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프로티오포스

프로티오포스
프로티오포스 구조식 이미지
카스 번호:
34643-46-4
한글명:
프로티오포스
동의어(한글):
프로티오포스;프로티오포스(PROTHIOPHOS)
상품명:
Prothiofos
동의어(영문):
toyodan;Bideron;ntn-8629;Tokution;toyothion;TOKUTHION;bayntn8629;PROTHIOFOS;Tokuthhion;PROTHIOPHOS
CBNumber:
CB9385630
분자식:
C11H15Cl2O2PS2
포뮬러 무게:
345.25
MOL 파일:
34643-46-4.mol

프로티오포스 속성

녹는점
25°C
밀도
1.3000
증기압
3.0×10-4 Pa (20 °C)
저장 조건
APPROX 4°C
수용성
0.07 mg l-1(20 °C)
물리적 상태
liquid
BRN
1998314
CAS 데이터베이스
34643-46-4(CAS DataBase Reference)
NIST
Phosphorodithioic acid, o-(2,4-dichlorophenyl) o-ethyl s-propyl ester(34643-46-4)
EPA
Phosphorodithioic acid, O-(2,4-dichlorophenyl) O-ethyl S-propyl ester(34643-46-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,N
위험 카페고리 넘버 22-50/53
안전지침서 60-61
유엔번호(UN No.) UN 3082
WGK 독일 3
RTECS 번호 TD5680000
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H330 흡입하면 치명적임 급성 독성 물질 흡입 구분 1, 2 위험 P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 P273, P391, P501
예방조치문구:
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P273 환경으로 배출하지 마시오.
P284 호흡 보호구를 착용하시오.
P310 즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.
P501 ...에 내용물 / 용기를 폐기 하시오.

프로티오포스 C화학적 특성, 용도, 생산

용도

Prothiofos is used to control chewing insects in a range of crops including vegetables, fruit, maize, sugar cane and ornamentals.

정의

ChEBI: An organic thiophosphate that is the 2,4-dichlorophenyl ester of O-ethyl S-propyl dithiophosphoric acid.

신진 대사 경로

A report by Nihon Tokushu Noyaku Seizo K.K. (1979) (now Nhon Bayer Agrochem K.K.) has summarised the nature of the photolysis products and metabolites formed by prothiofos in plants, insects, chicken, mice, rats, guinea-pigs and rabbits. Major routes for the metabolism of prothiofos include activation via oxidative desulfuration to the oxon and detoxification by dearylation to give 2,4-dichlorophenol which occur in all media. In addition, cleavage of the P-S bond and loss of the propanethiol moiety is an important detoxification mechanism in mammals but not insects and dechlorination by reductive loss of the 2-chlorine substituent in the phenyl ring occurs in soil, plants and photochemically. Stage II metabolism results in the formation of the glucoside of 2,4-dichlorophenol in plants and insects and the glucuronide and sulfate ester in mammals.

Degradation

Prothiofos is hydrolysed at pH 4,7 and 9 with DT50 values of 120,280 and 12 days, respectively (PM). Takase et al. (1982) examined the photolysis of hexane, methanol, aqueous methanol solutions and thin films of [2H-ethyl] prothiofos and unlabelled prothiofos. The compound was irradiated by UV light from a high pressure mercury vapour lamp (λmax 360 nm) for up to 4 hours or by sunlight for 15 days. Photolysis products were purified by TLC and identified by GC-MS. Under UV irradiation, prothiofos was degraded with a half-life of from 60 minutes (hexane solution) to 420 minutes (thin film). Prothiofos was photolysed under UV light by five main mechanisms: (a) reductive dechlorination at the 2-position of the phenyl ring, (b) desulfuration to the oxon ( P=O ) products, (c) cleavage of the P-S bond and loss of propanethiol, (d) cleavage of the P-O-aryl linkage resulting in the production of phenols and (e) dechlorination at the 4-position of the phenyl ring. The main photochemical reaction product was formed by reductive dechlorination of the 2-position of the phenyl ring to give 4-chloroprothiofos (2). The next most important mechanism was photooxidation of the P=S moiety (a common reaction of phosphorothioates and also noted with parathion, fenitrothion, disulfoton and fenthoate) to give prothiofos oxon (3), which was subsequently 2- dechlorinated to give 4. Loss of propanethiol via cleavage of the P-S bond of prothiofos oxon (3) and the 2-dechlorinated oxon (4) afforded 5 and 6, respectively, in aqueous solution. In hexane solution photoproducts 7 and 8 were formed by the substitution of the Pr-S group by a chlorine atom from the ring.
Dearylation by cleavage of the P-O-aryl linkage gave rise to 2,4- dichlorophenol(9) and 4-chlorophenol(10) which were formed in greater yields in the aqueous media.4-Dechlorination was a minor route, with only a trace of the di-dechloroprothiofos photoproduct (11) being detected. In hexane solution only, a number of other photoproducts were formed of which the most interesting (12) was formed via the displacement of the 2-chlorine atom by the P-S sulfur (Scheme 1).
Under natural sunlight conditions in hexane the level of photodegradation was considerably less. The major photoproducts were prothiofos oxon (3), 4-chloroprothiofos (2) and its oxon (4) and the cyclic phosphorodithioate (12).

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