2,5-二氯苯甲基氯 | 2745-49-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 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: 2,5-二氯苯甲基氯
• 中文别名: 2,5-二氯氯苄；2,5-二氯苄基氯；1,4-二氯-2-氯甲基苯
• 英文名称: 1,4-Dichloro-2-chloromethyl-benzene
• 英文别名: 2,5-dichlorobenzyl chloride；1,4-dichloro-2-(chloromethyl)benzene
• CAS: 2745-49-5
• 化学式: C₇H₅Cl₃
• mdl: MFCD00035818
• 分子量: 195.476
• InChiKey: OMZINLIPPVNUOG-UHFFFAOYSA-N

物化性质

• 沸点：
  121-124 °C (14 mmHg)
• 密度：
  1.386
• 闪点：
  121-124°C/14mm
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 危险品运输编号：
  3265
• 海关编码：
  2903999090
• 危险类别：
  8
• 包装等级：
  II
• 危险性防范说明：
  P280,P305+P351+P338,P309,P310
• 危险性描述：
  H314
• 储存条件：
  存放在阴凉干燥处即可。

SDS

Name:	2 5-Dichlorobenzyl chloride Material Safety Data Sheet
Synonym:
CAS:	2745-49-5

Section 1 - Chemical Product MSDS Name:2 5-Dichlorobenzyl chloride Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2745-49-5	2,5-Dichlorobenzyl chloride		220-382-4

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2745-49-5: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 121 - 124 deg C @14mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H5Cl3
Molecular Weight: 195.48

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2745-49-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,5-Dichlorobenzyl chloride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3265
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 2745-49-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2745-49-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2745-49-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质：沸点为121-124℃（1.86 kPa）。

用途：主要用于农药和医药中间体的制备。

生产方法：通过对二氯苯进行氯甲基化反应获得。

反应信息

• 作为反应物：
  描述：

  2,5-二氯苯甲基氯 在 氨 、 CrVO₄ 作用下， 以87.6%的产率得到2,5-二氯苯甲腈
  参考文献：
  名称：

  选择性氨氧化合成二氯苯腈的新方法

  摘要：

  二氯苯腈是生产许多精细化学品的重要有机中间体，是工业上最经济、最环保的二氯甲苯氨氧化法。本文采用2,4-二氯苄基氯直接氨氧化制备2,4-二氯苄腈，与2,4-二氯甲苯氨氧化反应相比，反应温度低得多，收率更高，证明多氯苄基氯可以成功制备。氨氧化成相应的苯甲腈。随后，通过对二氯苯的氯甲基化，然后催化2,5-二氯苄基氯的氨氧化，开发了一种高效制备2,5-二氯苄腈的新途径。产品被1人确认H NMR、MS 和元素分析，总产率为 67%。这是第一个通过催化气相氨氧化制备2,5-二氯苄腈的案例，也为制备多氯苄腈提供了一种简单经济的方法。 图形概要

  DOI：

  10.1007/s11164-021-04645-x
• 作为产物：
  描述：

  2,5-二氯苯甲醇 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 生成 2,5-二氯苯甲基氯
  参考文献：
  名称：

  作物和杂草植物中氯苯丙氨酸的代谢与潜在除草终产物的形成有关☆

  摘要：

  摘要 12 种合成 d , l - 氯苯丙氨酸在几种作物和杂草植物中的代谢情况已被检测。25 克从灌木豆、大豆、玉米、猪草、羊羔和大狗尾草的切下枝条或叶子的样品在连续光照下代谢 10 -4 M d，l-氯苯丙氨酸溶液 24 小时。然后将植物样品用 80% 甲醇提取，并将可溶性酸性代谢物分馏到乙醚中。每种醚浓缩物通过从 PrepSep C18 柱的分级洗脱进行部分纯化，然后通过 HPLC 进行分析。收集的馏分用五氟苄溴酯化并通过 GC-MS 检查以证明存在氯苯乙酸、氯苯甲酸和/或氯肉桂酸的 PFB 酯。

  DOI：

  10.1016/0031-9422(88)80592-2

文献信息

• 1-(N-phenylaminoalkyl)piperazine derivatives substituted at position 2 of the phenyl ring
  申请人：Recordati S.A. Chemical and Pharmaceutical Company

  公开号：US06399614B1

  公开（公告）日：2002-06-04

  The present invention is directed to novel 1-(N-phenylaminoalkyl)piperazine derivatives substituted at the position 2 of the phenyl ring. Pharmaceutical compositions comprising the compounds of the invention also are contemplated. The compounds of the present invention also are contemplated for use in treating neuromuscular dysfunction of the lower urinary tract in a mammal.

  本发明涉及在苯环的位置2处取代的新型1-(N-苯基氨基烷基)哌嗪衍生物。还考虑包括本发明化合物的药物组合物。本发明化合物还被考虑用于治疗哺乳动物下尿路神经肌肉功能障碍。
• Piperazinyl-and piperidinyl-cyclohexanols
  申请人：Briston-Myers Squibb

  公开号：US05387593A1

  公开（公告）日：1995-02-07

  Novel piperazinyl- and piperidinyl-cyclohexanols of the following formula are useful as anxiolytic agents and have other psychotropic properties ##STR1##

  新型哌嗪基和哌啶基环己醇具有以下化学式，可用作抗焦虑药物，并具有其他精神药理特性。
• 制备2,5-二氯苯腈的方法和专用催化剂及其 制备方法
  申请人：中南民族大学

  公开号：CN109912453B

  公开（公告）日：2021-09-24

  本发明公开了一种制备2,5‑二氯苯腈的方法，该方法包括如下步骤：1)以对二氯苯与甲醛或/和多聚甲醛为原料，在氯甲基化兼催化剂的作用下，通过氯甲基化反应得到唯一氯甲基化产物2,5‑二氯苄氯；2)以步骤1)得到的产品2,5‑二氯苄氯为原料，与氨气、氧气在催化剂作用下发生氨氧化反应得到2,5‑二氯苯腈。本发明还公开了用于上述制备2,5‑二氯苯腈的方法的专用催化剂及其制备方法。本发明方法与其它方法相比，具有反应原料价廉易得、工艺路线简捷、反应温度低、对环境友好、选择性强、收率高等优点高。专用催化剂具较高选择性和活性；制备方法简单，成本低，有较好的热稳定性和机械强度，在固定床和流化床反应器上均能使用。
• [EN] NON-SYSTEMIC TGR5 AGONISTS<br/>[FR] AGONISTES DE TGR5 NON SYSTÉMIQUES
  申请人：ARDELYX INC

  公开号：WO2013096771A1

  公开（公告）日：2013-06-27

  Compounds of structure (I), or a stereoisomer, tautomer, pharmaceutically acceptable salt or prodrug thereof, wherein R1, R2, R3, R4, R8, R9, R10, R11, R12, A1, A2, X, Y and Z are as defined herein. Uses of such compounds as TGR5 antagonists and for treatment of various indications, including Type II diabetes meletus are also provided.

  结构(I)的化合物，或其立体异构体、互变异构体、药学上可接受的盐或前药，其中R1、R2、R3、R4、R8、R9、R10、R11、R12、A1、A2、X、Y和Z如本文所定义。提供了这些化合物作为TGR5拮抗剂的用途，以及用于治疗各种适应症，包括II型糖尿病。
• Design of Gut-Restricted Thiazolidine Agonists of G Protein-Coupled Bile Acid Receptor 1 (GPBAR1, TGR5)
  作者：Tao Chen、Nicholas William Reich、Noah Bell、Patricia D. Finn、David Rodriguez、Jill Kohler、Kenji Kozuka、Limin He、Andrew G. Spencer、Dominique Charmot、Marc Navre、Christopher W. Carreras、Samantha Koo-McCoy、Jocelyn Tabora、Jeremy S. Caldwell、Jeffrey W. Jacobs、Jason Gustaf Lewis

  DOI：10.1021/acs.jmedchem.8b00308

  日期：2018.9.13

  Bile acid signaling and metabolism in the gastrointestinal tract have wide-ranging influences on systemic disease. G protein-coupled bile acid receptor 1 (GPBAR1, TGR5) is one of the major effectors in bile acid sensing, with demonstrated influence on metabolic, inflammatory, and proliferative processes. The pharmacologic utility of TGR5 agonists has been limited by systemic target-related effects

  胃肠道中的胆汁酸信号和新陈代谢对全身性疾病具有广泛的影响。G蛋白偶联的胆汁酸受体1（GPBAR1，TGR5）是胆汁酸感测的主要效应器之一，已证明对代谢，炎症和增殖过程有影响。TGR5激动剂的药理作用受到全身靶标相关作用的限制，例如过多的胆囊填充和阻塞胆囊排空。但是，受肠道限制的TGR5激动剂有可能避免这些副作用，因此被开发成安全性可接受的药物。我们描述了一系列肠道受限的TGR5激动剂的发现和优化，这些激动剂在小鼠中引发了有效的反应，而胆囊相关的影响也最小。该系列包括12（TGR5 EC 50：人，143 nM；小鼠，1.2 nM），一种具有最小系统可用性的化合物，可能对2型糖尿病，非酒精性脂肪性肝炎或炎性肠病患者具有治疗价值。