四氯吡啶甲酸 | 10469-09-7

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 四氯吡啶甲酸
• 中文别名: 3,4,5,6-四氯吡啶-2-羧酸；3,4,5,6-四氯-2-吡啶甲酸
• 英文名称: 3,4,5,6-tetrachloropicolinic acid
• 英文别名: tetrachloropicolinic acid；Tetrachlorpicolinsaeure；3,4,5,6-Tetrachlor-picolinsaeure；3,4,5,6-Tetrachlor-pyridin-2-carbonsaeure；3,4,5,6-Tetrachloropyridine-2-carboxylic acid
• CAS: 10469-09-7
• 化学式: C₆HCl₄NO₂
• mdl: MFCD00185833
• 分子量: 260.891
• InChiKey: GXFRQLQUKBSYQL-UHFFFAOYSA-N

物化性质

• 熔点：
  210-214°C
• 沸点：
  360.8±37.0 °C(Predicted)
• 密度：
  1.824±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜、甲醇
• 稳定性/保质期：

  遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R22,R36/37/38
• 危险品运输编号：
  2811
• 海关编码：
  2933399090
• 包装等级：
  III
• 危险类别：
  6.1

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
3,4,5,6-Tetrachloropyridine-2-carboxylic acid
Product Name:
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
3,4,5,6-Tetrachloropyridine-2-carboxylic acid
Ingredient name:
CAS number: 10469-09-7

---

Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6HCl4NO2
Molecular weight: 260.9

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  四氯吡啶甲酸 在 platinum on carbon 、 氢气 、 sodium hydroxide 作用下， 以 水 为溶剂， 50.0 ℃ 、500.01 kPa 条件下， 以82.3%的产率得到2,5-二氯吡啶
  参考文献：
  名称：

  3,4,5,6-四氯吡啶甲酸加氢还原制备3,6-二氯吡啶酸的方法

  摘要：

  本发明公开了一种3,4,5,6-四氯吡啶甲酸加氢还原制备3,6-二氯吡啶酸的方法，属于化工产品的生产技术领域。本发明在特定温度、压力、PH值等条件下，通过催化加氢，使吡啶环上的氯脱下，制备得到3,6-二氯吡啶酸。本发明用清洁环保的催化加氢工艺，高选择性地将3,4,5,6-四氯吡啶甲酸加氢还原制备得到3,6-二氯吡啶酸，生产过程不用还原剂肼、二氯甲烷等剧毒危险品，反应条件温和，装置简单、操作简便、成本低，实现3,6-二氯吡啶酸生产零排放，加快绿色化工技术的推广应用，具有明显的经济优势和环保优势。

  公开号：

  CN105503713A
• 作为产物：
  描述：

  4-氨基-3,5,6-三氯吡啶羧酸 在 盐酸 、 sodium nitrite 、 copper(l) chloride 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以86.9%的产率得到四氯吡啶甲酸
  参考文献：
  名称：

  3,4,5,6-四氯吡啶甲酸的制备方法

  摘要：

  本发明提供了3,4,5,6-四氯吡啶甲酸的制备方法，该方法以氨氯吡啶酸生产废渣或者是氨氯吡啶酸生产废渣进一步提纯后得到的残渣为原料，在强酸和惰性稀释剂的作用下，加入亚硝酸盐进行重氮化处理，然后再加入氯取代剂进行氯代反应制得3,4,5,6-四氯吡啶甲酸。该方法循环加工处理四氯吡啶甲酸氨解过程产生的少量其它同分异构体，将废渣中非农药有效成分转变为有实用价值的生产原材料，尽量减少废渣排放。所制备出的3,4,5,6-四氯吡啶甲酸有效含量大于95%，可满足氨氯吡啶酸工业生产的原料要求。

  公开号：

  CN104649965B

文献信息

• Preparation of 3,6-dichloropicolinic acid
  申请人：The Dow Chemical Company

  公开号：US04087431A1

  公开（公告）日：1978-05-02

  3,6-Dichloropicolinic acid is prepared by reacting 3,5,6-trichloro-4-hydrazino picolinic acid with from 2 to 3 moles of a basic reagent per mole of the picolinic acid reactant, acidifying the reaction mixture with a mineral acid and recovering the desired 3,6-dichloropicolinic acid product.

  3,6-二氯吡啶甲酸是通过将3,5,6-三氯-4-肼吡啶甲酸与每摩尔吡啶甲酸反应2至3摩尔的碱性试剂，用矿酸使反应混合物酸化，并回收所需的3,6-二氯吡啶甲酸产物制备的。
• Preparation of 3,5,6-trichloropicolinic acid
  申请人：The Dow Chemical Company

  公开号：US03971799A1

  公开（公告）日：1976-07-27

  3,5,6-Trichloropicolinic acid is prepared in a process which comprises A. reacting by contacting tetrachloropicolinic acid, hydrazine and an alkali reaction medium in water; B. reacting by contacting the thus formed 3,5,6-trichloro-4-hydrazinopicolinic acid intermediate with an alkali metal hydroxide and an alkaline hypochlorite solution; and C. acidifying the reaction mixture with a mineral acid and recovering the desired 3,5,6-trichloropicolinic acid product.

  3,5,6-三氯吡啶甲酸的制备过程包括以下步骤：A. 在水中通过接触四氯吡啶甲酸、肼和碱反应介质反应；B. 通过接触由此形成的3,5,6-三氯-4-肼吡啶甲酸中间体与碱金属氢氧化物和碱性次氯酸盐溶液反应；C. 用矿酸酸化反应混合物并回收所需的3,5,6-三氯吡啶甲酸产品。
• [EN] PROCESS FOR THE PREPARATION OF 4,5,6-TRICHLOROPICOLINIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ACIDE 4,5,6-TRICHLOROPICOLINIQUE
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2016022623A1

  公开（公告）日：2016-02-11

  4,5,6-Trichloropicolinic acid is prepared by selectively dechlonnating 3,4,5,6- tetrachloropicolinic acid with zinc and a catalyst prepared from a nickel compound and a bidentate ligand in a polar solvent. A process for the preparation of 4,5,6-trichloro-picolinic acid by the regioselective reductive dechlorination of 3,4,5,6-tetrachloropicolinic acid is provided. More particularly, the process is described for the preparation of 4,5,6-trichloropicolinic acid (Formula I) which comprises selectively dechlonnating 3,4,5,6-tetrachloropicolinic acid (Formula II) with zinc and a catalyst prepared from a nickel compound and a bidentate ligand in a polar solvent.

  4,5,6-三氯吡啶甲酸是通过在极性溶剂中使用镍化合物和二齿配体制备的催化剂，选择性地脱氯3,4,5,6-四氯吡啶甲酸来制备的。提供了一种通过区域选择性还原脱氯3,4,5,6-四氯吡啶甲酸的方法来制备4,5,6-三氯吡啶甲酸的过程。更具体地说，该过程是用锌和在极性溶剂中制备的镍化合物和二齿配体催化剂，选择性地脱氯3,4,5,6-四氯吡啶甲酸（式II），以制备4,5,6-三氯吡啶甲酸（式I）。
• PREPARATION OF 3,6-DICHLORO-2-TRICHLOROMETHYLPYRIDINE BY VAPOR PHASE CHLORINATION OF 6-CHLORO-2-TRICHLOROMETHYLPYRIDINE
  申请人：——

  公开号：US20040176607A1

  公开（公告）日：2004-09-09

  A mixture containing 5,6-dichloro-2-trichloromethylpyridine and 3,6-dichloro-2-trichloromethylpyridine enriched in 3,6-dichloro-2-trichloromethylpyridine is obtained by chlorinating 6-chloro-2-trichloromethylpyridine in the vapor phase using a Type L zeolite catalyst.

  使用L型沸石催化剂，在气相中氯化6-氯-2-三氯甲基吡啶，得到含有5,6-二氯-2-三氯甲基吡啶和3,6-二氯-2-三氯甲基吡啶的混合物，其中3,6-二氯-2-三氯甲基吡啶得到了富集。
• RECOVERY AND/OR REUSE OF PALLADIUM CATALYST AFTER A SUZUKI COUPLING
  申请人：Dow AgroSciences LLC

  公开号：US20160340311A1

  公开（公告）日：2016-11-24

  Methods for the recovery and/or reuse of palladium catalyst after a Suzuki coupling reaction in which two molecules are coupled are described.

  本文介绍了在Suzuki偶联反应中，两种分子被耦合后回收和/或再利用钯催化剂的方法。