3,4-二氢苯并[a]蒽-1(2h)-酮 | 57652-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 3,4-二氢苯并[a]蒽-1(2h)-酮
• 英文名称: 3,4-dihydrobenzanthracen-1(2H)-one
• 英文别名: 3,4-dihydrobenz[a]anthracen-1(2H)-one；3,4-dihydro-2H-benz[a]anthracen-1-one；3,4-Dihydro-2H-benz[a]anthracen-1-on；3,4-dihydro-2H-benzo[a]anthracen-1-one
• CAS: 57652-74-1
• 化学式: C₁₈H₁₄O
• 分子量: 246.309
• InChiKey: LVBDYVLCOBUBNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  113-116 °C(lit.)
• 沸点：
  462.2±15.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3,4-Dihydrobenz[A]Anthracen-1(2H)-One
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.

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.

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SECTION 3: Composition/information on ingredients
Substances
Molecular weight : 246,3 g/mol
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
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
Nature of decomposition products not known.
Advice for firefighters
Wear self-contained breathing apparatus for firefighting if necessary.
Further information
No data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
No special environmental precautions required.
Methods and materials for containment and cleaning up
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
Provide appropriate exhaust ventilation at places where dust is formed.
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.
Storage class (TRGS 510): Non Combustible Solids
Specific end use(s)
Apart 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
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
No special environmental precautions required.

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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 No data available
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) 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
No data available
Hazardous decomposition products
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

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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
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
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.
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

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,4-二氢苯并[a]蒽-1(2h)-酮 在 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 苯 为溶剂， 反应 3.25h， 生成 1-甲基苯并[A]蒽
  参考文献：
  名称：

  K区芳烃氧化物的溶剂分解：取代基对苯并[a]蒽5,6-氧化物反应的影响

  摘要：

  苯并 [a] 蒽 5,6-氧化物 (BA-O) 在取代 1 (1-MBA-O)、4 (4-MBA-O)、7 ( 7-MBA-O)、11 (11-MBA-O) 和 12 (12-MBA-O)、7,12-二甲基取代 (7,12-DMBA-O) 和 7-溴取代1:9 二恶烷-水和甲醇在 25 o C 报告。这些取代导致其酸催化溶剂分解的速率差异 > 150 倍，并导致异构化导致的溶剂加合物和酚类的分布发生显着变化。利用光学纯的 BA-O、7-MBA-O、12-MBA-O 和 7,12-DMBA-O 以及它们的光学纯反式二氢二醇来确定水解反应中水的攻击点

  DOI：

  10.1021/ja00010a036
• 作为产物：
  描述：

  9,10-二氢蒽 在 氢氧化钾 、 三氯化铝 、 甲烷磺酸 、 硫酸 、 一水合肼 作用下， 以 1,2-二氯乙烷 、 二乙二醇 为溶剂， 反应 30.0h， 生成 3,4-二氢苯并[a]蒽-1(2h)-酮
  参考文献：
  名称：

  具有重叠的苯并[a]蒽侧臂的铁（II）和锌（II）单螺旋联萘-salen配合物。

  摘要：

  据报道，由9，10-二氢蒽通过七步方案合成了多芳族醛1-羟基苯并[a]蒽-2-羧醛，总产率为30％。将两当量的醛与（R）-1,1'-联萘-2,2'-二胺缩合以生成新的联萘salen配体，该配体随后与铁（II）和锌（II）离子络合。配体和配合物通过单晶X射线晶体学表征。配合物具有独特的螺旋结构，具有重叠的苯并[a]蒽侧臂，并且仅观察到M-螺旋。配体和络合物的特征还在于溶液（1）H和（13）C NMR光谱以及紫外可见光谱和ECD光谱。这些研究表明，溶液中只有一个成分，与固态表征一致。

  DOI：

  10.1039/b700001d

文献信息

• Integrated Chemical Process: One-Pot Aromatization of Cyclic Enones by the Double Elimination Methodology
  作者：Akihiro Orita、Jayamma Yaruva、Junzo Otera

  DOI：10.1002/(sici)1521-3773(19990802)38:15<2267::aid-anie2267>3.0.co;2-3

  日期：1999.8.2

  A variety of aromatic hydrocarbons bearing multiple alkyl substituents are accessible with perfect regiocontrol in a one-pot reaction starting from cyclohexenones and their aromatic analogues [Eq. (1)]. The present methodology can be further extended to the synthesis of polycyclic aromatic hydrocarbons. The drawbacks encountered in the Friedel-Crafts reaction are resolved since the reaction proceeds

  从环己烯酮及其芳族类似物开始，在一锅反应中可以通过完全的区域控制获得带有多个烷基取代基的多种芳族烃[式 （1）]。本方法可以进一步扩展到多环芳烃的合成。由于该反应在碱性条件下进行，因此解决了Friedel-Crafts反应中遇到的缺点。
• Charge Delocalization in Persistent Benz[<i>a</i>]anthracenium Cations BAH⁺ and Related α-Carbocations/Carboxonium Ions:  Modeling Epoxide Ring Opening in Potent Carcinogens
  作者：Kenneth K. Laali、Mutsuo Tanaka

  DOI：10.1021/jo980722x

  日期：1998.10.1

  overtime in favor of 3aH(+)() (ipso-attack at bay-region), showing it to be the thermodynamic cation. 3-Methylcholanthrene, 3MC, is exclusively protonated at C-6 (-->4aH(+)()). Cation 5(+)() (a simplified model for bay-region epoxide ring opening) is cleanly formed via its carbinol 5-OH with FSO(3)H/SO(2)ClF. Ketone 6 is O-protonated in TFAH and in TFAH/H(2)SO(4) to give the bay-region carboxonium ion 6H(+)();

  母体BA 1在C-7 / C-12处质子化，从而以3：1的比例生成1H（+）（）和1aH（+）（），这不受温度和超酸体系变化的影响。通过在C-1（1-MBA）处引入甲基增加海湾区域的空间拥挤，可将C-7 / C-12质子化的氢离子2H（+）（）/ 2aH（+）（）与10：1。高效的7,12-二甲基苯并[a]蒽7,12-DMBA，产生两种ipso质子化阳离子3aH（+）（）/ 3H（+）（）的1：1混合物：3：1a超时，有利于3aH（+）（）（海湾区域的ipso攻击），表明它是热力学阳离子。3-甲基胆蒽3MC仅在C-6（-> 4aH（+）（））上质子化。阳离子5（+）（）（海湾区域环氧化物开环的简化模型）是通过其甲醇5-OH与FSO（3）H / SO（2）ClF干净形成的。酮6在TFAH和TFAH / H（2）SO（4）中被O质子化，得到海湾区域的碳鎓离子6H（+）（）；它在FSO（3）H.SbF（5）（4：1）/
• Acid Catalysed Reaction of Indanones, Tetralones and Benzosuberone with Neopentyl Glycol and other Alkanediols under Forced Conditions
  作者：Masao Imai、Goreti Ribeiro Morais、Bassam al-Hindawi、Mazen A. M. al-Sulaibi、Mohammad Meetani、Thies Thiemann

  DOI：10.3184/030823410x12753214605445

  日期：2010.6

  Upon reaction with an excess of 2,2-dimethylpropane-1,3-diol (neopentyl glycol, NPG) under acid catalysis, indanones and tetralones yield indenes and dihydronaphthalenes, respectively. The reaction can also be carried out with butane-1,3-diol.

  在酸催化下与过量的 2,2-二甲基丙烷-1,3-二醇（新戊二醇，NPG）反应后，茚酮和四氢萘酮分别生成茚和二氢萘。该反应也可以用丁烷-1,3-二醇进行。
• Synthesis and spontaneous racemization of benz[a]anthracene 1,2-oxide
  作者：Derek R. Boyd、Narain D. Sharma

  DOI：10.1039/p19840000839

  日期：——

  Benz[a]anthracene 1,2-oxide (1,2-epoxy-1,2-dihydrobenz[a]anthracene), a minor metabolite of benz[a]anthracene in hepatic systems, has been synthesized both from racemic precursors and from separated diastereoisomeric bromohydrin esters whose absolute stereochemistry has been determined by n.m.r. methods. The benz[a]anthracene 1,2-oxide obtained was racemic as previously predicted from PMO calculations

  苯并[ a ]蒽的1,2-氧化物（1,2-环氧-1,2-二氢苯并[ a ]蒽）是苯并[ a ]蒽在肝系统中的次要代谢产物，它是由外消旋前体和外消旋体合成的。分离的非对映异构溴醇酯，其绝对立体化学已通过nmr方法确定。如先前从PMO计算中预测的，所获得的苯并[ a ]蒽1,2-氧化物是外消旋的。
• New polycyclic aromatic hydrocarbons with seven fused rings
  作者：F.A. Vingiello、L. Ojakaar

  DOI：10.1016/0040-4020(66)80056-x

  日期：1966.1

  Four new polycyclic aromatic hydrocarbons containing seven fused rings have been synthesized and their properties described. The spectral data relating to the new compounds are discussed and Clar's principles of annelation have been applied to substantiate the assigned structures.

  已经合成了四个含有七个稠环的新的多环芳烃，并描述了它们的性质。讨论了与新化合物有关的光谱数据，并应用了克拉尔（Clar）的去核原理来证实指定的结构。