2-(4-氯苄基)苯并咪唑 | 5468-66-6

• 物质功能分类: 化学农药原药 - 杀虫剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2-(4-氯苄基)苯并咪唑
• 中文别名: 2-对氯苄基苯并咪唑；2-(4-氯苄基)-1H-苯并咪唑；CBBI
• 英文名称: 2-(4-chlorobenzyl)-1H-benzo[d]imidazole
• 英文别名: 2-(4-chlorobenzyl)benzimidazole；2-(p-chlorobenzyl)benzimidazole；2-p-chlorobenzylbenzimidazole；2-(4-chloro-benzyl)-1H-benzoimidazole；2-(4-chloro-benzyl)-1H-benzimidazole；2-(4-Chlor-benzyl)-1H-benzimidazol；2-[(4-chlorophenyl)methyl]-1H-benzimidazole
• CAS: 5468-66-6
• 化学式: C₁₄H₁₁ClN₂
• mdl: MFCD02093922
• 分子量: 242.708
• InChiKey: COGUOPIIFAMLES-UHFFFAOYSA-N

物化性质

• 熔点：
  197.3-198 °C
• 沸点：
  479.7±28.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• 安全说明：
  S26,S37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  常温下，应避免阳光直射，并存放在阴凉干燥处，密封保存。

SDS

Name:	2-(4-Chlorobenzyl)benzimidazole Material Safety Data Sheet
Synonym:
CAS:	5468-66-6

Section 1 - Chemical Product MSDS Name:2-(4-Chlorobenzyl)benzimidazole Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5468-66-6	2-(4-Chlorobenzyl)benzimidazole		unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

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.

---

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.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

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# 5468-66-6: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Not available.
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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: C14H11ClN2
Molecular Weight: 242.71

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 5468-66-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(4-Chlorobenzyl)benzimidazole - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 5468-66-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 5468-66-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5468-66-6 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途
2-(4-氯苄基)苯并咪唑可应用于电镀领域，用作铜和铝的缓蚀剂。此外，它还是一种有效的杀虫和杀菌剂。

反应信息

• 作为反应物：
  描述：

  2-(4-氯苄基)苯并咪唑 在 potassium carbonate 、 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 13.0h， 生成 5-{[2-(4-chlorobenzyl)-1H-benzimidazol-1-yl]methyl}-4-phenyl-4H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis of Some New Benzimidazole Derivatives with their Antioxidant Activities

  摘要：

  本文研究了一些含有水杨基、恶二唑、 合成了氨基硫脲和1,2,4-三唑基团并筛选了它们的抗氧化剂 筛选的活动。用DPPH和DPPH测试了合成化合物的抗氧化活性 ABTS•+ 自由基阳离子脱色测定。化合物 4b、6a、6b、7a 和 7b 显示出非常好的性能 拾荒活动。

  DOI：

  10.2174/1570178612666150203233804
• 作为产物：
  描述：

  对氯苯乙酸 、 邻苯二胺 在 盐酸 作用下， 生成 2-(4-氯苄基)苯并咪唑
  参考文献：
  名称：

  苯并咪唑衍生物作为新型抗结核药的设计、合成和计算研究

  摘要：

  摘要 结核分枝杆菌耐药菌株的增加促使研究人员寻找新的药物靶点。开发具有有效抑制结核分枝杆菌活性结构的新化合物在新的科学方法中是必需的。这些方法中最重要的是开发针对分枝杆菌细胞壁靶标的抑制剂分子。本研究首先通过实验测定了23种苯并咪唑衍生物的抗结核活性。然后用 4 个不同的靶标进行分子对接研究：阿拉伯糖基转移酶 C (EmbC)、丝状温度敏感突变体 Z (FtsZ)、蛋白酪氨酸磷酸酶 B (PtpB) 和十碳烯基磷酸-β-D-核糖-2'-氧化酶 ( DPRE1). 已确定苯并咪唑衍生物通过 DprE1 酶表现出活性。已知在从阿拉伯半乳聚糖合成细胞包膜中具有重要作用的DprE1在耐药性的形成中也有效。由于这个特点，DprE1 酶已成为药物开发研究的重要目标。此外，它被选为本研究的目标。本研究旨在鉴定抑制 DprE1 的分子，以开发更有效和选择性的抗结核药物。为此，AutoDock Vina 和

  DOI：

  10.1080/07391102.2022.2036241

文献信息

• [EN] PHENYLNAPHTHYLIMIDAZOLES FOR USE ON COPPER SURFACES DURING SOLDERING<br/>[FR] PHÉNYLNAPHTHYLIMIDAZOLES EN VUE D'UNE UTILISATION SUR LES SURFACES EN CUIVRE AU COURS D'UN BRASAGE
  申请人：SHIKOKU CHEM

  公开号：WO2005121101A1

  公开（公告）日：2005-12-22

  A surface treating agent containing a novel phenylnaphthylimidazole compound represented by the following formula is brought into contact with the surface of copper or a copper alloy. In the formula, when A1 is a phenyl group, then A2 represents a 1-naphthyl group or a 2-naphthyl group, and when A1 is a 1-naphthyl group or a 2-naphthyl group, then A2 represents a phenyl group; and R represents a hydrogen atom or a methyl group.

  含有所述下列公式表示的新型苯基萘基咪唑啉化合物的表面处理剂与铜或铜合金的表面接触。在公式中，当A1是苯基时，A2代表1-萘基或2-萘基，当A1是1-萘基或2-萘基时，A2代表苯基；R代表氢原子或甲基。
• One-Pot Synthesis of Functionalized Benzimidazoles and 1H-Pyrimidines via Cascade Reactions of o-Aminoanilines or Naphthalene-1,8-diamine with Alkynes and p-Tolylsulfonyl Azide
  作者：Yanguang Wang、Jin She、Zheng Jiang

  DOI：10.1055/s-0029-1217515

  日期：2009.7

  A one-pot synthesis of functionalized benzimidazoles and 1H-pyrimidines via the cascade reactions of o-aminoanilines or naphthalene-1,8-diamine with terminal alkynes and p-tolylsulfonyl azide is reported. The protocol is efficient and general.

  据报道，通过邻氨基苯胺或萘-1,8-二胺与末端炔烃和对甲苯磺酰基叠氮化物的级联反应，一锅合成功能化苯并咪唑和 1H-嘧啶。该协议高效且通用。
• Simple inorganic base promoted C–N and C–C formation: synthesis of benzo[4,5]imidazo[1,2-<i>a</i>]pyridines as functional AIEgens used for detecting picric acid
  作者：Kai Yang、Shi-He Luo、Si-Hong Chen、Xi-Ying Cao、Yong-Jun Zhou、Yan-Lan Lin、Yan-Ping Huo、Zhao-Yang Wang

  DOI：10.1039/d1ob01424b

  日期：——

  Metal-free catalyzed intermolecular tandem Michael addition/cyclization has been developed for the synthesis of benzo[4,5]imidazo[1,2-a]pyridines from α-bromocinnamaldehyde and 2-substituted benzimidazoles. The reaction promoted by a simple inorganic base displays moderate to good yields and good functional group tolerance. The optical properties of some typical products have been investigated. We

  无金属催化分子间串联迈克尔加成/环化已被开发用于从 α-溴肉桂醛和 2-取代苯并咪唑合成苯并[4,5]咪唑并[1,2- a ]吡啶。由简单的无机碱促进的反应显示出中等至良好的产率和良好的官能团耐受性。研究了一些典型产品的光学特性。我们发现，由于苯并[4,5]咪唑并[1,2- a ]吡啶的C1位存在限制分子内运动的苯环，作为一种新型的聚集诱导发射（AIE） luminogen (AIEgen)，它们显示出非常好的固态荧光，量子产率高达 88.80%。重要的是，化合物3b的 AIE 性能可用于检测硝基芳香炸药苦味酸 (PA)，检测限和淬灭常数分别为 42.5 nM 和 7.27 × 10 4 M -M。
• 一种苯并[4,5]咪唑并[1,2-a]吡啶类衍生物及其制备方法与应用
  申请人：华南师范大学

  公开号：CN113512038B

  公开（公告）日：2022-08-05

  本发明公开了一种苯并[4,5]咪唑并[1,2‑a]吡啶类衍生物及其制备方法与应用。本发明公开了一种苯并[4,5]咪唑并[1,2‑a]吡啶类衍生物，其结构为R1选自氢、烷基、卤素、烷氧基；R2选自氢、取代或未取代的烷基、取代或未取代的芳基、取代或未取代的杂芳基；Ar选自取代或未取代的芳基和取代或未取代的杂芳基。本发明提供的苯并[4,5]咪唑并[1,2‑a]吡啶类衍生物具有优良的荧光性能和聚集诱导发光性能，且其制备方法具有简单易行、原料易得、底物适用范围广、产率高等优点。这种苯并[4,5]咪唑并[1,2‑a]吡啶类衍生物在化学和生物荧光探针领域具有良好的应用前景。
• 2-取代苯并咪唑类化合物的合成方法
  申请人：广东东硕科技有限公司

  公开号：CN103483266B

  公开（公告）日：2016-03-30

  本发明公开了一种2-取代苯并咪唑类化合物的合成方法，在纳米催化剂的存在下，将邻苯二胺类化合物与长链脂肪酸或卤代芳香酸按1:1-1.2摩尔比投料，在反应温度为120-150℃下反应1-2h，即得所述2-取代苯并咪唑类化合物。本发明2-取代苯并咪唑类化合物的合成方法创造性地采用纳米ZnO作为催化剂，该反应体系的反应条件温和、反应速度快，产率可达85.0-95.0%，比现有的合成方法高出近20%。