二环[3.3.1]壬烷-2,6-二酮 | 16473-11-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 二环[3.3.1]壬烷-2,6-二酮
• 英文名称: bicyclo[3.3.1]nonane-2,6-dione
• CAS: 16473-11-3
• 化学式: C₉H₁₂O₂
• mdl: MFCD00153926
• 分子量: 152.193
• InChiKey: QWNPVTXLBMSEPN-UHFFFAOYSA-N

物化性质

• 熔点：
  151 °C
• 沸点：
  180/20mm
• 密度：
  1.0505 (rough estimate)
• 溶解度：
  可溶于氯仿、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 危险类别码：
  R41
• 海关编码：
  2914299000
• WGK Germany：
  3
• 储存条件：
  室温

SDS

Name:	Bicyclo[3.3.1]nonane-2 6-dione 97% Material Safety Data Sheet
Synonym:
CAS:	16473-11-3

Section 1 - Chemical Product MSDS Name:Bicyclo[3.3.1]nonane-2 6-dione 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
16473-11-3	Bicyclo[3.3.1]nonane-2,6-dione	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
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.

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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.
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.

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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 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.

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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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 16473-11-3: 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 180 deg C @20mmHg
Freezing/Melting Point: 151 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: C9H12O2
Molecular Weight: 152

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 16473-11-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Bicyclo[3.3.1]nonane-2,6-dione - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 16473-11-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 16473-11-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 16473-11-3 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：

  二环[3.3.1]壬烷-2,6-二酮 在 盐酸 、 氯胺 、 亚硝酸丁酯 作用下， 以 乙醇 为溶剂， 生成 Methyl (6R)-2-oxobicyclo[3.2.1]octane-6-carboxylate
  参考文献：
  名称：

  Butkus, E.P.; Zhilinskas, A. I.; Zefirov, N. S., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 4, p. 778 - 779

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3,5,7-tetracarbomethoxybicyclo<3.3.1>nonane-2,6-dione 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 12.0h， 以18%的产率得到二环[3.3.1]壬烷-2,6-二酮
  参考文献：
  名称：

  [EN] SUBSTITUTED CYCLOLAKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY
  [FR] CYCLOLALKYLES SUBSTITUÉS EN TANT QUE MODULATEURS DE LA VOIE DE STRESS INTÉGRÉE

  摘要：

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾病和症状的化合物、组合物和方法。

  公开号：

  WO2020223536A1

文献信息

• [EN] MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] MODULATEURS DE LA VOIE DE RÉPONSE INTÉGRÉE AU STRESS
  申请人：CALICO LIFE SCIENCES LLC

  公开号：WO2019090069A1

  公开（公告）日：2019-05-09

  Provided herein are compounds, compositions, and methods useful for the modulation of elF2B, for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

  本文提供了用于调节elF2B、调节综合应激反应（ISR）以及治疗相关疾病、疾病和症状的化合物、组合物和方法。
• [EN] ISOXAZOLE CARBOXAMIDE COMPOUNDS<br/>[FR] COMPOSÉS CARBOXAMIDES ISOXAZOLES
  申请人：EPIZYME INC

  公开号：WO2016040498A1

  公开（公告）日：2016-03-17

  The present disclosure provides substituted isoxazole carboxamide compounds having Formula (I) and the pharmaceutically acceptable salts and solvates thereof, wherein R1, R2, A, X, and Z are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供具有式（I）的替代异噁唑羧酰胺化合物及其药用可接受的盐和溶剂化合物，其中R1、R2、A、X和Z如规范中所述。本公开还涉及使用式I的化合物治疗对SMYD蛋白的阻断具有响应的疾病，如SMYD3或SMYD2。本公开的化合物特别适用于治疗癌症。
• C2-Symmetric bicyclo[3.3.1]nona-2,6-diene and bicyclo[3.3.2]deca-2,6-diene: new chiral diene ligands based on the 1,5-cyclooctadiene framework
  作者：Yusuke Otomaru、Asato Kina、Ryo Shintani、Tamio Hayashi

  DOI：10.1016/j.tetasy.2005.02.022

  日期：2005.5

  As a new type of C2-symmetric chiral diene ligands, which coordinate to a metal by their 1,5-cyclooctadiene framework, we prepared 2,6-disubstituted bicyclo[3.3.1]nona-2,6-diene (bnd*) and bicyclo[3.3.2]deca-2,6-diene (bdd*), and examined their catalytic activity and enantioselectivity for rhodium-catalyzed asymmetric 1,4-addition to α,β-unsaturated ketones and 1,2-addition to N-sulfonylimines. High

  作为一种新型的C 2对称手性二烯配体，它们通过其1,5-环辛二烯骨架与金属配位，我们制备了2,6-二取代的双环[3.3.1] nona-2,6-diene（bnd * ）和双环[3.3.2] deca-2,6-diene（bdd *），并研究了它们对铑催化的α，β-不饱和酮不对称1,4-加成和1,2-加成的催化活性和对映选择性。为N-磺酰亚胺。在4-氯苯甲醛的N-甲苯磺酸和N -4-硝基苯磺酰亚胺中加入苯基环硼氧烷后，可以观察到Ph-bnd *配体的高对映选择性，从而得到高对映体过量（98-99％ee）的苯基（4-氯苯基）甲胺。
• Efficient Synthesis of 2,2,4,4,6,6-Hexanitroadamantane under Mild Conditions
  作者：Jun Luo、Yifei Ling、Pingping Zhang、Lu Sun、Weipeng Lai

  DOI：10.1055/s-0033-1341251

  日期：——

  condensation to construct the adamantane skeleton. The clean nitration to introduce the gem-dinitro groups onto the adamantane skeleton was conducted using dinitrogen pentoxide in refluxing dichloromethane in the presence of urea and 4 Å molecular sieves. The acetylation route was accomplished via 12 steps and afforded HNA in an overall yield of 4.7%, and the formylation route was achieved via 11 steps

  摘要 已经开发了两种策略来合成2,2,4,4,6,6-六硝基金刚烷（HNA）。两种策略均使用容易获得的丙二酸二乙酯和低聚甲醛作为起始原料，并利用酰化作用随后进行分子内羟醛缩合以构建金刚烷骨架。在尿素和4Å分子筛的存在下，使用五氧化二氮在回流的二氯甲烷中进行清洁的硝化，将宝石-二硝基引入金刚烷骨架。乙酰化路线通过12个步骤完成，并以4.7％的总收率提供了HNA，甲酰化路线通过11个步骤以14％的总收率实现了。 已经开发了两种策略来合成2,2,4,4,6,6-六硝基金刚烷（HNA）。两种策略均使用容易获得的丙二酸二乙酯和低聚甲醛作为起始原料，并利用酰化作用随后进行分子内羟醛缩合以构建金刚烷骨架。在尿素和4Å分子筛的存在下，使用五氧化二氮在回流的二氯甲烷中进行清洁的硝化，将宝石-二硝基引入金刚烷骨架。乙酰化路线通过12个步骤完成，并以4.7％的总收率提供了HNA，甲酰化路线通过11个步骤以14％的总收率实现了。
• Bestimmung des Chiralitätssinns der enantiomeren 2,6-Adamantandiole
  作者：Hans Gerlach

  DOI：10.1002/hlca.19850680702

  日期：1985.11.13

  Determination of the Chirality Sense of the Enantiomeric 2,6-Adamantanediols

  对映体2,6-金刚烷二醇的手性感的测定

表征谱图