3-(2-溴-4,5-亚甲二氧基苯基)丙酸 | 56920-74-2

• 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: 3-(2-溴-4,5-亚甲二氧基苯基)丙酸
• 英文名称: 3-(2-bromo-4,5-methylenedioxyphenyl)propionic acid
• 英文别名: 3-(6-bromo-3,4-methylenedioxyphenyl)propionic acid；3-(6-bromo-benzo[1,3]dioxol-5-yl)-propionic acid；3-(6-Brom-benzo[1,3]dioxol-5-yl)-propionsaeure；3-<2-Brom-4,5-methylendioxy-phenyl>-propionsaeure；3-(6-bromo-1,3-benzodioxol-5-yl)propanoic acid
• CAS: 56920-74-2
• 化学式: C₁₀H₉BrO₄
• 分子量: 273.083
• InChiKey: URIRSTDHDAEDNP-UHFFFAOYSA-N

物化性质

• 熔点：
  138-143°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• WGK Germany：
  1
• 海关编码：
  2932999099

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3-(2-Bromo-4,5-methylenedioxyphenyl)propionic
acid
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. : 56920-74-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
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
Xn Harmful R22
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)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C10H9BrO4
Molecular Weight : 273,08 g/mol
CAS-No. : 56920-74-2
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-(2-Bromo-4,5-methylenedioxyphenyl)propionic acid
Acute Tox. 4; H302 -
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-(2-Bromo-4,5-methylenedioxyphenyl)propionic acid
Xn, R22 -
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. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
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
Complete suit protecting against chemicals, 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
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

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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: 138 - 143 °C
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- log Pow: 2,523
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, Aluminum, Steel (all types and surface treatments)
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
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
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
Specific target organ toxicity - single exposure
no data available
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
Toxicity to fish LC50 - Pimephales promelas (fathead minnow) - 1,2 mg/l - 96 h
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
Toxic to aquatic life.

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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
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
H302 Harmful if swallowed.
Full text of R-phrases referred to under sections 2 and 3
Xn Harmful
R22 Harmful if swallowed.
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
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
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  3-(2-溴-4,5-亚甲二氧基苯基)丙酸 在 sodium tetrahydroborate 、 五氯化磷 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 38.84h， 生成 ethyl 1-(2-(6-bromobenzo[d][1,3]dioxol-5-yl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
  参考文献：
  名称：

  微波辅助直接芳基化合成 C-高吗啡

  摘要：

  该代表Ç -homoaporphine类生物碱表明有趣的生物活性。迄今为止，从未尝试通过直接芳基化策略合成这些分子。我们在此报告了通过使用微波合成C-高吗啡的第一个 Pd 介导的分子内直接芳基化。使用三环己基膦四氟硼酸盐作为配体可提供良好的转化率并抑制与所评估底物的竞争性脱溴。这种芳基化策略应广泛用于合成C-高卟啉生物碱，如本文在 (±)-高红花碱的合成中所证明的。

  DOI：

  10.1016/j.tet.2010.11.059
• 作为产物：
  描述：

  3-[3,4-(亚甲二氧基)苯基]丙酸 在 溴 、 溶剂黄146 作用下， 以87%的产率得到3-(2-溴-4,5-亚甲二氧基苯基)丙酸
  参考文献：
  名称：

  微波辅助直接芳基化合成 C-高吗啡

  摘要：

  该代表Ç -homoaporphine类生物碱表明有趣的生物活性。迄今为止，从未尝试通过直接芳基化策略合成这些分子。我们在此报告了通过使用微波合成C-高吗啡的第一个 Pd 介导的分子内直接芳基化。使用三环己基膦四氟硼酸盐作为配体可提供良好的转化率并抑制与所评估底物的竞争性脱溴。这种芳基化策略应广泛用于合成C-高卟啉生物碱，如本文在 (±)-高红花碱的合成中所证明的。

  DOI：

  10.1016/j.tet.2010.11.059

文献信息

• Expedient Access to 2-Benzazepines by Palladium-Catalyzed C−H Activation: Identification of a Unique Hsp90 Inhibitor Scaffold
  作者：Matteo Virelli、Elisabetta Moroni、Giorgio Colombo、Lorenzo Fiengo、Alessio Porta、Lutz Ackermann、Giuseppe Zanoni

  DOI：10.1002/chem.201804244

  日期：2018.11.7

  Bioactive 2‐benzazepines were accessed in an atom‐ and step‐economical manner through a versatile palladium‐catalyzed C−H activation strategy. The C−H arylation required low catalyst loading and a mild base, which was reflected by a broad scope and high functional‐group tolerance. The benzotriazolodiazepinones were identified as new heat shock protein 90 (Hsp90) inhibiting lead compounds, with considerable

  生物活性的2-苯并ze庚因是通过通用的钯催化的CH活化方法以原子经济和分步经济的方式获得的。CH芳基化反应需要低的催化剂负载量和适度的碱，这反映在宽范围和高官能团耐受性上。苯并三唑并二氮杂吡啶酮被鉴定为新的抑制热激蛋白90（Hsp90）的先导化合物，在抗癌应用中具有相当大的潜力。
• Haworth; Perkin; Stevens, Journal of the Chemical Society, 1926, p. 1766
  作者：Haworth、Perkin、Stevens

  DOI：——

  日期：——
• Pai, B. R.; Natarajan, S.; Suguna, H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 7, p. 607 - 611
  作者：Pai, B. R.、Natarajan, S.、Suguna, H.、Rajeswari, S.、Chandrasekaran, S.、Nagarajan, K.

  DOI：——

  日期：——
• Tanaka, Hitoshi; Takamura, Yasushi; Ito, Kazuo, Chemical and pharmaceutical bulletin, 1984, vol. 32, p. 2063 - 2066
  作者：Tanaka, Hitoshi、Takamura, Yasushi、Ito, Kazuo、Ohira, Kazuo、Shibata, Masayoshi

  DOI：——

  日期：——
• Baker, Journal of the Chemical Society, 1926, p. 1075
  作者：Baker

  DOI：——

  日期：——