1,2-环已烷二羧酸二异壬基酯 | 166412-78-8

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 1,2-环已烷二羧酸二异壬基酯
• 中文别名: 环己烷-1,2-二羧酸二异壬酯；环保可塑剂DINCH；六氢邻苯二甲酸二异壬酯；环己烷-1,2-二甲酸二异壬酯；环保可塑剂 DINCH；DINCH
• 英文名称: diisononyl cyclohexane-1,2-dicarboxylate
• 英文别名: DINCH；1,2-cyclohexane dicarboxylic acid diisononyl ester；diisononyl 1,2-cyclohexane dicarboxylate；cyclohexane-1,2-dicarboxylic acid diisononyl ester；Bis(7-methyloctyl) Cyclohexane-1,2-dicarboxylate
• CAS: 166412-78-8
• 化学式: C₂₆H₄₈O₄
• 分子量: 424.665
• InChiKey: HORIEOQXBKUKGQ-UHFFFAOYSA-N

物化性质

• 密度：
  0.93 g/cm3
• 溶解度：
  乙腈（微溶）、氯仿（微溶）、二氯甲烷（微溶）
• 颜色/状态：
  Colorless liquid
• 气味：
  Odorless
• 沸点：
  394 °C
• 闪点：
  224 °C (COC)
• 蒸汽压力：
  9.62X10-7 mm Hg at 25 °C (est)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  30
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

代谢

DINCH以500毫克/千克体重的剂量一次性皮下（SC）或口服给予四只成年雌性Sprague-Dawley大鼠。研究人员在给药前收集了24小时的尿液样本（用作对照），并在给药后24小时和48小时收集了尿液样本，以及在48小时后解剖时的血清。使用真实标准，阳性鉴定并准确量化了CHDA和环己烷-1,2-二羧酸，单羟基异壬酯（MHNCH）。基于它们的质量光谱碎片模式，研究人员暂时鉴定了MINCH和12种氧化代谢物，包括4种环己烷环氧化产物。

... DINCH was administered (500 mg/kg body weight) in a single subcutaneous (SC) or oral dose to four adult female Sprague-Dawley rats. Researchers collected 24-hr urine samples before dosing (to be used as controls) and 24-hr and 48-hr after dosing, and serum at necropsy after 48 hr. Positively identified and accurately quantified CHDA and cyclohexane-1,2-dicarboxylic acid, mono hydroxyisononyl ester (MHNCH) using authentic standards. Researchers tentatively identified MINCH and 12 oxidative metabolites, including 4 cyclohexane ring oxidation products, based on their mass spectrometric-fragmentation patterns. ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

DINCH最初通过水解代谢为单异壬酯，该单异壬酯可以通过两种方式进一步代谢，一种是与葡萄糖醛酸结合，另一种是通过单酯的水解转化为环己烷二羧酸。

DINCH is metabolized initially through hydrolysis to the monoisononyl ester, which can be further metabolized in 2 ways, either by conjugation to glucuronic acid or by the hydrolysis of the mono ester to cyclohexane dicarboxylic acid.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需阀复苏器、球阀口罩装置或口袋口罩，按培训操作。根据需要执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐，让患者前倾或将其置于左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗救助。 /酚类及其相关化合物/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Phenols and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有必要，进行辅助通气。通过非重复呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，并在必要时进行治疗……。监测休克，并在必要时进行治疗……。预期癫痫发作，并在必要时进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在转运过程中，用0.9%的生理盐水（NS）连续冲洗每只眼睛……。给予活性炭……。不要使用催吐剂。在去污染后，用干燥、无菌敷料覆盖皮肤烧伤……。保持体温。/酚类及其相关化合物/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Administer activated charcoal ... . Do not use emetics. Cover skin burns with dry, sterile dressings after decontamination ... . Maintain body temperature. /Phenols and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于无意识、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的正压通气技术可能有益。考虑使用药物治疗肺水肿……。监测心率和必要时治疗心律失常……。开始静脉输注D5W /SRP: "保持开放"，最低流量/。如果出现低血容量迹象，使用0.9%生理盐水（NS）或乳酸林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。如果病人在正常血容量时出现低血压，考虑使用血管加压药。注意液体过载的迹象……。如果病人在严重低氧血症、发绀和心脏受损（对氧疗无反应）的情况下出现症状，给予1%亚甲蓝溶液……。使用地西泮或劳拉西泮治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。/酚类及相关化合物/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... Treat seizures with diazepam or lorazepam. ... Use proparacaine hydrochloride to assist eye irrigation ... . /Phenols and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：亚慢性或亚急性暴露/ 对DINCH进行了为期28天的口服毒性研究，但提供的研究信息非常有限...。未指明物种和口服暴露类型，但假定是大鼠，饮食假定是基于0、600、3000和15,000 ppm的暴露浓度，报告的相应雄性/雌性剂量为0、64/66、318/342和1585/1670 mg/kg/天。...DINCH唯一报告的影响是在最高剂量下血清γ-谷氨酰转移酶（GGT）增加和尿液中上皮细胞变性。...

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ A 28-day oral toxicity study of DINCH has been conducted but only minimal information on the study is provided ... . The species and type of oral exposure are not specified but are presumed to be rat, with diet presumed to be based on exposure concentrations of 0, 600, 3000 and 15,000 ppm and reported corresponding male/female doses of 0, 64/66, 318/342 and 1585/1670 mg/kgday. ...The only reported effects of DINCH were increased serum gamma-glutamyltransferase (GGT) and degenerated epithelial cells in the urine at the highest dose. ...

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：慢性暴露或致癌性/ 对DINCH进行了为期两年的联合慢性毒性/致癌性研究，其中Wistar大鼠（每剂量性别50只）口服暴露于0、40、200或1000 mg/kg/天的剂量水平。... 主要效应是甲状腺重量增加、在雄性大鼠中≥200 mg/kg/天和雌性大鼠中1000 mg/kg/天出现的滤泡细胞增生和滤泡腺瘤。... 另外的唯一发现是在未指明效应水平时尿液中存在尿路移行上皮细胞，但是...这种效应是暂时的，肾脏中没有组织学病变。... 基于甲状腺的非肿瘤效应，这项研究确定了雄性大鼠的慢性毒性NOAEL（无观察到不良效应水平）和LOAEL（最低观察到不良效应水平）分别为40和200 mg/kg/天，雌性大鼠分别为200和1000 mg/kg/天。

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ A combined chronic toxicity/carcinogenicity study of DINCH was conducted in which Wistar rats (50/sex/dose) were orally exposed to dose levels of 0, 40, 200 or 1000 mg/kgday for two years. ... The main effects were increases in thyroid weight, follicular cell hyperplasia and follicular adenomas in male rats at >/= 200 mg/kg-day and female rats at 1000 mg/kg-day. ... The only other finding was the presence of urinary tract transitional epithelial cells in the urine at unspecified effect level(s), but ... the effect was transitory and there were no histological lesions in the kidneys. ... Based on the nonneoplastic effects in the thyroid, this study identified chronic toxicity NOAELs and LOAELs of 40 and 200 mg/kg-day in male rats and 200 and 1000 mg/kg-day in female rats.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

Di(isononyl)cyclohexane-1,2-dicarboxylate (DINCH) 被用作一些邻苯二甲酸酯类塑化剂的替代品。在大鼠体内，DINCH 主要以环己烷-1,2-二羧酸（CHDA）、单异壬酯（MINCH）的形式通过粪便排出，或者以 CHDA 的形式通过尿液排出...口服给药后 24 小时收集的尿液中的 CHDA 和 MHNCH 水平高于皮下给药。相比之下，给药后 48 小时，无论暴露途径如何，尿液中 CHDA 的水平都相似。研究人员在血清中检测到了除两种外的所有尿液代谢物。血清中的 CHDA 和 MHNCH 水平低于两次给药后尿液收集的水平。

Di(isononyl)cyclohexane-1,2-dicarboxylate (DINCH) is used as an alternative for some phthalate plasticizers. In rats, DINCH mostly eliminates in feces as cyclohexane-1,2-dicarboxylic acid (CHDA), mono isononyl ester (MINCH) or in urine as CHDA ... CHDA and MHNCH levels were higher in the urine collected 24 hr after oral than SC administration. By contrast, 48-hr after dosing, CHDA urinary levels were similar regardless of the exposure route. Researchers detected all but two of the urine metabolites also in serum. Levels of CHDA and MHNCH in serum were lower than in the two post-dose urine collections.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

DINCH经口服给药后迅速吸收，但吸收是可饱和且不完全的。在测试的低剂量下，吸收量估计占给药量的40-49%，而在高剂量下仅占5-6%。吸收的DINCH不会在组织中积累...。吸收的DINCH通过胆汁（主要是单异壬酯的葡萄糖醛酸苷）和尿液（主要是环己烷二羧酸）排出体外。

DINCH is rapidly absorbed after oral administration, but absorption is saturable and incomplete. Absorption was estimated to account for 40-49% of the administered dose at the low dose tested, but only 5-6% at the high dose. Absorbed DINCH does not accumulate in the tissues. ... . Absorbed DINCH is eliminated in the bile (primarily as the glucuronic acid conjugate of the monoisononyl ester) and the urine (primarily as cyclohexane dicarboxylic acid).

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2917209090
• WGK Germany：
  1
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

制备方法与用途

制备

以花粉为模板，通过溶胶凝胶及碳热还原反应制备了具有多孔结构的SiC，用作载体制备出Ni2P/SiC多孔催化剂。这种多孔结构是通过花粉作为模板制备而成，成本低廉且绿色环保。所制备的碳化硅机械强度高、热稳定性好、导热系数高等优点显著。基于此载体制备的催化剂也表现出大的比表面积和强负载能力，并具有出色的热稳定性及较长的使用寿命。

该催化剂在邻苯二甲酸二异壬酯加氢制备环己烷1,2-二甲酸二异壬基酯的反应中，展现出显著提高的活性和选择性。

应用

作为一种创新的非邻苯二甲酸酯类增塑剂，环己烷1,2-二甲酸二异壬基酯专为PVC的敏感性应用而开发。在欧洲经过严格的毒理测试后，其优异的毒理特性使其成为玩具、食品包装和医疗用品等敏感软质PVC产品的首选材料。

反应信息

• 作为产物：
  描述：

  异壬醇 在 magnesium 、 二溴甲烷 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 1,2-环已烷二羧酸二异壬基酯
  参考文献：
  名称：

  一种脂肪(环)族酯类化合物的制备方法

  摘要：

  本发明涉及一种条件温和的脂肪(环)族酯类化合物的制备方法，尤其是环己烷羧酸烷基酯类化合物的制备，其在塑料中可以作为环保增塑剂，避免了现有酯化工艺高温条件下脂肪醇类化合物聚合、成醚等副反应的发生。具体的反应步骤包括：a)在反应精馏塔中无催化剂/无溶剂存在下制备脂肪族氯甲酸酯；b)金属锰化合物催化脂肪(环)族格氏试剂与脂肪族氯甲酸酯反应生成酯类化合物。

  公开号：

  CN106083580B

文献信息

• [EN] HERBICIDAL PROPYNYL-PHENYL COMPOUNDS<br/>[FR] COMPOSÉS PROPYNYLE-PHÉNYLE HERBICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015197468A1

  公开（公告）日：2015-12-30

  The present invention relates to a compound of formula (I) wherein: R1 is C1-C3alkoxy, C1-C2alkoxy-C1-C3alkoxy, C1-C2fluoroalkoxy, ethyl, n-propyl, n-butyl, cyclopropyl or ethynyl; R2 is hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, ethynyl, C1-C3alkoxy, C1-C3fluoroalkyl, C1-C2fluoroalkoxy, C1-C2alkoxy-C1-C3alkoxy-, or C1fluoroalkoxy-C1-C3alkoxy-; provided that when R1 is ethyl, n-propyl, n-butyl, cyclopropyl or ethynyl, then R2 is hydrogen, ethyl, n-propyl, cyclopropyl, vinyl or ethynyl; and Y is O, S, S(O), S(O)2, N(C1-C2alkyl), N(C1-C2alkoxy), C(O), CR8R9 or -CR10R11CR12R13-; and and G, R3, R4, R5 and R6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种具有以下结构的化合物（I）：其中：R1为C1-C3烷氧基，C1-C2烷氧基-C1-C3烷氧基，C1-C2氟烷氧基，乙基，正丙基，正丁基，环丙基或乙炔基；R2为氢，乙基，正丙基，环丙基，乙烯基，乙炔基，C1-C3烷氧基，C1-C3氟烷基，C1-C2氟烷氧基，C1-C2烷氧基-C1-C3烷氧基，或C1氟烷氧基-C1-C3烷氧基-；但是当R1为乙基，正丙基，正丁基，环丙基或乙炔基时，R2为氢，乙基，正丙基，环丙基，乙烯基或乙炔基；Y为O，S，S(O)，S(O)2，N(C1-C2烷基)，N(C1-C2烷氧基)，C(O)，CR8R9或-CR10R11CR12R13-；以及G，R3，R4，R5和R6如本文所定义；其中化合物（I）可作为农药中可接受的盐存在。这些化合物适用于用作除草剂。因此，本发明还涉及一种控制杂草，特别是草本单子叶杂草，在有用植物作物中的方法，包括将化合物（I）或含有这种化合物的除草剂组合物施用于植物或其生长地点。
• 一种环己烷-1，2-二甲酸酯类环保增塑剂的制备方法
  申请人：濮阳市盛源能源科技股份有限公司

  公开号：CN110713439A

  公开（公告）日：2020-01-21

  本发明涉及一种环己烷‑1，2‑二甲酸酯类环保增塑剂的制备方法，属于精细化工技术领域，反应体系由六氢苯酐、醇、催化剂组成：六氢苯酐和醇的摩尔比为1：2～2.8，加入催化剂的用量是六氢苯酐和醇质量的0.1～1%，常压加热搅拌反应。之后经过脱醇、脱色、精碱洗、水洗、压滤、汽提可得到环己烷‑1，2‑二甲酸酯类环保增塑剂。本发明采用离子液体催化剂，具有催化温度低，副产物少、催化剂和产物易于分离、催化体系可调控，热稳定性高、可重复利用、能耗低、生产工艺简单且绿色环保等优点。本发明拟采用离子交换树脂进行脱色，与常规活性炭脱色相比，具有脱色速率快、收率高、使用方便，清洁环保等优点。
• [EN] 2,3,7-TRIMETHYLOCT-6-ENYL ACETATE AND 3,7-DIMETHYL-2-METHYLENE-OCT-6-ENYL ACETATE AND DERIVATIVES THEREOF AND THEIR USE AS AROMA CHEMICALS<br/>[FR] ACÉTATE DE 2,3,7-TRIMÉTHYLOCT-6-ÉNYLE ET DE 3,7-DIMÉTHYL-2-MÉTHYLÈNE-OCT-6-ÉNYLE, LEURS DÉRIVÉS ET LEUR UTILISATION EN TANT QUE PRODUITS CHIMIQUES AROMATIQUES
  申请人：BASF SE

  公开号：WO2018206415A1

  公开（公告）日：2018-11-15

  The present invention relates to 2,3,7-Trimethyloct-6-enyl acetate and 3,7-dimethyl-2-methylene-oct-6-enyl acetate and derivatives thereof and their use as aroma chemicals.

  本发明涉及2,3,7-三甲基辛-6-烯基醋酸酯、3,7-二甲基-2-亚甲基辛-6-烯基醋酸酯及其衍生物，以及它们作为香料化学品的用途。
• [EN] PROCESS FOR THE PRODUCTION OF DIACYL PEROXIDES<br/>[FR] PROCÉDÉ DE PRODUCTION DE PEROXYDES DE DIACYLE
  申请人：NOURYON CHEMICALS INT BV

  公开号：WO2020249688A1

  公开（公告）日：2020-12-17

  Process for the production of a diacyl peroxide involving the reaction of an anhydride with hydrogen peroxide, removal of the formed carboxylic acid, production of an anhydride from said carboxylic acid, and recycling of the anhydride within the process.

  生产二酰过氧化物的过程涉及酐与过氧化氢的反应，去除形成的羧酸，从所述羧酸生产酐，并在过程中循环使用酐。
• [EN] 1-HYDROXYMETHYL-1,2,2,6-TETRAMETHYL-CYCLOHEXANE AND DERIVATIVES THEREOF AND THEIR USE AS AROMA CHEMICALS<br/>[FR] 1-HYDROXYMÉTHYL -1,2,2,6-TÉTRAMÉTHYL-CYCLOHEXANE ET SES DÉRIVÉS ET LEUR UTILISATION COMME PRODUITS CHIMIQUES AROMATIQUES
  申请人：BASF SE

  公开号：WO2018024820A1

  公开（公告）日：2018-02-08

  The invention relates to compounds of formula (A) as defined herein, and esters of the compound of formula (A), and ketones of the compound of formula (A). The invention further relates to a method for preparing compounds of formula (A) and esters of the compound of formula (A), and ketones of the compound of formula (A). The invention further relates to the use of at least one compound selected from compounds of formula (A) and the esters of a compound of formula (A) and the ketones of a compound of formula (A) as aroma chemical.

  这项发明涉及本文所定义的化合物(A)及该化合物的酯和酮，还涉及一种制备化合物(A)及该化合物的酯和酮的方法。该发明还涉及至少选自化合物(A)、化合物(A)的酯和化合物(A)的酮中的一种化合物作为香精化学品的用途。