mol
단동위원소 질량
298.10125138

개요

Emulsifiable oil.

이름 및 식별자

우선 이름
Merphos
IUPAC
tris(butylsulfanyl)phosphane
현지명
머포스
영어명
MERPHOS
분자식
C12H27PS3
분자량
298.51

이름 및 동의어

MERPHOS150-50-5Tributyl phosphorotrithioiteChemagro B-1776Deleaf defoliantEasy off-DTributylthiofosfinPhosphorotrithious acid, tributyl esterTributyl trithiophosphiteFolex 6ECButyl phosphorotrithioiteButyl phosphorotrithioite ((BuS)3P)
이름 더 보기
머포스메르포스FolexFolenfolex6ecFOLEX(R)easyoff-dNSC 27720folex (tm)deleafdefoliant
S,S,S-Tributyl trithiophosphiteS,S,S-Tributyl phosphorotrithioitePhosphorotrithious acid, S,S,S-tributyl esterRN743HTX76NSC-27720DTXSID6024173RefChem:156638DTXCID904173

데이터베이스 식별자

CAS
150-50-5
PubChem CID
9011
DTXSID
DTXSID6024173
UNII
RN743HTX76
EC Number
205-761-4
Nikkaji
J5.853J

물성

구조 계산 물성

XLogP
5
극성 표면적
75.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
12
무거운 원자 수
16
형식 전하
0
복잡도
110

실험 및 물리화학적 성질

Pesticides · 4건

Pesticide -> EPA IRIS

Plant Growth Regulators

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

OdorMILD CHARACTERISTIC ODOR
Density0.99-1.01 @ 20 °C/4 °C
Color/FormPALE AMBER LIQUID
Solubility · 2건

SPARINGLY SOLUBLE IN WATER

SOL IN ACETONE, ETHYL ALCOHOL, BENZENE, HEXANE, KEROSENE, DIESEL OIL, HEAVY AROMATIC NAPHTHAS, XYLENE, METHYLATED NAPHTHALENE

Flash Point295 °F
Boiling Point115-134 °C @ 0.08 MM HG
Decomposition...WHEN HEATED TO DECOMP, EMITS HIGHLY TOXIC FUMES OF PO(X) & SO(X)...
Vapor Pressure0.00002 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.55 @ 20 °C/D
Physical Description · 2건

안전 및 규제

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

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 5건

Hazard Traits - Environmental tox; Neurotoxicity

Phosphorotrithious acid, tributyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphorotrithious acid, tributyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

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.)

Other Safety InformationIMAP assessments - Phosphorotrithious acid, tributyl ester: Environment tier I assessment
DOT LabelPoison
Fire HazardsExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Fire PotentialSLIGHT, WHEN EXPOSED TO HEAT OR FLAME. ...CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS.
Health HazardsExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Hazards Summary · 1건

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

TOPICAL ADMIN CAUSED MORE PROLONGED INHIBITION OF PLASMA BUTYRYLCHOLINESTERASE ACTIVITY THAN ORAL ADMIN. ORAL MERPHOS WAS RAPIDLY METABOLIZED IN GI TRACT DIRECTLY TO N-BUTYL MERCAPTAN OR FOLLOWING ITS OXIDATION TO S,S,S-TRIBUTYL PHOSPHOROTRITHIOATE. N-BUTYL MERCAPTAN APPARENTLY CAUSED THE LATE ACUTE TOXIC EFFECTS. TOPICALLY ADMIN MERPHOS, WHICH WAS NOT METAB IN GI TRACT, CAUSED DELAYED NEUROTOXICITY BUT DID NOT PRODUCE A LATE ACUTE EFFECT.

Absorption, Distribution and ExcretionMerphos is readily absorbed through the skin.

용도 및 제조

Uses · 6건

Used as a cotton defoliant; [HSDB]

Cancelled--no longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

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

MERPHOS IS USED TO DEFOLIATE COTTON @ 1.1 TO 2.2 KG ACTIVE INGREDIENT/ACRE AND CAN INDUCE LEAF ABSCISSION IN SOME OTHER PLANTS, SUCH AS ROSES & HYDRANGEAS.

FOLEX IS PARTICULARLY SUITED FOR TOTAL DEFOLIATION OF COTTON PREPARATORY TO MACHINE HARVESTING BECAUSE THE NATURAL ACTION OF FOLEX CAUSES THE LEAVES TO DROP IN A RELATIVELY GREEN STATE WITH FRESH WEIGHT ADEQUATE TO CAUSE THEM TO FALL TO THE GROUND.

U.S. Exports · 2건

(1972) No Data

(1975) No Data

U.S. Imports · 2건

(1972) No Data

(1975) No Data

U.S. Production · 2건

2022: 81,324 lb

(1972) 1.36X10+8 G

Methods of ManufacturingREACTION OF BUTYL MERCAPTAN & PHOSPHORUS TRICHLORIDE
Formulations/Preparations · 3건

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

Emulsifiable oil.

Almost colorless liquid; [Hawley] Pale amber liquid; [HSDB] Colorless to pale yellow liquid; [MSDSonline]

물리화학적 성질

녹는점
100 °C · 100°C
끓는 점
115 · 115-134 °C(Press: 0.08 Torr)
밀도
1.02 · 1.0200
용해도
클로로포름(약간 용해됨), 디클로로메탄(약간 용해됨), 디에틸에테르(약간 용해됨)
물리적 상태
액체
Henry's Law Constant
4.3 · 4.3×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
안정성
공기 민감성, 흡습성, 습기 민감성
EPA
Merphos (150-50-5)

화학적 성질

Nearly colorless liquid. Insoluble in water; soluble in a variety of organic solvents.

Cases of delayed neurotoxicity in agricultural workers via skin absorption have been reported; In one case a worker was exposed over a period of three days on his bare arms; Total facial diplegia developed two weeks after; Results of EMG include a decrease in muscle action potential and delayed conduction velocity in motor nerves; He fully recovered; No effects besides inhibition of cholinesterase observed in 90 day feeding studies with rats and dogs; Oral and dermal studies with hens demonstrated delayed neuropathy; [HSDB] 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]

Reactive GroupSulfides, Organic
Special ReportsUSEPA/OHEA; Health & Environmental Effects Profile for Merphos Oxide (1988)
FIFRA Requirements · 1건

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. Merphos is found on List B. Case No: 2385; Pesticide type: Fungicide, herbicide; 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): Tributyl phosphorotrithioite; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity Profile · 1건

Organothiophosphates, such as MERPHOS, 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.

안전 및 보호

Fire FightingExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
First AidExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Exposure Control and Personal Protection · 1건

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 ResponseExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
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 151 [Substances - Toxic (Non-Combustible)]:
Personal Protective Equipment (PPE) · 2건

Excerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:

FOR PROTECTION DURING APPLICATION WEAR HAT, LONG-SLEEVED SHIRT, TROUSERS. IN ADDITION, MIXER/LOADERS MUST WEAR RUBBER OR NEOPRENE GLOVES.

독성 정보

Target OrgansNervous
Ecotoxicity ValuesLC50 Salmo gairdneri wt 0.6 g, 33 mg/l/96 hr at 12 °C (95% confidence limit: 20-53). Static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l.
Environmental Fate · 3건

TERRESTRIAL FATE: If released on soil, merphos would be expected to adsorb strongly to soil(1,SRC) and be oxidized to S,S,S-tributyl phosphorotrithioate (DEF)(2).

AQUATIC FATE: If released in water, merphos will be oxidized to S,S,S-tributyl phosphorotrithioate (DEF). In th Little Miami River, complete oxidation to DEF occurred within an hour(1). The fact that merphos is expected to adsorb strongly to particulate matter in the water column (estimated Koc of 62,000 from structure(2)), apparently did not impede its oxidation(SRC).

ATMOSPHERIC FATE: If released into the atmosphere during spraying operations, merphos will exist as an aerosol and be removed by gravitational settling and be readily oxidized to S,S,S-tributyl phosphorotrithioate (DEF) in the drifting spray(2). Vapor-phase merphos will react with photochemically-produced hydroxyl radicals, with an estimated half-life of 4.9 hr(1).

Food Survey Values · 1건

Merphos was detected in food in FDA's adult Total Diet Study in FY78-82(1). While the commodity group, number of detections and concentration levels were not reported, fewer than 10 of the 1044 composite samples contained the pesticide(1). Merphos was detected in 9 of 6391 domestic agricultural commodities during surveillance sampling between FY82 and FY86(2). The distribution of the residue concentrations were (concentration range in ppm, number): 0.05-0.10, 1; 0.10-0.50, 3; 0.50-1.0, 2; >2.0, 3(2). Of these, 7 samples exceeded EPA's tolerance(2). During the same time period, merphos residues were not found in samples of 12,044 imported agricultural commodities(2).

Adverse EffectsNeurotoxin - Predominantly motor
Acute Toxicity LinkChemical: MERPHOS
EPA IRIS Information · 3건

Merphos

Nervous

3 x 10 ^-5 mg/kg-day

Soil Adsorption/MobilityThe Koc for merphos estimated from molecular structure is 62,000(1). According to a suggested classification scheme(2), this estimated Koc suggests that merphos would be immobile in soil(SRC).
Atmospheric Concentrations · 1건

Merphos was found in only 1 of 2479 (0.04%) air samples taken between 1970 and 1972 as part of a national pesticide air monitoring program(1). The positive sample contained 8.8 ng/cu m of merphos and was from North Memphis, TN in 1971(1) and was 275 m from a formulation plant(2).

Human Toxicity Excerpts · 2건

A CASE OF DELAYED NEUROTOXICITY IN 28-YR-OLD MAN WHO ACCIDENTALLY SPLASHED MERPHOS ON HIS BARE ARMS OVER A PERIOD OF 3 DAYS WHILE WORKING WITH THE DEFOLIANT. APPROX 14 DAYS AFTER EXPOSURE, COMPLETE FACIAL DIPLEGIA DEVELOPED. ELECTROMYOGRAPHY DEMONSTRATED DECREASED VOLTAGE OF MUSCLE ACTION POTENTIAL, DELAYED CONDUCTION VELOCITY IN MOTOR NERVE FIBERS, INCREASED INSERTIONAL ACTIVITY, AND DENERVATION POTENTIALS. HE RECOVERED COMPLETELY.

S,S,S-Tributyl phosphorotrithioate and merphos can produce delayed neurotoxicity in animals. Inhibition of the neurotoxic esterase in lymphocytes was measured in 7 workers exposed during aerial and ground application of these defoliants on cotton fields as was peripheral nerve function. The major route of exposure was via the skin. Lymphocyte neurotoxic esterase was affected in exposed workers according to both intensity and length of exposure. There were no detectable electrophysiological effects. Measurement of neurotoxic esterase in lymphocytes in workers exposed to organophosphates is a rational biomonitor of delayed neuropathy.

Artificial Pollution Sources · 1건

Merphos will be released to the environment as a result of its use as a defoliant on cotton preparatory to machine harvesting(1,2) for which it is used as an aqueous emulsion(3). It may also be released during its production, transport, formulation, and disposal.

Environmental Bioconcentration · 1건

Using an estimated log Kow of 7.67(1), one would estimate a BCF of 40,000 for merphos using a recommended regression equation(2). This would indicate that merphos would bioconcentrate in aquatic organisms. However, merphos' rapid oxidation in water would suggest little tendency to bioconcentrate(SRC).

규제 정보

FIFRA Requirements · 1건

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. Merphos is found on List B. Case No: 2385; Pesticide type: Fungicide, herbicide; 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): Tributyl phosphorotrithioite; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

안전 데이터

tsca
TSCA listed
ridadr
3278
독성
guinea pig,LD50,oral,850mg/kg (850mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 27(8), Pg. 97, 1962.
포장분류
III
위험 등급
6.1(b)
기존화학 물질
KE-04358
유해 물질 데이터
150-50-5(Hazardous Substances Data)

TECHNICAL PRODUCT IS GREATER THAN OR EQUAL TO 95% PURE.

'Folex cotton defoliant' (720 g active ingredient/L)

EMULSIFIABLE CONCENTRATE (6 LB/GALLON).

Use ClassificationHERBICIDES
General Manufacturing Information · 2건

Phosphorotrithious acid, tributyl ester: ACTIVE

Merphos' registration has been cancelled.

응용 분야 · 2건

용도Merphos is an organothiophosphorus compound used as a defoliant but the active ingredient is no longer contained in any registered pesticide product in the US and in EU. Therefore, Environmental Protection Agency (EPA) is characterizing it as canceled. The status of merphos in the EU pesticide database is ‘Not Approved’ under the Regulation EC 1107/2009 and not authorized at national level in EU countries. However a maximum level of residues (MRL) is regulated in foods as the default MRL of 0.01 mg kg-1 according to Art 18(1)(b) Reg 396/2005. Merphos was used to defoliate cotton at application rates of 1.1–2.2 kg active ingredient per acre and can induce leaf abscission in some other plants, such as roses and hydrangeas. It was particularly suited for total defoliation of cotton preparatory to machine harvesting because the natural action of the substance causes the leaves to drop in a relatively green state with fresh weight adequate to cause them to fall to the ground. The technical product used to have 95% purity. Formulation used to contain 720 g active ingredient per liter or being an emulsifiable concentrate containing 6 lb per gallon.

일반 설명Emulsifiable oil.

공급사21 곳

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