6-溴-2-苯基-(4H)-4-苯并吡喃酮 - CAS号 1218-80-0

物化性质

熔点：

193-196 °C(lit.)
沸点：

421.1±45.0 °C(Predicted)
密度：

1.540±0.06 g/cm3(Predicted)
稳定性/保质期：

在常温常压下保持稳定。

计算性质

辛醇/水分配系数(LogP)：

4.7
重原子数：

18
可旋转键数：

1
环数：

3.0
sp3杂化的碳原子比例：

0.0
拓扑面积：

26.3
氢给体数：

0
氢受体数：

2

安全信息

危险品标志：

Xi
安全说明：

S26
危险类别码：

R36/37/38
WGK Germany：

3
海关编码：

2914700090
储存条件：

常温、避光、存放在通风干燥处。

SDS

SDS：a714433bf694c3fd5d2e2f902e11af7a

查看

Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 6-Bromo-2-phenyl-(4H)-4-benzopyranone
CAS-No. : 1218-80-0

Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36 Wear suitable protective clothing.
Other hazards - none

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : 6-Bromo-2-phenyl-4H-1-benzopyran-4-one
6-Bromoflavone
Formula : C15H9BrO2
Molecular Weight : 301,13 g/mol
Component Concentration
6-Bromo-2-phenyl-(4H)-4-benzopyranone
CAS-No. 1218-80-0 -

Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen bromide gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 193 - 196 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

上游原料

中文名称英文名称 CAS号化学式分子量

黄酮 FLAVONE 525-82-6 C₁₅H₁₀O₂ 222.243

6-溴色原酮 6-bromo-1-benzopyran-4(4H)-one 51483-92-2 C₉H₅BrO₂ 225.041

下游产品

中文名称	英文名称	CAS号	化学式	分子量
黄酮	FLAVONE	525-82-6	C₁₅H₁₀O₂	222.243
6-溴-4'-硝基黄酮	6-Bromo-4'-nitroflavone	187932-52-1	C₁₅H₈BrNO₄	346.137
3,6-二溴-2-苯基色烯-4-酮	3,6-dibromo-2-phenylchromone	107917-81-7	C₁₅H₈Br₂O₂	380.035
——	2,6-diphenyl-chromen-4-one	58554-76-0	C₂₁H₁₄O₂	298.341
——	Biflavonyl-(6,6'')	20081-46-3	C₃₀H₁₈O₄	442.471
6-溴-3’-硝基黄酮	6-Bromo-3'-nitroflavone	187932-50-9	C₁₅H₈BrNO₄	346.137
6-羟基黄酮	6-hydroxyflavone	6665-83-4	C₁₅H₁₀O₃	238.243
——	6,4'''-Biflavonyl	20081-60-1	C₃₀H₁₈O₄	442.471
6-氨基黄酮	6-amino-2-phenyl-4H-1-benzopyran-4-one	4613-53-0	C₁₅H₁₁NO₂	237.258
6-(4-氟苯基)-2-苯基色烯-4-酮	6-(4-fluoro-phenyl)-2-phenyl-chromen-4-one	920286-93-7	C₂₁H₁₃FO₂	316.331

1
2

反应信息

作为反应物：

描述：

6-溴-2-苯基-(4H)-4-苯并吡喃酮在盐酸羟胺、 β-环糊精作用下，以乙醇、水为溶剂，反应 0.53h，以78%的产率得到

参考文献：

名称：

β-环糊精（β-CD）作为超分子催化剂合成异恶唑和硫嘧啶类化合物及其抗菌筛选

摘要：

背景：异恶唑和嘧啶是有趣的杂环分子，在许多天然产物合成药物中作为结构基序存在。异恶唑和硫代嘧啶具有抗糖尿病，细胞毒性结核抑制和抗惊厥活性。本文中，我们首次报道了在水介质中，β-环糊精作为可重复使用的催化剂，通过2-芳基色酮与盐酸羟胺和硫脲的开环反应，合成了异恶唑和硫代嘧啶。方法：报道了2-芳基色酮与羟胺盐酸盐和硫脲分别在乙醇-水中超声作用下，β-环糊精催化合成异恶唑和硫代嘧啶衍生物。该反应在80°C进行，收率极佳，β-环糊精可回收再利用。评价了新合成的异恶唑和硫代嘧啶的抗菌活性。结果：在继续我们对β-CD的研究和开发新方法的过程中，我们公开了一种新的合成异恶唑2a-n和硫代嘧啶3a-n的方法，该方法涉及2-芳基色酮与盐酸羟胺和硫脲的反应。 β-环糊精作为可循环利用催化剂在80oC的水中超声处理时，收率很高。由2-芳基色酮合成异恶唑2a-n和硫代嘧啶3a-n的一般方案描述于方案1。如此获得的产物的结构通过1

DOI：

10.2174/1570178614666161230124807
作为产物：

描述：

黄酮在 pyridinium hydrobromide perbromide 作用下，以溶剂黄146 为溶剂，以37%的产率得到6-溴-2-苯基-(4H)-4-苯并吡喃酮

参考文献：

名称：

Reaction of 2'-hydroxychalcone dibromides with pyridine

摘要：

DOI：

10.1021/jo00316a034

点击查看最新优质反应信息

文献信息

Silver-catalyzed Double Decarboxylative Radical Alkynylation/Annulation of Arylpropiolic Acids with α-keto Acids: Access to Ynones and Flavones under Mild Conditions

作者：Mengting Meng、Guofang Wang、Liangfeng Yang、Kai Cheng、Chenze Qi

DOI：10.1002/adsc.201701469

日期：2018.3.20

Ynones are privileged building blocks in various organic syntheses of heterocyclic derivatives due to their multifunctional nature, and flavones are an important class of natural products with a wide range of biological activities. We describe the catalytic double decarboxylative alkynylation of arylpropiolic acids with α‐keto acids. With Ag(I)/persulfate as the catalysis system, the valuable ynones

壬烷由于其多功能性而成为杂环衍生物的各种有机合成中的重要组成部分，而黄酮是具有广泛生物活性的重要一类天然产物。我们描述了芳基丙酸与α-酮酸的催化双脱羧炔基化反应。以Ag（I）/过硫酸盐为催化体系，可以容易地获得带有各种取代基的有价值的炔酮。邻位羟基取代基的引入α-酮酸的位点使该策略进一步适用于通过异环戊烷以类似的银催化体系以中等到良好的收率构建黄酮衍生物。反应在相对温和的反应条件下进行，并能耐受多种官能团。对照实验表明，两个反应均经历自由基过程。
One-Pot Allan-Robinson/Friedländer Route to Chromen-/Quinolin-4-ones through the Domino Acetylative Cyclisation of 2-Hydroxy-/2-Aminobenzaldehydes

作者：Vijai K. Rai、Fooleswar Verma、Ganeshwar P. Sahu、Manorama Singh、Ankita Rai

DOI：10.1002/ejoc.201701435

日期：2018.1.31

A domino reaction between 2‐hydroxy‐/2‐aminobenzaldehydes and α‐haloketones gives chromen‐4‐ones and quinolin‐4‐ones in good to excellent yields. This method represents a new extension of the Allan–Robinson and Friedländer reactions, and uses N‐heterocyclic‐carbene catalysis. This approach has the advantages of operational simplicity, ambient reaction conditions, and no by‐product formation.

2-羟基/ 2-氨基苯甲醛与α-卤代酮之间的多米诺反应使chromen-4-ones和quinolin-4-ones的产率高到极好。该方法代表了Allan-Robinson和Friedländer反应的新扩展，并使用了N-杂环-卡宾催化。这种方法的优点是操作简单，环境反应条件好，并且不会形成副产物。
Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water

作者：Liu Yang、Zhiyan Huang、Gang Li、Wei Zhang、Rui Cao、Chao Wang、Jianliang Xiao、Dong Xue

DOI：10.1002/anie.201710698

日期：2018.2.12

A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with

报道了在协同的有机光氧化还原和镍催化下，芳基卤化物与水的高效羟基化反应。在配体上的分子内碱基促进去质子化之后，所得酚的OH基团起源于水。重要的是，芳基溴化物和反应性较低的芳基氯用作有效的底物，以提供具有广泛官能团的酚。不需要强大的无机碱或昂贵的贵金属催化剂，该方法可用于有效制备各种酚，并使多官能药学上相关的芳基卤化物羟基化。
Chiral Anion Catalysis in the Enantioselective 1,4-Reduction of the 1-Benzopyrylium Ion as a Reactive Intermediate

作者：Masahiro Terada、Takuto Yamanaka、Yasunori Toda

DOI：10.1002/chem.201302486

日期：2013.10.4

Anionic! Novel chiral anion catalysis of the enantioselective 1,4‐reduction of the 1‐benzopyrylium ion by a chiral phosphoric acid was accomplished with a Hantzsch ester as the reducing agent. The enantioselective reduction established is composed of a two‐step consecutive transformation involving stereoablative loss of the hydroxy group from racemic 2H‐chromen‐2‐ol derivatives to generate the achiral

阴离子！以Hantzsch酯为还原剂，完成了手性磷酸对1-苯并吡啶离子对映体1,4-还原的新型手性阴离子催化。建立的对映选择性还原包括两步连续转化，其中涉及从消旋的2 H - chromen -2-ol衍生物中羟基的立体烧蚀损失，生成非手性的1-benzopyrylium离子作为反应性关键中间体。
Buchwald-Hartwig Reactions of Monohaloflavones

作者：Krisztina Kónya、Dávid Pajtás、Attila Kiss-Szikszai、Tamás Patonay

DOI：10.1002/ejoc.201403108

日期：2015.2

of different monobromoor monochloroflavones with primary and secondary alkylamines and aniline derivatives by Buchwald–Hartwig reaction. The influence of the phosphine ligands used is described. The use of amino acid derivatives as a nitrogen source is also demonstrated. This latter reaction allows the synthesis of unique flavone–amino-acid conjugates.

该文章描述了通过 Buchwald-Hartwig 反应用伯、仲烷基胺和苯胺衍生物胺化不同的单溴或单氯黄酮。描述了所用膦配体的影响。还证明了使用氨基酸衍生物作为氮源。后一种反应可以合成独特的黄酮-氨基酸结合物。

6-溴-2-苯基-(4H)-4-苯并吡喃酮 | 1218-80-0

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

上下游信息

反应信息

文献信息

同类化合物

相关功能分类

相关结构分类

热门分子