1-(溴乙酰)芘 | 80480-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 1-(溴乙酰)芘
• 中文别名: 1-(溴乙酰基)芘
• 英文名称: 1-bromoacetylpyrene
• 英文别名: 2-bromo-1-(pyren-1-yl)ethanone；2-bromo-1-pyren-1-ylethanone
• CAS: 80480-15-5
• 化学式: C₁₈H₁₁BrO
• 分子量: 323.189
• InChiKey: KAEDEGFCOPIKKM-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C (lit.)
• 沸点：
  476.7±18.0 °C(Predicted)
• 密度：
  1.563±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  C
• 危险类别码：
  R34
• 危险品运输编号：
  UN 1759 8
• 海关编码：
  2914700090
• 安全说明：
  S22,S26,S36/37/39,S45
• WGK Germany：
  3
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H314,H413
• 储存条件：
  室温

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 1-(Bromoacetyl)pyrene
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. : 80480-15-5
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
Skin corrosion (Category 1B), H314
Chronic aquatic toxicity (Category 4), H413
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
C Corrosive R34
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 Danger
Hazard statement(s)
H314 Causes severe skin burns and eye damage.
H413 May cause long lasting harmful effects to aquatic life.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
Other hazards
Lachrymator.

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SECTION 3: Composition/information on ingredients
Substances
Formula : C18H11BrO
Molecular Weight : 323,18 g/mol
CAS-No. : 80480-15-5
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
1-(Bromoacetyl)pyrene
CAS-No. 80480-15-5 Skin Corr. 1B; Aquatic Chronic <= 100 %
4; H314, H413
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
1-(Bromoacetyl)pyrene
CAS-No. 80480-15-5 C, R34 <= 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
Take off contaminated clothing and shoes immediately. 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
Do NOT induce vomiting. 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
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 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.
Moisture sensitive.
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
Face shield and safety glasses 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
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. 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: 129 - 131 °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- log Pow: 4,31
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
Avoid moisture.
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
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
Cough, Shortness of breath, Headache, Nausea, Vomiting

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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: 1759 IMDG: 1759 IATA: 1759
UN proper shipping name
ADR/RID: CORROSIVE SOLID, N.O.S. (1-(Bromoacetyl)pyrene)
IMDG: CORROSIVE SOLID, N.O.S. (1-(Bromoacetyl)pyrene)
IATA: Corrosive solid, n.o.s. (1-(Bromoacetyl)pyrene)
Transport hazard class(es)
ADR/RID: 8 IMDG: 8 IATA: 8
Packaging group
ADR/RID: II IMDG: II IATA: II
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.
Aquatic Chronic Chronic aquatic toxicity
H314 Causes severe skin burns and eye damage.
H413 May cause long lasting harmful effects to aquatic life.
Skin Corr. Skin corrosion
Full text of R-phrases referred to under sections 2 and 3
C Corrosive
R34 Causes burns.
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.

制备方法与用途

Bromoacetylpyrene (BAP)[8] is a derivative of pyrene. It is synthesized by reacting cupric bromide with 1-acetylpyrene. Studies indicate that incorporating a bromoacetyl chromophore into pyrene significantly enhances the photoinitiating efficiency of pyrenes.

反应信息

• 作为反应物：
  描述：

  1-(溴乙酰)芘 在 4-二甲氨基吡啶 、 sodium formate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 2-oxo-2-(pyren-1-yl)ethyl phenyl carbonate
  参考文献：
  名称：

  1-（羟基乙酰基）py是一种新型荧光光触发装置，用于细胞成像和笼罩酒精，苯酚和腺苷†

  摘要：

  1-（羟基乙酰基）py作为一种用于醇和酚的新型荧光光触发剂，已被引入。通过与荧光光触发偶合，将醇和酚作为相应的碳酸酯进行保护，1-（羟乙酰基）py。笼状碳酸盐的光物理研究表明，它们都具有很强的荧光特性。水溶液中可见光（≥410nm）辐照笼状碳酸盐乙腈以高化学产率（95-97％）和量子产率（0.17-0.21）释放了相应的醇或酚。基于Stern-Volmer猝灭实验和溶剂效应研究，提出了光致释放的机理。重要的，1-（羟乙酰基）py 显示为光触发可快速释放生物活性分子 腺苷。体外生物学研究表明1-（羟乙酰基）py 具有良好的生物相容性，细胞摄取特性和细胞成像能力。

  DOI：

  10.1039/c2pp25091h
• 作为产物：
  描述：

  1-乙酰基芘 在 copper(ll) bromide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-(溴乙酰)芘
  参考文献：
  名称：

  A pyrene thiazole conjugate as a ratiometric chemosensor with high selectivity and sensitivity for tin (Sn⁴⁺) and its application in imaging live cells

  摘要：

  一种新的吡啶噻唑共轭胺基荧光离子传感器，PTC，用于有机-水介质中Sn⁴⁺离子的比色检测。

  DOI：

  10.1039/c4ra10540k

文献信息

• Indolizine–Squaraines: NIR Fluorescent Materials with Molecularly Engineered Stokes Shifts
  作者：Louis E. McNamara、Tana A. Rill、Aron J. Huckaba、Vigneshraja Ganeshraj、Jacqueline Gayton、Rachael A. Nelson、Emily Anne Sharpe、Amala Dass、Nathan I. Hammer、Jared H. Delcamp

  DOI：10.1002/chem.201702209

  日期：2017.9.12

  near infrared emissive materials with high quantum yields is an important challenge. Several classes of squaraine dyes have demonstrated high quantum yields, but require significantly red-shifted absorptions to access the NIR window. Additionally, squaraine dyes have typically shown narrow Stokes shifts, which limits their use in living biological imaging applications due to dye emission interference

  具有高量子产率的深红色和近红外发射材料的开发是一个重要的挑战。几类方酸菁染料已显示出高量子产率，但需要显着红移吸收才能进入NIR窗口。此外，方酸染料通常显示出狭窄的斯托克斯位移，这由于染料发射干扰光源而限制了它们在活体生物成像应用中的使用。通过结合吲哚并嗪杂环，我们合成了新颖的吲哚并嗪方酸染料，其斯托克斯位移增加（高达> 0.119 eV，增加了> 50 nm），并且比二氢吲哚方酸基准更高（N吸收最大726 nm和659 nm吸收最大）。 ）。这些材料显示出显着增强的水溶性，对于不含水溶性取代基的方酸染料而言，这是独一无二的。进行了吸收，电化学，计算和荧光研究，观察到异常的荧光量子产率高达12％，发射曲线延伸超过850 nm。
• Synthesis, Antimicrobial Activity and Molecular Docking Studies of 1,3-Thiazole Derivatives Incorporating Adamantanyl Moiety
  作者：K. Z. Łączkowski、K. Misiura、A. Biernasiuk、A. Malm、A. Paneth、T. Plech

  DOI：10.1002/jhet.2364

  日期：2016.3

  Compounds 3a and 3b showed good antifungal activity. Among the examined compounds, the widest spectrum of antibacterial activity possessed 3f that showed good activity, especially against Staphylococcus epidermidis ATCC 12228, Micrococcus luteus ATCC 10240, Bacillus subtilis ATCC 6633 with MIC values ranging from 31.25 to 62.5 µg/ml. Molecular docking studies of all compounds on the active sites of microbial

  介绍了11种新型金刚烷基噻唑的合成，表征和抗菌活性研究。使用1 H和13 C NMR，EI（+）-MS，HRMS和元素分析确定了它们的结构。在这些衍生物中，化合物3c表现出非常强的活性，特别是对白色念珠菌ATCC 10231和副念珠菌ATCC 22019具有极强的抑制作用，其最低抑菌浓度（MIC）值在1.95至7.81 µg / ml范围内。化合物3a和3b显示出良好的抗真菌活性。在所检查的化合物中，最广谱的抗菌活性为3f，表现出良好的活性，尤其是对表皮葡萄球菌ATCC 12228，黄球微球菌ATCC 10240，枯草芽孢杆菌ATCC 6633，MIC值为31.25至62.5 µg / ml。对微生物酶的活性位点的所有化合物的分子对接研究表明可能的目标固醇14 α -demethylase，分泌的天冬氨酸蛋白酶（SAP），Ñ -myristoyltransferase（NMT），和拓扑异构
• Reaction of 1-Nitroso-2-naphthols with α-Functionalized Ketones and Related Compounds: The Unexpected Formation of Decarbonylated 2-Substituted Naphtho[1,2-<i>d</i>][1,3]oxazoles
  作者：Nayyef Aljaar、Chandi C. Malakar、Jürgen Conrad、Wolfgang Frey、Uwe Beifuss

  DOI：10.1021/jo3022956

  日期：2013.1.4

  Reactions between 1-nitroso-2-naphthols and α-functionalized ketones such as α-bromo-, α-chloro-, α-mesyloxy-, α-tosyloxy-, and α-hydroxy ketones under basic conditions delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation. The product formation was accompanied by the unexpected loss of the C═O group from the α-functionalized ketones. With aryl bromides, allyl bromides

  1-亚硝基-2-萘与α-官能化酮如α-溴代，α-氯代，α-甲氧基，α-甲苯磺酰基和α-羟基酮之间的反应在碱性条件下产生了2-取代的萘并[一次合成操作中的1,2- d ] [1,3]恶唑。产物的形成伴随有α-官能化酮中C═O基团的意外损失。以芳基溴化物，烯丙基溴化物，α-溴二酮，α-溴氰化物，α-溴酸酯和α-溴酮酸酯为底物，还观察到了萘并[1,2- d ] [1,3]恶唑的形成。在回流下在1,2-二氯乙烷或乙腈中进行转化，得到相应的萘并恶唑，产率在52％至85％之间。
• Variations on the Blaise Reaction: Synthesis of 3,5-Dioxopentanoates and 3-Amino-5-oxopent-3-enoates
  作者：H. Rao、Nandurka Muthanna

  DOI：10.1055/s-0035-1561662

  日期：——

  (α-cyano ketones) with ethyl bromoacetate. The reaction is a variation on the classical Blaise reaction, tuned to the synthesis of trifunctional compounds having 3,5-diketo ester or 3-enamino 5-keto ester functional groups. Our studies revealed that the Blaise reaction on the nitrile occurs in preference to the Reformatsky reaction on the neighboring ketone when the two functional groups are in a geminal

  我们通过锌介导的现成 3-氧代丙腈缩合，实现了多种 3,5-二氧代戊酸酯（3,5-二酮酯）和 3-amino-5-oxopent-3-enoates 的简便合成。 α-氰基酮）与溴乙酸乙酯。该反应是经典 Blaise 反应的变体，用于合成具有 3,5-二酮酯或 3-烯氨基 5-酮酯官能团的三官能化合物。我们的研究表明，当两个官能团处于孪生关系时，腈上的 Blaise 反应优先于相邻酮上的 Reformatsky 反应发生，如在 α-氰基酮中发现的，可能是由于锌络合导致亲电性增加腈。
• [EN] MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF<br/>[FR] MICROCAPSULES CONTENANT UN COMPOSE PHOTOLABILE DE LIBÉRATION DE GAZ, ET LEURS UTILISATIONS
  申请人：FIRMENICH & CIE

  公开号：WO2014187874A1

  公开（公告）日：2014-11-27

  The present invention relates to water-dispersible microcapsules comprising an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of said microcapsules in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's microcapsules to provide a prolonged release of fragrant molecules.

  本发明涉及水分散微胶囊，包括油相，例如香水，其中含有能够在光照作用下产生气体的光敏化合物。该气体能够引起微胶囊的延展或破裂，从而释放油相，从而增加气味感知的持久性。本发明还涉及在香水中使用所述微胶囊，以及包含本发明微胶囊的香水组合物或香水制品，以提供芳香分子的持续释放。