4-二丙氨磺酰苄氧基氯 | 29171-72-0

• 物质功能分类: 有机原料 - 氨基化合物 - 磺酸类氨基化合物
• 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: 4-二丙氨磺酰苄氧基氯
• 中文别名: 4-[(二丙基氨基）磺酸]苯-1-碳酰氯；4-二正丙氨磺酰苄氧基氯；4-[(二丙基氨基)磺酸]苯-1-碳酰氯
• 英文名称: 4-(N,N-dipropylsulfamoyl)benzoyl chloride
• 英文别名: probenecid chloride；p-(dipropylsulfamoyl)benzoyl chloride；4-(dipropylsulfamoyl)-benzoyl chloride；4-(dipropylsulfamoyl)benzoyl Chloride
• CAS: 29171-72-0
• 化学式: C₁₃H₁₈ClNO₃S
• 分子量: 303.81
• InChiKey: LCQXGFTXKWEWQC-UHFFFAOYSA-N

物化性质

• 熔点：
  62-63
• 沸点：
  411.3±47.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 海关编码：
  2935009090
• 包装等级：
  III
• 危险品运输编号：
  UN3261
• 储存条件：
  请将贮藏器保持密封，并存放在阴凉、干燥处。确保工作环境有良好的通风或排气设施。

SDS

Name:	4-[(Dipropylamino)sulfonyl]benzene-1-carbonyl chloride Material Safety Data Sheet
Synonym:
CAS:	29171-72-0

Section 1 - Chemical Product MSDS Name:4-[(Dipropylamino)sulfonyl]benzene-1-carbonyl chloride Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
29171-72-0	4-[(Dipropylamino)sulfonyl]benzene-1-c		unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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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:
Do not induce vomiting. Get medical aid immediately. Wash mouth out with 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 foam, dry chemical, or carbon dioxide.

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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.

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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:
Keep refrigerated. (Store below 4C/39F.) Store in a tightly closed container. Store in a dry area. Store under nitrogen.

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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# 29171-72-0: 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: 62 - 63 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: C13H18ClNO3S
Molecular Weight: 304

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, alcohols, amines.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 29171-72-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-[(Dipropylamino)sulfonyl]benzene-1-carbonylchloride - 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 SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
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# 29171-72-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 29171-72-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 29171-72-0 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：

  4-二丙氨磺酰苄氧基氯 在 氯化锌 paraformaldehyde 作用下， 以 1,4-二氧六环 为溶剂， 生成 chloromethyl 4-(N,N-di-propylsulfamoyl)benzoate
  参考文献：
  名称：

  Probenecidoxymethyl and 1-ethyl esters of ampicillin

  摘要：

  新的氨苄青霉素衍生物，包括probencidoxymethyl和1-乙酯基氨苄青霉素及其药用盐，可用作抗生素。一种制备这些抗生素的方法是通过将probencidoxymethyl或1-乙基卤化物与6[D(-)-.alpha.-azidophenylacetamido]青霉素酸盐缩合，加氢处理偶氮基，并将产物分离为酸的药用盐。含有这些新抗生素的药物制剂。

  公开号：

  US03931150A1
• 作为产物：
  描述：

  丙磺舒 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-二丙氨磺酰苄氧基氯
  参考文献：
  名称：

  Ni催化芳基交换反应合成芳基硫化物

  摘要：

  通过芳基硫化物与多种芳基亲电试剂之间的芳基交换反应，开发了镍催化芳基硫化物合成。通过使用2-吡啶基硫醚作为硫化物供体，该反应实现了芳基硫化物的合成，而无需使用有臭味和有毒的硫醇。使用能够裂解和形成芳基-S 键的 Ni/dcypt 催化剂对于 2-吡啶基硫化物和芳基亲电试剂之间的芳基交换反应很重要，包括芳族酯、芳醇衍生物和芳基卤化物。机理研究表明，Ni/dcypt 可以同时进行芳基硫化物和芳族酯的氧化加成，然后在生成的芳基-Ni-SR 和芳基-Ni-OAr 物种之间进行配体交换，以提供芳基交换化合物。

  DOI：

  10.1021/jacs.1c04215

文献信息

• Nickel-Catalyzed Decarbonylative Cyanation of Acyl Chlorides
  作者：Zhenhua Wang、Xiu Wang、Yasuyuki Ura、Yasushi Nishihara

  DOI：10.1021/acs.orglett.9b02398

  日期：2019.9.6

  decarbonylative cyanation of acyl chlorides with trimethylsilyl cyanide has been achieved. This transformation is applicable to the synthesis of an array of nitrile compounds bearing a wide range of functional groups under neutral conditions. The step-by-step experimental studies revealed that the reaction sequences of the present catalytic reaction are oxidative addition, transmetalation, decarbonylation

  镍与三甲基甲硅烷基氰化物的镍催化脱羰氰化反应已实现。这种转变适用于在中性条件下合成一系列带有多种官能团的腈化合物。逐步的实验研究表明，本催化反应的反应顺序是氧化加成，重金属化，脱羰基和还原消除。
• Nickel‐Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**
  作者：Jan Brauer、Elisabeth Quraishi、Lisa Marie Kammer、Till Opatz

  DOI：10.1002/chem.202103486

  日期：2021.12.23

  Mediated synthesis: A strategy for the nickel-catalyzed synthesis of ketones using visible light and two carboxylic acid-derived substrates is presented. No expensive iridium catalysts are required, with eco-friendly Hantzsch ester acting as both the photosensitizer and photoreductant. A broad scope of synthesized ketones is presented along with spectroscopical and computational studies of the role

  介导合成：提出了一种使用可见光和两种羧酸衍生底物镍催化合成酮的策略。不需要昂贵的铱催化剂，环保的 Hantzsch 酯既充当光敏剂又充当光还原剂。介绍了广泛的合成酮以及不同反应物作用的光谱和计算研究。
• Decarbonylative Suzuki–Miyaura Cross-Coupling of Aroyl Chlorides
  作者：Tongliang Zhou、Pei-Pei Xie、Chong-Lei Ji、Xin Hong、Michal Szostak

  DOI：10.1021/acs.orglett.0c02250

  日期：2020.8.21

  Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki–Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic

  在此，我们报告了一种用于 Pd 催化的芳酰氯与硼酸脱羰 Suzuki-Miyaura 交叉偶联以提供联芳基化合物的催化剂体系。该策略适用于范围广泛的常见芳酰氯和硼酸。利用羧酸部分的存在，药物和天然产品的直接后期功能化突出了合成效用。广泛的机理和 DFT 研究提供了对反应机理和高脱羰交叉偶联选择性的关键见解。
• Palladium‐Catalyzed Decarbonylative Difluoromethylation of Acid Chlorides at Room Temperature
  作者：Fei Pan、Gregory B. Boursalian、Tobias Ritter

  DOI：10.1002/anie.201811139

  日期：2018.12.17

  Methods for the direct synthesis of difluoromethylated arenes are sparse, despite the importance of the difluoromethyl group in medical, agro‐, and materials chemistry. A palladium‐catalyzed decarbonylative cross‐coupling reaction of acid chlorides with a difluoromethyl zinc reagent is achieved to access difluoromethylated compounds. The transformation proceeds at room temperature and shows broad functional

  尽管二氟甲基在医学，农业和材料化学中很重要，但直接合成二氟甲基化的芳烃的方法很少。酰基氯与二氟甲基锌试剂的钯催化脱羰交叉偶联反应可实现二氟甲基化化合物的访问。该转化在室温下进行并显示出宽泛的官能团耐受性，因此提供了用于广泛范围的芳族羧酸的脱羰二氟甲基化的通用且有效的方法。
• Decarboxylative Negishi Coupling of Redox‐Active Aliphatic Esters by Cobalt Catalysis
  作者：Xu‐Ge Liu、Chu‐Jun Zhou、E. Lin、Xiang‐Lei Han、Shang‐Shi Zhang、Qingjiang Li、Honggen Wang

  DOI：10.1002/anie.201806799

  日期：2018.10

  A cobalt‐catalyzed decarboxylative Negishi coupling reaction of redox‐active aliphatic esters with organozinc reagents was developed. The method enabled efficient alkyl–aryl, alkyl–alkenyl, and alkyl–alkynyl coupling reactions under mild reaction conditions with no external ligand or additive needed. The success of an in situ activation protocol and the facile synthesis of the drug molecule (±)‐preclamol

  开发了氧化还原活性脂族酯与有机锌试剂的钴催化脱羧Negishi偶联反应。该方法可以在温和的反应条件下进行高效的烷基-芳基，烷基-烯基和烷基-炔基偶联反应，而无需外部配体或添加剂。原位激活方案的成功实施和药物分子（±）-preclamol的轻松合成凸显了该方法的合成潜力。机理研究表明，涉及一种根本机制。