6-溴-8-甲氧基-2-氧代-2H-色烯-3-羧酸 | 119686-34-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 6-溴-8-甲氧基-2-氧代-2H-色烯-3-羧酸
• 英文名称: 6-bromo-8-methoxy-2-oxo-2H-chromene-3-carboxylic acid
• 英文别名: 6-bromo-8-methoxy-2-oxochromene-3-carboxylic acid
• CAS: 119686-34-9
• 化学式: C₁₁H₇BrO₅
• 分子量: 299.078
• InChiKey: QRPXOSMJCGZWDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  226 °C
• 沸点：
  477.1±45.0 °C(Predicted)
• 密度：
  1.785±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2932209090

SDS

Name:	6-Bromo-8-methoxy-2-oxo-2H-chromene-3-carboxylic acid 97% Material Safety Data Sheet
Synonym:
CAS:	119686-34-9

Section 1 - Chemical Product MSDS Name:6-Bromo-8-methoxy-2-oxo-2H-chromene-3-carboxylic acid 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
119686-34-9	6-Bromo-8-methoxy-2-oxo-2H-chromene-3-	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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:
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# 119686-34-9: 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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 225 - 228 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: C11H7BrO5
Molecular Weight: 299.08

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 119686-34-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
6-Bromo-8-methoxy-2-oxo-2H-chromene-3-carboxylic acid - 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: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
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.
WGK (Water Danger/Protection)
CAS# 119686-34-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 119686-34-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 119686-34-9 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-溴-8-甲氧基-2-氧代-2H-色烯-3-羧酸 在 三乙烯二胺 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 8-bromo-6-methoxy-1'-methylspiro[furo[3,4-c]chromene-1,3'-indoline]-2',3,4(3aH,9bH)-trione
  参考文献：
  名称：

  香豆素-3-甲酰基吡唑类化合物在环缩合中作为3碳合成子用于螺环稠合的五环螺氧并吲哚的合成。

  摘要：

  合成了香豆素-3-甲酰基吡唑，并以DABCO为催化剂，将其作为3-碳合成子与3-羟基羟吲哚反应。可以平稳地获得一系列结构多样的螺旋稠合的五环螺旋螺环，它们带有螺氧吲哚-γ-内酯和3,4-二氢香豆素亚结构，具有良好的至优异的产率（高达99％）和非对映选择性（所有情况> 20） ：1个博士）。通过使用手性有机催化剂初步研究了该串联反应的不对称形式。

  DOI：

  10.1039/c9ob02434d
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 5-溴-2-羟基-3-甲氧基苯甲醛 在 DL-谷氨酸 作用下， 以 乙醇 为溶剂， 以87%的产率得到6-溴-8-甲氧基-2-氧代-2H-色烯-3-羧酸
  参考文献：
  名称：

  香豆素-3-羧酸的银介导的氧化脱羧三氟甲基硫醇化

  摘要：

  将三氟甲硫基引入有机化合物，特别是杂环中是重要的，因为这些结构在医学上和农业上相关的分子中普遍存在。在此，报道了香豆素-3-羧酸的银介导的氧化性脱羧三氟甲基硫醇化。该方法利用现有的羧酸官能团直接转化为CF 3 S基团，并以中等到极好的收率得到了广泛范围的3-三氟甲基硫代香豆素，包括天然产物的类似物。

  DOI：

  10.1021/acs.orglett.6b03806

文献信息

• Shah; Mehta, Journal of the Indian Chemical Society, 1987, vol. 64, # 11, p. 708 - 709
  作者：Shah、Mehta

  DOI：——

  日期：——
• SHAH, SONAL;MEHTA, R. H., J. INDIAN CHEM. SOC., 64,(1987) N 11, 708-709
  作者：SHAH, SONAL、MEHTA, R. H.

  DOI：——

  日期：——
• Silver-Mediated Oxidative Decarboxylative Trifluoromethylthiolation of Coumarin-3-carboxylic Acids
  作者：Minghao Li、Jeffrey L. Petersen、Jessica M. Hoover

  DOI：10.1021/acs.orglett.6b03806

  日期：2017.2.3

  organic compounds, in particular heterocycles, is important because of the prevalence of these structures in medicinally and agriculturally relevant molecules. Herein, the silver-mediated oxidative decarboxylative trifluoromethylthiolation of coumarin-3-carboxylic acids is reported. This methodology utilizes existing carboxylic acid functionalities for the direct conversion to CF3S groups and results in

  将三氟甲硫基引入有机化合物，特别是杂环中是重要的，因为这些结构在医学上和农业上相关的分子中普遍存在。在此，报道了香豆素-3-羧酸的银介导的氧化性脱羧三氟甲基硫醇化。该方法利用现有的羧酸官能团直接转化为CF 3 S基团，并以中等到极好的收率得到了广泛范围的3-三氟甲基硫代香豆素，包括天然产物的类似物。
• Coumarin-3-formylpyrazoles as 3-carbon synthons in cyclocondensation for the synthesis of spiro-fused pentacyclic spirooxindoles
  作者：Chuan-Wen Lei、Chuan-Bao Zhang、Zhen-Hua Wang、Ke-Xin Xie、Jian-Qiang Zhao、Ming-Qiang Zhou、Xiao-Mei Zhang、Xiao-Ying Xu、Wei-Cheng Yuan

  DOI：10.1039/c9ob02434d

  日期：——

  Coumarin-3-formylpyrazoles have been synthesized and applied as 3-carbon synthons in reaction with 3-hydroxyoxindoles by using DABCO as the catalyst. A range of structurally diverse spiro-fused pentacyclic spirooxindoles, bearing a spirooxindole-γ-lactone and a 3,4-dihydrocoumarin substructure, could be smoothly obtained in good to excellent yields (up to 99%) with excellent diastereoselectivities

  合成了香豆素-3-甲酰基吡唑，并以DABCO为催化剂，将其作为3-碳合成子与3-羟基羟吲哚反应。可以平稳地获得一系列结构多样的螺旋稠合的五环螺旋螺环，它们带有螺氧吲哚-γ-内酯和3,4-二氢香豆素亚结构，具有良好的至优异的产率（高达99％）和非对映选择性（所有情况> 20） ：1个博士）。通过使用手性有机催化剂初步研究了该串联反应的不对称形式。