2425-06-1

• 常用中文名：敌菌丹
• 常用英文名：Captafol
• CAS号：2425-06-1
• 分子式：C₁₀H₉Cl₄NO₂S
• 分子量：349.061
• 相关类别： 化学农药原药 杀菌剂 其他杀菌剂
• 发布时间：2018-07-26 16:18:35
• 更新时间：2026-07-16 10:44:41

• 用来防治番茄叶和果实的病害、马铃薯枯萎病等。制剂有80％可湿性粉剂和40％悬浮剂。

名称

• 中文名: 敌菌丹
• 英文名: captafol
• 中文别名: 福尔西一登; 敌菌丹(ISO); 四氯丹; 敌菌丹100NG/UL,1ML溶于环己烷 标准品; 敌菌丹 标准品; 甲醇中敌菌丹溶液标准物质; N-(1,1,2,2,-四氯乙硫基)-4-环已烯-1,2-二甲酰亚胺; CAPTAFOL,10NG/UL 标准品; 敌菌丹可湿粉标准品; 丙酮中敌菌丹; 乙腈中敌菌丹
• 英文别名: n-(1,1,2,2-tetrachloroethylmercapto)-4-cyclohexene-1,2-dicboximide; n-((1,1,2,2-tetrachloroethyl)thio)-4-cyclohexene-2-dicboximide; Ortho 5; FOLTAF; 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]; Captatol; 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione; haipen; N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide; 2-(1,1,2,2-tetrachloroethylthio)-3a,4,7,7a-tetrahydroisoindole-1,3-quinone; difolatanbow; Ortho; Captofol; 3a,4,7,7a-tetrahydro-2-(1,1,2,2-tetrachloroethyl)thio-1h-isoindole-1,3(2h)-dio; 1h-isoindole-1,3(2h)-dione,3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl; difolatan4f1; alfloc7020; kenofol; N-1,1,2,2-Tetrachloroethylmercapto-4-cyclohexene-1,2-cboximide; ortho5865; (Tetrachloroethylthio)tetrahydrophthalimide; santsm; Sanspor; mycodifol; 3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione; N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacboximid; captaspor; N-(1,1,2,2-Tetrachloraethylthio)-tetrahydrophthalamid; orthodifolatan4flowable; 3a,4,7,7a-tetrahydro-N-(1,1,2,2-tetrachloroethanesulfenyl)phthalimide; pilltan; N-((1,1,2,2-Tetrachloroethyl)sulfenyl)-cis-4-cyclohexene-1,2-dicboximide; n-(1,1,2,2-tetrachloroethylsulfenyl)-cis-4-cyclohexene-1,2-dicboximide; Merpafol; 4-cyclohexene-1,2-dicboximide,N-[(1,1,2,2-tetrachloroethyl)thio]; n-(1,1,2,2-tetrachloroethylthio)-delta4-tetrahydrophthalimide; ortho-5865; sulfenimide; borseal; EINECS 219-363-3; proxelef; 1,2,3,6-tetrahydro-n-(1,1,2,2-tetrachloroethylthio)phthalimide; cs5623; 2-[(1,1,2,2-Tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione; Difosan; MFCD00041816; difolatan80w; haipen50; 3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-1h-isoindole-1,3(2h)-d; 3a,4,7,7a-tetrahydro-n-(1,1,2,2-tetrachloroethanesulphenyl)phthalimide; 3a,4,7,7a-Tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-1H-isoindole-1,3(2H)-dione (9CI); N-(Tetrachloroethylthio)tetrahydrophthalimide; nalco7046; alfloc7046; N-(1,1,2,2-tetrachloroethylthio)-δ4-tetrahydrophthalimide; difolatan4f; 3a,4,7,7a-tetrahydro-n-(1,1,2,2,-tetrachloroethanesulphenyl)phthalimide; 1-h-isoindole-1,3(2h)-dione,3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl); 2-(1,1,2,2-tetrachloro-ethylsulfanyl)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione; cis-n-((1,1,2,2-tetrachloroethyl)thio)-4-cyclohexene-1,2-dicboximide; N-(1,1,2,2-tetrachloroethylthio)-1,2,3,6-tetrahydrophthalimide; orthodifolatan80w; 4-Cyclohexene-1,2-dicboximide, N-[(1,1,2,2-tetrachloroethyl)thio]; Difolatan 4f1; Folcid; 3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione

物化性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 365.7±52.0 °C at 760 mmHg
• 熔点: 160-161°
• 分子式: C₁₀H₉Cl₄NO₂S
• 分子量: 349.061
• 闪点: 175.0±30.7 °C
• 精确质量: 346.910797
• PSA: 62.68000
• LogP: 2.40
• 蒸汽压: 0.0±0.8 mmHg at 25°C
• 折射率: 1.629
• 储存条件:

  密封保存

• 稳定性:

  常温常压下稳定酸性和碱性条件下不稳定，在熔点温度时缓慢分解

• 分子结构:

  1、 摩尔折射率：75.57

  2、 摩尔体积（m³/mol）：212.7

  3、 等张比容（90.2K）：594.0

  4、 表面张力（dyne/cm）：60.7

  5、 极化率（10 ^-24cm ³）：29.96

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：3.8

  2、 氢键供体数量：0

  3、 氢键受体数量：2

  4、 可旋转化学键数量：3

  5、 互变异构体数量：3

  6、 拓扑分子极性表面积（TPSA）：37.4

  7、 重原子数量：18

  8、 表面电荷：0

  9、 复杂度：387

  10、同位素原子数量：0

  11、确定原子立构中心数量：0

  12、不确定原子立构中心数量：2

  13、确定化学键立构中心数量：0

  14、不确定化学键立构中心数量：0

  15、共价键单元数量：1

• 更多:

  1. 性状：无色结晶固体

  2. 密度（g/mL, ,25℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：160-161

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC 5mmHg）：未确定

  7. 折射率（nD20）：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（Pa,20ºC）：未确定

  12. 饱和蒸气压（kPa, 0ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：难溶于水(1.4mg/L)，微溶于大多数有机溶剂。

毒性和生态

生态学数据: 1、其它有害作用：该物质对环境可能有危害，对水体应给予特别注意。 CHEMICAL IDENTIFICATION RTECS NUMBER : GW4900000 CHEMICAL NAME : 4-Cyclohexene-1,2-dicarboximide, N-((1,1,2,2-tetrachloroethyl)thio)- CAS REGISTRY NUMBER : 2425-06-1 BEILSTEIN REFERENCE NO. : 1543712 LAST UPDATED : 199712 DATA ITEMS CITED : 53 MOLECULAR FORMULA : C10-H9-Cl4-N-O2-S MOLECULAR WEIGHT : 349.06 WISWESSER LINE NOTATION : T56 BVNV GUTJ CSXGGYGG HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 15400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 45360 mg/kg/12W-C TOXIC EFFECTS : Liver - other changes Kidney, Ureter, Bladder - changes in bladder weight Endocrine - changes in spleen weight TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 65520 mg/kg/2Y-C TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 60480 mg/kg/96W-C TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors Liver - tumors TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15120 mg/kg/96W-C TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Cardiac - tumors Gastrointestinal - tumors TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 11 gm/kg SEX/DURATION : multigenerations TOXIC EFFECTS : Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 250 mg/kg SEX/DURATION : male 5 day(s) pre-mating TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 500 mg/kg SEX/DURATION : male 5 day(s) pre-mating TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 975 mg/kg SEX/DURATION : female 6-18 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 200 mg/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 400 mg/kg SEX/DURATION : female 7 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - Central Nervous System TYPE OF TEST : Morphological transformation TYPE OF TEST : Dominant lethal test MUTATION DATA TYPE OF TEST : Sister chromatid exchange TEST SYSTEM : Rodent - hamster Lung REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 78,177,1980 *** REVIEWS *** ACGIH TLV-Not classifiable as a human carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 0.1 mg/m3 (skin) DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,353,1991 IARC Cancer Review:Human No Available Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,353,1991 IARC Cancer Review:Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,353,1991 TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 32,3,1975 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 0.1 mg/m3 JAN 1993 OEL-BELGIUM:TWA 0.1 mg/m3 JAN 1993 OEL-DENMARK:TWA 0.1 mg/m3 JAN 1993 OEL-FRANCE:TWA 0.1 mg/m3;Skin JAN 1993 OEL-THE NETHERLANDS:TWA 0.1 mg/m3;Skin JAN 1993 OEL-SWITZERLAND:TWA 0.1 mg/m3;Skin JAN 1993 OEL-UNITED KINGDOM:TWA 0.1 mg/m3;Skin JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO CAPTAFOL-air:10H CA TWA 0.1 mg/m3 (Sk) REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992 NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2985 No. of Facilities: 59 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 117 (estimated)

安全

• 符号: GHS07, GHS08, GHS09
• 信号词: Danger
• 危害声明: H317-H350-H410
• 警示性声明: P201-P273-P280-P308 + P313-P501
• 个人防护装备: Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
• 危害码 (欧洲): T,N
• 风险声明 (欧洲): 45-43-50/53
• 安全声明 (欧洲): S45;S53;S60;S61
• 危险品运输编码: UN3077 9/PG 3
• RTECS号: GW4900000

制备

由丁二烯与顺丁烯二酸酐反应后，再与氨，ClSCCl₂CHCl₂反应，即制得本品。