5-(4-吡啶基)-1H-四唑 | 14389-12-9

• 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: 5-(4-吡啶基)-1H-四唑
• 中文别名: 4-(1H-1,2,3,4-四偶氮-5-炔)吡啶
• 英文名称: 5-(4-pyridyl)tetrazole
• 英文别名: 4-(1H-tetrazol-5-yl)pyridine；5-(4-pyridyl)-1H-tetrazole；4-pyridyltetrazole；4-(1H-tetrazole-5-yl)pyridine；4-ptz；4-(2H-tetrazol-5-yl)pyridine
• CAS: 14389-12-9
• 化学式: C₆H₅N₅
• mdl: MFCD00068115
• 分子量: 147.139
• InChiKey: JMILUUVWLRKJFB-UHFFFAOYSA-N

物化性质

• 熔点：
  265 °C
• 沸点：
  390.3±44.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT-HARMFUL
• 危险品标志：
  F
• 安全说明：
  S22,S36/37/39
• 危险类别码：
  R11
• 海关编码：
  2933990090
• 包装等级：
  III
• 危险类别：
  4.1
• 危险性防范说明：
  P240,P210,P241,P264,P280,P302+P352,P370+P378,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险品运输编号：
  1325
• 危险性描述：
  H315,H319,H228
• 储存条件：
  常温下应密闭避光保存，并保持干燥通风的环境。

SDS

Name:	4-(1h-1 2 3 4-tetraazol-5-yl)pyridine 97% Material Safety Data Sheet
Synonym:	5-(Pyrid-4-yl)-1H-tetrazol
CAS:	14389-12-9

Section 1 - Chemical Product MSDS Name:4-(1h-1 2 3 4-tetraazol-5-yl)pyridine 97% Material Safety Data Sheet
Synonym:5-(Pyrid-4-yl)-1H-tetrazol

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
14389-12-9	4-(1H-1,2,3,4-Tetraazol-5-yl)pyridine	97%	unlisted

Hazard Symbols: F
Risk Phrases: 11

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause 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.
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. Flammable solid.
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:
Vacuum or sweep up material and place into a suitable disposal container. Remove all sources of ignition. Use a spark-proof tool.

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Section 7 - HANDLING and STORAGE
Handling:
Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container. Flammables-area.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 14389-12-9: 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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 265 - 267 deg C
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: C6H5N5
Molecular Weight: 147

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, ignition sources.
Incompatibilities with Other Materials:
Oxidizing agents, bases, acid chlorides.
Hazardous Decomposition Products:
Hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 14389-12-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-(1H-1,2,3,4-Tetraazol-5-yl)pyridine - 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: FLAMMABLE SOLID, ORGANIC, N.O.S.*
Hazard Class: 4.1
UN Number: 1325
Packing Group: III
IMO
Shipping Name: FLAMMABLE SOLID, ORGANIC, N.O.S.
Hazard Class: 4.1
UN Number: 1325
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE SOLID, ORGANIC, N.O.S.
Hazard Class: 4.1
UN Number: 1325
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: F
Risk Phrases:
R 11 Highly flammable.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
WGK (Water Danger/Protection)
CAS# 14389-12-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 14389-12-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 14389-12-9 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

反应信息

• 作为反应物：
  描述：

  5-(4-吡啶基)-1H-四唑 生成 phenylnitrene
  参考文献：
  名称：

  Kuzaj, Martin; Lueerssen, Holger; Wentrup, Curt, Angewandte Chemie, 1986, vol. 98, # 5, p. 476 - 477

  摘要：

  DOI：
• 作为产物：
  描述：

  4-碘吡啶 在 sodium azide 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 5-(4-吡啶基)-1H-四唑
  参考文献：
  名称：

  Synthesis of 5-substituted 1 H -tetrazoles from aryl halides using nanopolymer-anchored palladium(II) complex as a new heterogeneous and reusable catalyst

  摘要：

  AbstractThis paper reports on the preparation and use of chloromethylated polystyrene-anchored palladium(II) complex, [Ps-ttet-Pd(II)], as a separable nanocatalyst for the synthesis of 5-substituted 1H-tetrazoles by treating aryl halides with K4[Fe(CN)6] as non-toxic cyanide source, to generate in situ the corresponding aryl nitriles which then react through [2 + 3] cycloaddition with sodium azide

  DOI：

  10.1007/s00706-016-1732-8

文献信息

• 一种二价锌离子的金属有机配合物及其制备 方法与应用
  申请人：山东师范大学

  公开号：CN110078709B

  公开（公告）日：2020-05-29

  本发明涉及一种二价锌离子的金属有机配合物及其制备方法与应用，先制备得到了一种有机配体L，结构式为：有机配体L的溶液与锌盐溶液在室温下反应得到金属有机配合物，该金属有机配合物作为催化剂在催化合成二异亚丙基‑D‑甘露醇反应中具有较好的催化效果。
• Activated Fuller’s earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide
  作者：Deelip S. Rekunge、Krishna S. Indalkar、Ganesh U. Chaturbhuj

  DOI：10.1016/j.tetlet.2016.11.049

  日期：2016.12

  A simple and efficient method for the preparation of 5-aryl 1-H-tetrazoles was developed from various aryl nitriles and sodium azide (NaN3) via [3+2] cycloaddition reaction using activated Fuller’s earth as an efficient heterogeneous catalyst. This catalyst has advantageous of cost, stability, recovery, reusability, and ecological benefits along with high product yield, and mild protocol.

  通过使用活化的富勒土作为有效的多相催化剂，通过[3 + 2]环加成反应，从各种芳基腈和叠氮化钠（NaN 3）开发了一种简单而有效的制备5-芳基1- H-四唑的方法。该催化剂具有成本，稳定性，回收率，可重复使用性和生态效益以及高产品产率和温和规程的优点。
• Conversion of Arylboronic Acids to Tetrazoles Catalyzed by ONO Pincer-Type Palladium Complex
  作者：Arumugam Vignesh、Nattamai S. P. Bhuvanesh、Nallasamy Dharmaraj

  DOI：10.1021/acs.joc.6b02277

  日期：2017.1.20

  A convenient synthesis of a library of tetrazoles through a novel and operationally simple protocol effecting the direct conversion of arylboronic acids catalyzed by a new ONO pincer-type Pd(II) complex under mild reaction conditions using the readily available reagents is reported. The palladium complex was reused up to four cycles in an open-flask condition.

  据报道，通过使用容易获得的试剂，在温和的反应条件下，通过新颖且操作简单的方案，通过新颖的ONO夹钳型Pd（II）络合物催化的芳基硼酸的直接转化，可以方便地合成四唑库。在开瓶条件下，钯配合物可重复使用多达四个循环。
• Fe3O4/ZnS Hollow Nanospheres: A Highly Efficient Magnetic Heterogeneous Catalyst for Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles and Sodium Azide
  作者：Gang Qi、Wei Liu、Zhining Bei

  DOI：10.1002/cjoc.201190039

  日期：2011.1

  An efficient route for the synthesis of 5‐substituted 1H‐tetrazole via [2+3] cycloaddition of nitriles and sodium azide is reported using Fe3O4/ZnS hollow nanospheres as a magnetic separable heterogeneous catalyst. The catalyst is very efficient, affording excellent yields and can be reused for several circles. In addition, the Fe3O4 inner shell exhibits magnetism, making the catalyst easily separated

  使用Fe 3 O 4 / ZnS空心纳米球作为可磁分离的非均相催化剂，通过腈和叠氮化钠的[2 + 3]环加成反应，可以合成5-取代的1 H-四唑的有效途径。该催化剂非常有效，具有出色的收率，可以重复使用数次。另外，Fe 3 O 4内壳表现出磁性，使得催化剂容易被磁体分离。
• Mesoporous AlPO₄: A Highly Efficient Heterogeneous Catalyst for Synthesis of 5-Substituted 1<i>H</i>-Tetrazoles from Nitriles and Sodium Azide via [3 + 2] Cycloaddition
  作者：Man Ai、Leiming Lang、Baojun Li、Zheng Xu

  DOI：10.1246/cl.2012.814

  日期：2012.8.5

  The mesoporous AlPO4 with high surface area and fine mesoporous structure was prepared by a soft template method and showed excellent catalytic performance for synthesis of 5-substituted 1H-tetrazo...

  采用软模板法制备了具有高比表面积和精细介孔结构的介孔AlPO4，在合成5-取代1H-四唑...