4,5-二溴苯-1,2-二醇 | 2563-26-0

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4,5-二溴苯-1,2-二醇
• 中文别名: 4,5-二溴邻苯二酚
• 英文名称: 4,5-dibromobenzene-1,2-diol
• 英文别名: 4,5-dibromocatechol；4,5-dibromopyrocatechol；1,2-dibromo-4,5-dihydroxybenzene
• CAS: 2563-26-0
• 化学式: C₆H₄Br₂O₂
• mdl: MFCD00233157
• 分子量: 267.905
• InChiKey: IOZHUUKIHMKXRG-UHFFFAOYSA-N

物化性质

• 熔点：
  111-116°C (lit.)
• 沸点：
  328.5±37.0 °C(Predicted)
• 密度：
  2.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2908199090
• 安全说明：
  S26,S36
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存放温度应在2-8°C之间，并保持干燥。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 4,5-Dibromobenzene-1,2-diol
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 2563-26-0

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
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
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C6H4Br2O2
Molecular Weight : 267,90 g/mol
CAS-No. : 2563-26-0
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
4,5-Dibromobenzene-1,2-diol
CAS-No. 2563-26-0 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
4,5-Dibromobenzene-1,2-diol
CAS-No. 2563-26-0 Xi, R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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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

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
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.

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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.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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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).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: off-white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 111 - 116 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration 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) Auto-ignition 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

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
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
In the event of fire: see section 5

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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 sensitisation
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
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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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.

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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

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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
Further information
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4,5-二溴苯-1,2-二醇 在 lithium 、 potassium carbonate 作用下， 以 戊醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,3,9,10,16,17,23,24-octabutoxyphthalocyanine
  参考文献：
  名称：

  红光驱动的 CO 释放复合物：高度扭曲的三羰基铼酞菁的光反应性和激发态动力学

  摘要：

  设计 photoCORMs：一种新的光诱导 CO 释放分子已通过使用三羰基铼 (I) 酞菁开发。Re 酞菁配合物的扭曲结构允许通过自旋轨道耦合分析它们的超快激发态动力学。

  DOI：

  10.1002/chem.202200716
• 作为产物：
  描述：

  2,2-二甲基-1,3-苯并二恶茂烷 在 硫酸 、 溴 、 乙酸酐 作用下， 生成 4,5-二溴苯-1,2-二醇
  参考文献：
  名称：

  Frejka; Sefranek, Collection of Czechoslovak Chemical Communications, 1939, vol. 11, p. 165,168

  摘要：

  DOI：

文献信息

• Functionalization of Quinoxalines by Using TMP Bases: Preparation of Tetracyclic Heterocycles with High Photoluminescene Quantum Yields
  作者：Julia Nafe、Simon Herbert、Florian Auras、Konstantin Karaghiosoff、Thomas Bein、Paul Knochel

  DOI：10.1002/chem.201405240

  日期：2015.1.12

  chloride, aryl iodide) leads to 5‐functionalized 2,3‐dichloroquinoxalines. Further functionalization in positions 6 and 8 can be achieved by using TMPLi or TMPMgCl⋅LiCl furnishing a range of new di‐ and tri‐functionalized 2,3‐dichloroquinoxalines. The chlorine atoms are readily substituted by anellation with 1,2‐diphenols or 1,2‐dithiophenols leading to a series of new tetracyclic compounds. These materials

  通过单官能团，双官能团和三官能团的2,3-二氯喹喔啉的anellation反应合成了具有高光致发光量子产率的四环杂环。因此，用TMPLi（TMP = 2,2,6,6-四甲基哌啶基）处理2,3-二氯喹喔啉可以在位置5处进行区域选择性锂化。用各种亲电试剂（碘，（BrCl 2 C）2，烯丙基溴，酸）淬灭氯，芳基碘化物）生成5功能化的2,3-二氯喹喔啉。在6位和8进一步官能化可以通过使用TMPLi或TMPMgCl来实现⋅LiCl可提供一系列新型的二官能团和三官能团的2,3-二氯喹喔啉。氯原子很容易被1,2-二酚或1,2-二硫代苯酚取代而形成一系列新的四环化合物。这些材料在蓝色和绿色光谱区域中显示出强大的，可调的光学吸收和发射。取代的O杂环化合物具有高达90％的特别高的光致发光量子产率，这使其成为荧光成像应用的有趣候选物。
• Self-assembling properties of non-ionic tetraphenylporphyrins and discotic phthalocyanines carrying oligo(ethylene oxide) alkyl or alkoxy units
  作者：Johannes M. Kroon、Robert B. M. Koehorst、Marinus van Dijk、Georgine M. Sanders、Ernst J. R. Sudhölter

  DOI：10.1039/a605328i

  日期：——

  The thermotropic phase behaviour and self-assembling features of some non-ionic tetraphenylporphyrins and phthalocyanines containing oligo(ethylene oxide) alkoxy or alkyl units have been investigated. From DSC measurements and polarization microscopy it was concluded that none of the tetraphenylporphyrins was mesomorphic while the phthalocyanines displayed discotic hexagonal phases even at room temperature. The aggregation of the compounds in aqueous media was studied by means of UV–VIS and fluorescence spectroscopy and it has been found that in water the tetraphenylporphyrins form J- or head-to-tail type of aggregates while phthalocyanines form H- or face-to-face type of aggregates. The luminescence properties of the tetraphenylporphyrin and phthalocyanine aggregates are explained on the basis of the molecular exciton approximation. Steric constraints and orientational disorder in the tetraphenylporphyrin aggregates determine the luminescence yield relative to the monomeric species. The cofacial arrangement of the macrocycles in phthalocyanine aggregates results in a forbidden S 1 –S 0 transition and thus in a complete disappearance of the luminescence.

  研究了一些含有聚乙烯氧烷氧基或烷基单元的非离子型四苯基卟啉和酞菁的热致相态行为及自组装特性。从DSC测量和偏光显微镜观察得出结论，所有四苯基卟啉均无中相形态，而酞菁甚至在室温下显示出圆盘状六角相。通过UV-VIS和荧光光谱研究了这些化合物在水介质中的聚集情况，发现四苯基卟啉在水中形成J型或头对尾型聚集，而酞菁形成H型或面对面型聚集。基于分子激子近似解释了四苯基卟啉和酞菁聚集体的荧光特性。四苯基卟啉聚集体中的空间限制和取向无序决定了其相对于单体的发光效率。酞菁聚集体中大环的共面排列导致S1-S0跃迁被禁阻，从而完全消除了发光现象。
• Beta-cyclodextrin dimers and phthalocyanines and uses thereof
  申请人：——

  公开号：US20030134824A1

  公开（公告）日：2003-07-17

  The invention provides &bgr;-cyclodextrin dimers and phthalocyanines which can be used in photodynamic therapy of cancer.

  这项发明提供了可用于癌症光动力疗法的β-环糊精二聚体和酞菁化合物。
• Asymmetric dearomative spirolactonization of naphthols using λ3-iodanes under chiral phase-transfer catalysis
  作者：Kevin Antien、Guillaume Viault、Laurent Pouységu、Philippe A. Peixoto、Stéphane Quideau

  DOI：10.1016/j.tet.2017.04.028

  日期：2017.6

  The asymmetric phase-transfer catalytic effect of chiral Cinchona alkaloid-derived quaternary ammonium salts was investigated in the context of the λ3-iodane-mediated dearomative spirolactonization of naphthols. The scope and limitations of this methodology were evaluated using various substrates, which were converted into spirolactones in good yields and with enantiomeric excesses up to 58%.

  手性的不对称相转移催化效果金鸡纳生物碱类季铵盐在λ的情况下进行了研究3萘酚的-iodane介导dearomative spirolactonization。使用各种底物评估了该方法的范围和局限性，这些底物以良好的产率转化为螺内酯，对映体过量最高可达58％。
• Nucleophile-Directed Selective Transformation of<i>cis</i>-1-Tosyl-2-tosyloxymethyl-3-(trifluoromethyl)aziridine into Aziridines, Azetidines, and Benzo-Fused Dithianes, Oxathianes, Dioxanes, and (Thio)morpholines
  作者：Sara Kenis、Matthias D'hooghe、Guido Verniest、Maaike Reybroeck、Tuyet Anh Dang Thi、Chinh Pham The、Tham Thi Pham、Karl W. Törnroos、Nguyen Van Tuyen、Norbert De Kimpe

  DOI：10.1002/chem.201204485

  日期：2013.5.3

  cis‐1‐tosyl‐2‐tosyloxymethyl‐3‐(trifluoromethyl)aziridine was developed, starting from 1‐ethoxy‐2,2,2‐trifluoroethanol, involving imination, aziridination, ester reduction, hydrogenation, and N‐,O‐ditosylation steps. Further synthetic elaborations revealed a remarkable difference in the reactivity of cis‐1‐tosyl‐2‐tosyloxymethyl‐3‐(trifluoromethyl)aziridine with respect to aromatic sulfur and oxygen nucleophiles,

  从1乙氧基-2,2,2,2-三氟乙醇开始，开发了一个五步合成顺式-1-甲苯基-2-甲苯磺酰氧基甲基3-（三氟甲基）氮丙啶的方法，包括亚胺基化，叠氮化，酯还原，氢化，以及N-，O-二甲苯磺酰化步骤。进一步的合成实验表明，相对于芳香族硫和氧亲核试剂，顺式-1-甲苯基-2-甲苯磺酰氧基甲基-3-（三氟甲基）氮丙啶的反应性有显着差异，因此能够选择性地利用这种通用底物作为官能化氮丙啶，氮杂环丁烷和苯并稠合的二硫杂环丁烷，氧杂蒽环，二恶烷和（硫代）吗啉的合成。