6-硝基-3,4-亚甲基二氧苄乙醇 | 15341-08-9

• 物质功能分类: 化学试剂 - 有机试剂 - 硝基化合物
• 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-硝基-3,4-亚甲基二氧苄乙醇
• 中文别名: 6-硝基胡椒基醇；6-硝基-3,4-亚甲基二氧苄乙醇, 98+%；6-硝基胡椒
• 英文名称: (6-nitrobenzo[d][1,3]dioxol-5-yl)methanol
• 英文别名: 6-nitropiperonyl alcohol；4,5-methylenedioxy-2-nitrobenzyl alcohol；6-nitropiperonol；(6-nitro-1,3-benzodioxol-5-yl)methanol
• CAS: 15341-08-9
• 化学式: C₈H₇NO₅
• mdl: MFCD00005825
• 分子量: 197.147
• InChiKey: XSKQKDTZQNFCCB-UHFFFAOYSA-N

物化性质

• 熔点：
  121-125 °C
• 沸点：
  334.23°C (rough estimate)
• 密度：
  1.5023 (rough estimate)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• 稳定性/保质期：
  在常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 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：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2932999099
• 储存条件：
  常温下应密闭避光，并保持通风和干燥。

SDS

Name:	6-Nitropiperonyl Alcohol 98% Material Safety Data Sheet
Synonym:	None Known
CAS:	15341-08-9

Section 1 - Chemical Product MSDS Name:6-Nitropiperonyl Alcohol 98% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15341-08-9	6-Nitropiperonyl Alcohol	98%	239-376-8

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

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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. Runoff from fire control or dilution water may cause pollution.
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:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 15341-08-9: 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 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: Powder
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 122.00 - 124.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H7NO5
Molecular Weight: 197.15

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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, strong oxidants.
Incompatibilities with Other Materials:
Strong bases, oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15341-08-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
6-Nitropiperonyl Alcohol - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 15341-08-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15341-08-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15341-08-9 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：

  6-硝基-3,4-亚甲基二氧苄乙醇 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以96%的产率得到6-nitropiperonyl chloride
  参考文献：
  名称：

  S_RN1 Reactions in the Nitrobenzo[1,3]dioxole Series

  摘要：

  DOI：

  10.1023/b:cohc.0000003513.53760.fb
• 作为产物：
  描述：

  胡椒醇 在 硝酸 、 溶剂黄146 作用下， 以63.3 %的产率得到6-硝基-3,4-亚甲基二氧苄乙醇
  参考文献：
  名称：

  反式玉米素的光响应和四嗪响应调制

  摘要：

  适当设计的笼养激素的光辐射和小有机分子触发能够以高空间和时间分辨率控制和操纵相应的生物过程。已经合成了被硝基苯碳酸酯取代作为光可去除保护基团的笼状反式玉米素和作为四嗪响应基序的反式环辛烯。已实现捕获的反式玉米素分子的平稳释放，允许有针对性地干扰生物过程，包括降解、糖基化和适当酶的识别。

  DOI：

  10.1021/acs.joc.2c02601

文献信息

• Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds
  作者：Upendra Sharma、Neeraj Kumar、Praveen Kumar Verma、Vishal Kumar、Bikram Singh

  DOI：10.1039/c2gc35452g

  日期：——

  for the first time. The present catalytic system was successfully employed for the reduction of carbonyl and ester compounds to corresponding alcohols and reductive amination of benzaldehydes with primary amines to form corresponding secondary amines. Remarkable advantages of the present catalytic method include low loading of metal, avoidance of toxic ligands and high isolated yields. The catalyst was

  建立了带有PEG-400的酞菁锌作为催化体系，用于将芳香族硝基化合物化学和区域选择性还原为相应的胺。很好地耐受各种可还原的官能团，例如酸，酰胺，酯，卤素，内酯，腈，N-苄基，O-苄基，羟基和杂环。由O直接合成苯并三唑-二硝基苯是首次获得的。本催化体系已成功地用于将羰基和酯化合物还原成相应的醇，以及将苯甲醛与伯胺还原胺化以形成相应的仲胺。本催化方法的显着优点包括金属的低负载，避免有毒的配体和高的分离产率。催化剂可循环使用多达四次，而不会损失任何选择性和活性。
• Looking for new antiplasmodial quinazolines: DMAP-catalyzed synthesis of 4-benzyloxy- and 4-aryloxy-2-trichloromethylquinazolines and their in vitro evaluation toward Plasmodium falciparum
  作者：Armand Gellis、Nicolas Primas、Sébastien Hutter、Gilles Lanzada、Vincent Remusat、Pierre Verhaeghe、Patrice Vanelle、Nadine Azas

  DOI：10.1016/j.ejmech.2016.04.059

  日期：2016.8

  A DMAP catalyzed synthesis of new 4-benzyloxy- and 4-aryloxy-2-trichloromethylquinazolines was studied, in a view to react 4-chloroquinazolines with poorly nucleophilic alcohols such as benzylic alcohols, via a simple and cheap SNAr reaction approach. A fast (1 h) general operating procedure, affording good reaction yields, was achieved under microwave irradiation. Thus, a series of 35 molecules was

  的新的4-苄氧基和4-芳氧基-2- trichloromethylquinazolines甲DMAP催化合成进行了研究，在着眼于反应4- chloroquinazolines与亲核较差醇如苄醇，通过一个简单的和廉价的小号Ñ氩反应的方法。在微波辐射下可实现快速（1小时）的常规操作程序，该程序具有良好的反应收率。因此，获得了一系列35个分子，并在K1多耐药性恶性疟原虫菌株上进行了体外评估，同时对人HepG2细胞系进行了细胞毒性评估。鉴定出5个命中分子，具有良好的抗血浆活性（1.5μM
• Utilization of a Hydrogen Source from Renewable Lignocellulosic Biomass for Hydrogenation of Nitroarenes
  作者：Fang‐Fang Tan、Kai‐Li Tang、Ping Zhang、Yan‐Jun Guo、Mengnan Qu、Yang Li

  DOI：10.1002/cctc.201900087

  日期：2019.8.21

  Exploring of hydrogen source from renewable biomass, such as glucose in alkaline solution, for hydrogenation reactions had been studied since 1860s. According to proposed pathway, only small part of hydrogen source in glucose was utilized. Herein, the utilization of a hydrogen source from renewable lignocellulosic biomass, one of the most abundant renewable sources in nature, for a hydrogenation reaction

  自1860年代以来，一直在研究从可再生生物质中获取氢源的方法，例如碱性溶液中的葡萄糖，以进行氢化反应。根据提出的途径，仅利用了葡萄糖中的一小部分氢源。在此，描述了利用来自自然界中最丰富的可再生资源之一的可再生木质纤维素生物质的氢源进行氢化反应。通过将硝基芳烃还原成芳基胺的产率高达95％证明了氢化作用。机理研究表明，氢化通过氢转化途径发生。
• Synthesis and biological activity of pyridopyridazin-6-one p38α MAP kinase inhibitors. Part 2
  作者：Robert M. Tynebor、Meng-Hsin Chen、Swaminathan R. Natarajan、Edward A. O’Neill、James E. Thompson、Catherine E. Fitzgerald、Stephen J. O’Keefe、James B. Doherty

  DOI：10.1016/j.bmcl.2012.07.035

  日期：2012.9

  This manuscript concludes the Structure Activity Relationship (SAR) on the pyridazinone scaffold and identifies a compound with subnanomolar p38α activity and 24 h coverage in the rat arthritis efficacy model.

  该手稿总结了哒嗪酮支架上的结构活性关系（SAR），并鉴定了在大鼠关节炎功效模型中具有亚纳摩尔p38α活性和24 h覆盖范围的化合物。
• Deoxyfluorination with CuF ₂ : Enabled by Using a Lewis Base Activating Group
  作者：D. Eilidh Sood、Sue Champion、Daniel M. Dawson、Sonia Chabbra、Bela E. Bode、Andrew Sutherland、Allan J. B. Watson

  DOI：10.1002/anie.202001015

  日期：2020.5.25

  Deoxyfluorination is a primary method for the formation of C-F bonds. Bespoke reagents are commonly used because of issues associated with the low reactivity of metal fluorides. Reported here is the development of a simple strategy for deoxyfluorination, using first-row transition-metal fluorides, and it overcomes these limitations. Using CuF2 as an exemplar, activation of an O-alkylisourea adduct

  脱氧氟化是形成CF键的主要方法。由于金属氟化物的低反应性相关的问题，通常使用定制试剂。本文报道了使用第一行过渡金属氟化物开发一种简单的脱氧氟化策略的方法，它克服了这些限制。使用CuF2作为示例，原位形成的O-烷基异脲加合物的活化可以有效地将亲核氟化物转移到一系列伯醇和仲醇中。光谱研究已被用来探测CuF2反应性增强的起源。还介绍了该方法在实现18 F放射性标记方面的实用性。

表征谱图