2,4,5-涕酸丁酯 | 93-79-8

• 物质功能分类: 化学农药原药 - 杀虫剂 - 有机氯杀虫剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4,5-涕酸丁酯
• 英文名称: Butyl (2,4,5-trichlorophenoxy)acetate
• 英文别名: butyl 2-(2,4,5-trichlorophenoxy)acetate
• CAS: 93-79-8
• 化学式: C₁₂H₁₃Cl₃O₃
• mdl: MFCD00128016
• 分子量: 311.6
• InChiKey: FNEXNZUHBCBQTI-UHFFFAOYSA-N

物化性质

• 熔点：
  28.5°C
• 沸点：
  337°C (rough estimate)
• 密度：
  1.3419 (estimate)
• 物理描述：
  2,4,5-t, n-butyl ester appears as clear colorless liquid or white solid. (NTP, 1992)
• 闪点：
  265-420 °F (OPEN CUP) /2,4,5-T ESTERS/
• 溶解度：
  less than 1 mg/mL at 70° F (NTP, 1992)
• 蒸汽压力：
  1.50e-05 mmHg
• 腐蚀性：
  May attack some forms of plastics /2,4,5-T esters/
• 保留指数：
  1996.3

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

代谢

甜胶木（Liquidambar styriciflua L）和南方红橡（Quercus falcata Michx）被喷洒了2,4,5-T正丁酯的水悬浮液（7克/升）。一个月后，收集了叶子并进行检测以确定是否有残留物。观察到了2,4,5-三氯苯酚，但没有证据表明形成了2,4,5-三氯苯甲醚。

SWEETGUM (LIQUIDAMBAR STYRACIFLUA L) & SOUTHERN RED OAK (QUERCUS FALCATA MICHX) WERE SPRAYED WITH AQUEOUS HOMOGENATE OF 2,4,5-T N-BUTYL ESTER /7 G/L/. AFTER 1 MONTH, LEAVES WERE COLLECTED AND ASSAYED ... TO DETECT RESIDUES. 2,4,5-TRICHLOROPHENOL WAS OBSERVED BUT NO EVIDENCE WAS FOUND TO INDICATE FORMATION OF 2,4,5-TRICHLORANISOLE.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

致癌性分类：1）人类证据：有限；对人类致癌风险的总体评估为2B组：该物质可能对人类致癌。/氯苯氧基除草剂；来自表格/

Classification of carcinogenicity: 1) evidence in humans: limited; Overall summary evaluation of carcinogenic risk to humans is Group 2B: The agent is possibly carcinogenic to humans. /Chlorophenoxy herbicides; From table/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

A4；不可归类为人类致癌物。/2,4,5-T/

A4; Not classifiable as a human carcinogen. /2,4,5-T/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

职业性肝毒素 - 第二性肝毒素：在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 人类毒性摘录

越南战争退伍军人生育具有重大结构出生缺陷的婴儿的风险通过一项病例对照研究进行了评估。有关在越南的军事服务信息是通过与病例对照组婴儿的母亲和父亲进行访谈以及审查军事记录获得的。总体而言，越南战争退伍军人生育有缺陷婴儿的风险并未增加（所有类型合并；相对风险估计值为0.97）。那些估计有更多接触橙剂机会的越南战争退伍军人似乎并没有增加生育所有类型缺陷合并的婴儿的风险。然而，对于几种特定类型的缺陷，那些可能更有可能接触橙剂的越南战争退伍军人子组的估计风险更高。这些看似更高的风险可能是偶然事件，可能是父亲在越南服役期间的经历结果，或者是由于某些其他未识别的风险因素。

Vietnam veterans' risks for fathering babies with major structural birth defects were assessed using a case-control study. Information regarding military service in Vietnam was obtained from interviews with mothers and fathers of babies in case-control groups and from review of military records. Vietnam veterans, in general, did not have an increased risk of fathering babies with defects (all types combined; relative risk estimate, 0.97). Vietnam veterans who had greater estimated opportunities for agent orange exposure did not seem to be at greater risk for fathering babies with all types of defects combined. However, for a few specific types of defects the estimated risks were higher for subgroups of Vietnam veterans that may have had a greater likelihood of exposure to Agent Orange. These seemingly higher risks could be chance events, the result of some experience in the Vietnam service of the father, or the result of some other unidentified risk factor.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

在制造五氯苯酚钠、钠盐和2,4,5-T丁酯的工作中，工人们出现了皮肤病学和系统性影响。在77名患者中确定了氯痤疮、获得性原卟啉症、脂肪、卟啉、碳水化合物和血浆蛋白代谢紊乱、周围神经病变、神经衰弱综合症和有机疾病。在11名卟啉代谢受损的患者中，有10例被诊断出出现色素沉着过度、多毛症、光机械性水泡。还发现了肝脂肪变性和纤维化、尿液中的δ-氨基酮戊酸排泄增加、血浆蛋白水平升高、碱性磷酸酶活性增加和显著的肝肥大。这些以及其他影响是由于2,3,6,7-四氯二苯并-对-二噁英这种污染物造成的。

DERMATOLOGICAL & SYSTEMIC EFFECTS IN WORKERS EMPLOYED IN MANUFACTURING OF SODIUM PENTACHLOROPHENOLATE, SODIUM SALT & BUTYL ESTER OF 2,4,5-T ARE REPORTED. CHLORACNE, PORPHYRIA CUTANEA TARDA, DISORDERS OF FAT, PORPHYRIN, CARBOHYDRATES, & PLASMA PROTEIN METABOLISM, PERIPHERAL NEURONS, NEURASTHENIC SYNDROME, & ORGANIC AFFECTIONS WERE DETERMINED IN 77 PATIENTS. HYPERPIGMENTATION, HYPERTRICHOSIS, & BULLOSIS ACTINICA & MECHANICA WERE DIGANOSED IN 10 OF THE 11 PATIENTS WITH IMPAIRED PORPHYRIN METABOLISM. STEATOSIS & FIBROSIS OF THE LIVER, INCR URINARY EXCRETION OF DELTA-AMINOLEVULINIC ACID, INCR PLASMA PROTEIN LEVELS, INCR ALKALINE PHOSPHATASE ACTIVITY, & WILD HEPATOMEGALLY WERE FOUND. THESE & OTHERS EFFECTS WERE DUE TO 2,3,6,7-TETRACHLORODIBENZODIOXIN, A CONTAMINANT.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

氯苯氧基化合物可以通过肠道壁、肺部和皮肤吸收。它们不会在脂肪中显著储存。排泄发生在几小时或最多几天内，主要通过尿液。/氯苯氧基化合物/

THE CHLOROPHENOXY COMPOUNDS ARE ABSORBED ACROSS THE GUT WALL, LUNG, & THE SKIN. THEY ARE NOT SIGNIFICANTLY FAT STORABLE. EXCRETION OCCURS WITHIN HOURS, OR AT MOST DAYS, PRIMARILY IN THE URINE. /CHLOROPHENOXY CMPD/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

给绵羊口服2,4,5-T醋酸酯25毫克/公斤后，血浆中2,4,5-T的浓度在3-4小时后达到10 ppm的峰值；在72小时内，给药剂量的86%以原形从尿液中回收，1.4%以游离酸形式回收。组织中2,4,5-T的含量小于0.1 ppm，但在连续接受2,4,5-T剂量的中毒绵羊组织中，其含量为368 ppm。/2,4,5-T醋酸酯/

IN SHEEP GIVEN ORAL DOSE OF 25 MG/KG OF 2,4,5-T ESTER PEAK PLASMA CONCN OF 10 PPM ... FOUND 3-4 HR LATER; 86% OF ADMIN DOSE WAS RECOVERED FROM URINE IN UNALTERED FORM, & 1.4% AS FREE ACID, WITHIN 72 HR. THERE WAS LESS THAN 0.1 PPM OF 2,4,5-T IN TISSUES, BUT IN SHEEP POISONED BY REPEATED DOSES OF 2,4,5-T TISSUE LEVELS WERE 368 PPM. /2,4,5-T ESTERS/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090

制备方法与用途

类别：农药

刺激数据：

• 皮肤（兔）：20 毫克/24 小时，中度刺激
• 眼睛（兔）：100 毫克/24 小时，中度刺激

可燃性危险特性：热分解产生有毒氯化物和烟雾

储运特性：存放在通风、低温和干燥的库房内

灭火剂：水、干粉、二氧化碳、泡沫

反应信息

• 作为产物：
  描述：

  mercury(2+);2-(2,4,5-trichlorophenoxy)acetate 、 1-碘丁烷 生成 2,4,5-涕酸丁酯
  参考文献：
  名称：

  FOKIN A. V.; RAPKIN A. I.; KOMAROV V. A.; POTARINA T. M., IZV. AN CCCP CEP. XIM., 1978, HO 10, 2400-2402

  摘要：

  DOI：

文献信息

• Chemical detoxification of toxic chlorinated aromatic compounds
  申请人：Vertac Chemical Corporation

  公开号：EP0021294A1

  公开（公告）日：1981-01-07

  A method for the reduction of the content of toxic chlorinated aromatic compounds such as chlorinated aromatic dioxins and especially chlorinated dibenzo-p-dioxins in reaction products to virtually zero consisting essentially of reacting a mass containing chlorinated aromatic dioxins with an amount, in excess of stoichiometrical based on the total organic halogen content, of alkaline reactants selected from the group consisting of (1) alkali metal alcoholates of alcohols selected from the group consisting of alkanols having from 1 to 5 carbon atoms, polyalkoxyalkane glycols having 4 to 20 carbon atoms, alkanepolyols having from 2 to 5 carbon atoms and 2 to 3 hydroxyls, and monoalkyl ethers of such alkanepolyols with alkanols having from 1 to 4 carbon atoms, or (2) mixtures of said alcohols with alkaline reactants selected from the group consisting of alkali metal hydroxides and carbonates, at a reaction temperature of from 140°C. to 220°C. for a time sufficient to convert the organic halogen into inorganic halide, recovering a reaction mass essentialiy free of chlorinated aromatic dioxins, and optionally suspending said recovered reaction mass in water and extracting with an organic solvept to remove any minute residual chlorinated aromatic dioxins, and recycling said solvent extract to said reacting step.

  一种将反应产物中的有毒氯化芳香族化合物，如氯化芳香族二恶英，特别是氯化二苯并对二恶英的含量降低到几乎为零的方法，该方法主要是将含有氯化芳香族二恶英的物质与一定量的碱性反应物反应，碱性反应物的数量超过有机卤素总含量的化学计量，碱性反应物选自以下组别：(1)选自具有 1 至 5 个碳原子的烷醇的醇的碱金属醇酸酯、(2) 上述醇与选自碱金属氢氧化物和碳酸盐的碱性反应物的混合物，反应温度为 140°C 至 220°C。至 220°C，时间足以将有机卤素转化为无机卤化物，回收基本不含氯化芳香族二恶英的反应物，并可选择将所述回收的反应物悬浮于水中，用有机溶液萃取以去除任何微量残留的氯化芳香族二恶英，然后将所述溶剂萃取物循环用于所述反应步骤。
• Methods and compositions for increasing the efficacy of biologically-active ingredients
  申请人：Windsor Brian J.

  公开号：US20060276339A1

  公开（公告）日：2006-12-07

  The invention provides methods and compositions for modulating the sensitivity of cells to cytotoxic compounds and other active agents. In accordance with the invention, compositions are provided comprising combinations of ectophosphatase inhibitors and active agents. Active agents include antibiotics, fungicides, herbicides, insecticides, chemotherapeutic agents, and plant growth regulators. By increasing the efficacy of active agents, the invention allows use of compositions with lowered concentrations of active ingredients.
• US4327027A
  申请人：——

  公开号：US4327027A

  公开（公告）日：1982-04-27
• FOKIN A. V.; RAPKIN A. I.; KOMAROV V. A.; POTARINA T. M., IZV. AN CCCP CEP. XIM., 1978, HO 10, 2400-2402
  作者：FOKIN A. V.、 RAPKIN A. I.、 KOMAROV V. A.、 POTARINA T. M.

  DOI：——

  日期：——

表征谱图