6-氯-3,4-亚甲基二氧苄氯 | 23468-31-7

• 物质功能分类: 化学试剂 - 有机试剂 - 卤代脂肪烃
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 6-氯-3,4-亚甲基二氧苄氯
• 中文别名: 6-氯胡椒氯
• 英文名称: 6-chloropiperonyl chloride
• 英文别名: 5-chloro-6-(chloromethyl)benzo[d][1,3]dioxole；5-chloro-6-(chloromethyl)-1,3-benzodioxole
• CAS: 23468-31-7
• 化学式: C₈H₆Cl₂O₂
• mdl: MFCD00005822
• 分子量: 205.04
• InChiKey: APJKOQPCHGXQBI-UHFFFAOYSA-N

物化性质

• 熔点：
  64-66 °C(lit.)
• 沸点：
  293.5±40.0 °C(Predicted)
• 密度：
  1.461±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S25,S28,S36/37/39
• 危险类别码：
  R34
• WGK Germany：
  3
• 海关编码：
  2932999099
• 包装等级：
  II
• 危险品运输编号：
  UN 3261 8/PG 2
• 储存条件：
  将贮藏器密封后，放入一个紧密封装的容器中，并储存在阴凉、干燥的地方。

SDS

Name:	6-Chloropiperonyl Chloride 99+% Material Safety Data Sheet
Synonym:	None
CAS:	23468-31-7

Section 1 - Chemical Product MSDS Name:6-Chloropiperonyl Chloride 99+% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
23468-31-7	6-Chloropiperonyl Chloride	>99	245-678-0

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Corrosive.Lachrymator (substance which increases the flow of tears).
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns.
Inhalation:
May cause severe irritation of the respiratory tract with sore throat, coughing, shortness of breath and delayed lung edema. Causes chemical burns to the respiratory tract.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Never give anything by mouth to an unconscious person. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Keep container tightly closed. Do not get on skin or in eyes. Do not ingest or inhale. Use with adequate ventilation. Discard contaminated shoes.
Storage:
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area. Keep refrigerated. (Store below 4C/39F.)

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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# 23468-31-7: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: white
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 64-66C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H6Cl2O2
Molecular Weight: 205.04

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 23468-31-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
6-Chloropiperonyl 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 SOLID, N.O.S.*
Hazard Class: 8
UN Number: 1759
Packing Group: II
IMO
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing group: II

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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 25 Avoid contact with eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 23468-31-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 23468-31-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 23468-31-7 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

用途

反应信息

• 作为反应物：
  描述：

  6-氯-3,4-亚甲基二氧苄氯 在 偶氮二异丁腈 、 poly(phenylsilane) 作用下， 以 氘代苯 为溶剂， 反应 3.0h， 以87%的产率得到5-Chloro-6-methyl-1,3-benzodioxole
  参考文献：
  名称：

  与H（RSiH）n H相关的自由基化学

  摘要：

  H（RS 1 H ）n H类型的聚硅烷（其中R ＝n-己基或苯基）已经用作有机卤化物的基于自由基的还原剂。它们在还原过程中可与其他14种氢化物媲美。来自同一分子H（RSiH）n H的重复氢转移使这些化合物得以少量使用。伯烷基与H（PhSiH）n的每个SiH部分反应的速率常数的下限值（5×10 4 M -1 s -1）和上限值（6×10 5 M -1 s -1）通过使用单分子自由基反应作为计时装置获得了H。通过EPR光谱研究了在存在或不存在二叔丁基过氧化物的情况下这些聚硅烷的光化学行为，并且已将-SiHR-SiR-SiHR自由基（R = n-己基）鉴定为瞬态物质。从H（RSiH）n H获得的甲硅烷基自由基和热生成的叔丁氧基自由基，会加到各种含有双键的底物上，以提供相应的加合物，已为其记录EPR光谱。

  DOI：

  10.1016/s0022-328x(97)00344-6
• 作为产物：
  描述：

  6-氯-3,4-亚甲基二氧苄乙醇 在 盐酸 、 苯 作用下， 生成 6-氯-3,4-亚甲基二氧苄氯
  参考文献：
  名称：

  328.对烷氧基苄基卤化物中ω卤素原子的反应性：苯乙酸的制备

  摘要：

  DOI：

  10.1039/jr9380001780

文献信息

• Sulfonamide peri-substituted bicyclics for occlusive artery disease
  申请人：Singh Jasbir

  公开号：US20060079520A1

  公开（公告）日：2006-04-13

  Acyl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  酰基磺酰胺，带有周取代的融合双环环化合物，用于治疗或预防前列腺素介导的疾病或症状。这些化合物的一般公式为 代表性示例是：
• Direct preparation of benzylic manganese reagents from benzyl halides, sulfonates, and phosphates and their reactions: applications in organic synthesis
  作者：YoungSung Suh、Jun-sik Lee、Seoung-Hoi Kim、Reuben D Rieke

  DOI：10.1016/s0022-328x(03)00500-x

  日期：2003.11

  The use of highly active manganese (Mn)*, prepared by the Rieke method, was investigated for the direct preparation of benzylic manganese reagents. The oxidative addition of the highly active manganese to benzylic halides was easily completed under mild conditions. Moreover, benzylic manganese sulfonates and phosphates were prepared by direct oxidative addition of Mn* to the carbon–oxygen bonds of

  研究了通过Rieke方法制备的高活性锰（Mn）*用于直接制备苄基锰试剂的方法。高活性锰在苄基卤化物中的氧化加成反应很容易在温和的条件下完成。此外，通过将Mn *直接氧化加成到苄基磺酸盐和磷酸盐的碳-氧键上来制备苄基锰磺酸盐和磷酸盐。发现所得的苄基锰试剂与多种亲电试剂发生交叉偶联反应。这些反应大多数在温和条件下在不存在任何过渡金属催化剂的情况下进行。此外，还研究了使用高活性锰制备不含过渡金属催化剂的功能化苄基卤化物的均偶联产物。N-烷氧基羰基吡啶鎓盐。
• Synthesis and Molecular Modelling Studies of New 1,3-Diaryl-5-Oxo-Proline Derivatives as Endothelin Receptor Ligands
  作者：Sebastiano Intagliata、Mohamed A. Helal、Luisa Materia、Valeria Pittalà、Loredana Salerno、Agostino Marrazzo、Alfredo Cagnotto、Mario Salmona、Maria N. Modica、Giuseppe Romeo

  DOI：10.3390/molecules25081851

  日期：——

  The synthesis of seventeen new 1,3-diaryl-5-oxo-proline derivatives as endothelin receptor (ETR) ligands is described. The structural configuration of the new molecules was determined by analyzing selected signals in proton NMR spectra. In vitro binding assays of the human ETA and ETB receptors allowed us to identify compound 31h as a selective ETAR ligand. The molecular docking of the selected compounds

  描述了作为内皮素受体 (ETR) 配体的十七种新 1,3-二芳基-5-氧代-脯氨酸衍生物的合成。新分子的结构构型是通过分析质子核磁共振谱中的选定信号来确定的。人 ETA 和 ETB 受体的体外结合测定使我们能够将化合物 31h 鉴定为选择性 ETAR 配体。ETAR 同源模型中所选化合物和 ETA 拮抗剂 atrasentan 的分子对接提供了对 ETAR 亚型亲和力和选择性所需的结构元素的深入了解。
• Synthesis and Anti-Yeast Evaluation of Novel 2-Alkylthio-4-chloro-5-methyl-N-[imino-(1-oxo-(1H)-phthalazin-2-yl)methyl]benzenesulfonamide Derivatives
  作者：Jarosław Sławiński、Aneta Pogorzelska、Beata Żołnowska、Anna Kędzia、Marta Ziółkowska-Klinkosz、Ewa Kwapisz

  DOI：10.3390/molecules190913704

  日期：——

  are one of the main causes of hospital-related infections. Since conventional antifungals have become less effective because of the increasing fungal resistance to the standard drugs, the need for new agents is becoming urgent. Herein we report a synthesis of a series of novel N-[imino-(1-oxo-(1H)-phthalazin-2-yl)methyl]-benzenesulfonamide derivatives with in vitro activity against yeast-like fungi

  病原真菌是医院相关感染的主要原因之一。由于真菌对标准药物的耐药性不断增加，常规抗真菌药物的效果越来越差，因此迫切需要新的药物。在此，我们报道了一系列新型 N-[亚氨基-(1-氧代-(1H)-酞嗪-2-基)甲基]-苯磺酰胺衍生物的合成，这些衍生物具有体外抗酵母样真菌的活性，从口腔和念珠菌病患者的呼吸道。这些化合物是通过 1-(2-烷硫基苯磺酰基)-2-氨基胍与适当的邻羰基苯甲酸的一步或两步反应合成的。生物学研究表明，与参考药物氟康唑相比，新衍生物显示出显着的生长抑制活性，优于或相当。
• Sulfonamide compounds and medicinal use thereof
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US06348474B1

  公开（公告）日：2002-02-19

  A sulfonamide compound of the formula (I): R1—SO2NHCO—A—R2  (I) wherein R1 is alkyl, alkenyl, alkynyl and the like; A is an optionally substituted heteropolycyclic group except benzimidazolyl, indolyl, 4,7-dihydrobenzimidazolyl and 2,3-dihydrobenzoxazinyl; X is alkylene, oxa, oxa(lower)alkylene and the like; and R2 is optionally substituted aryl, substituted biphenylyl and the like, a salt thereof and a pharmaceutical composition comprising the same. The sulfonamide compound is effective for the diseases treatable based on their blood sugar level-depressing activity, cGMP-PDE (especially PDE-V)-inhibiting activity, smooth muscle relaxing activity, bronchodilating activity, vasodilating activity, smooth muscle cell suppressing activity, and antiallergic activity.

  化合物的化学式（I）为磺胺类化合物： R1—SO2NHCO—A—R2  （I） 其中R1为烷基，烯基，炔基等；A为除苯并咪唑基，吲哚基，4,7-二氢苯并咪唑基和2,3-二氢苯并噁嗪基之外的可选择取代的杂多环基团；X为烷基，氧杂环烷基等；R2为可选择取代的芳基，取代的联苯基等，其盐及包含其的药物组合物。该磺胺类化合物对于基于其降低血糖水平活性、cGMP-PDE（特别是PDE-V）抑制活性、平滑肌松弛活性、支气管扩张活性、血管扩张活性、平滑肌细胞抑制活性和抗过敏活性可治疗的疾病有效。

表征谱图