1,2,3,4-四苯基萘 | 751-38-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 中文名称: 1,2,3,4-四苯基萘
• 英文名称: 1,2,3,4-tetraphenylnaphthalene
• CAS: 751-38-2
• 化学式: C₃₄H₂₄
• 分子量: 432.565
• InChiKey: UCTTYTFENYGAPP-UHFFFAOYSA-N

物化性质

• 熔点：
  199-201 °C (lit.)
• 沸点：
  486.1±40.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 储存条件：
  常温、避光、存放在通风干燥处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1,2,3,4-Tetraphenylnaphthalene
CAS-No. : 751-38-2
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 [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)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 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
Safety data sheet available on request.
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

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C34H24
Molecular Weight : 432,55 g/mol
Component Concentration
1,2,3,4-Tetraphenylnaphthalene
CAS-No. 751-38-2 -

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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
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

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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
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 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.

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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.
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

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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).

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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: 199 - 201 °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

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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

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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 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

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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
no data available
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
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 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：

  1,2,3,4-四苯基萘 在 tetrabutylammonium tetrafluoroborate 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 1.67h， 以72%的产率得到二苯并[fg,ij]萘并[1,2,3,4-rst]戊芬
  参考文献：
  名称：

  Rhoda催化环式H活化：通过多功能双电催化的多环芳烃

  摘要：

  在材料科学中，以受控方式快速获得结构多样的多环芳烃（PAH）至关重要。在这里，我们描述了一种以两种不同的电催化CH转化为特征的策略，用于合成新型非平面PAH。易于获得的硼酸的rhodaelectrooxidative CH-H活化/ [2 + 2 + 2]炔烃环化与电催化环脱氢的组合，提供了模块化的途径，可替代地将PAHs与电作为可持续的氧化剂。全面分析了由此获得的多环芳烃的独特分子拓扑结构以及光物理和电子性质。这种金属电化学催化方法的独特功能通过合成有用的碘取代的PAH的化学选择性组装得到了证明。

  DOI：

  10.1002/anie.201901565
• 作为产物：
  描述：

  二苯基乙炔 在 iodide [(η⁵-indenyl)IrI₂]_n 、 苯甲酸 、 silver carbonate 作用下， 以 邻二甲苯 为溶剂， 反应 6.0h， 以98%的产率得到1,2,3,4-四苯基萘
  参考文献：
  名称：

  Iodide [(η5-indenyl)IrI2]n: an effective precursor to (indenyl)iridium sandwich complexes

  摘要：

  The reactions of [(eta(5)-indenyl)IrI2](n) with CpTl or arenes in the presence of AgBF4 afford [(eta(5)-indenyl)IrCp](+) or [(eta(5)-indenyl)Ir(arene)](2+) cations (arene = benzene, mesitylene, durene or hexamethylbenzene); the structures of (eta(5)-indenyl)-Ir(C2H4)(2) and [(eta(5)-indenyl)IrCp]PF6 were characterized by X-ray diffraction analysis.

  DOI：

  10.1016/j.mencom.2016.11.010

文献信息

• The chemistry of pentavalent organobismuth reagents. Part 8. Phenylation and oxidation of alcohols by tetraphenylbismuth esters
  作者：Derek H. R. Barton、Jean-Pierre Finet、William B. Motherwell、Clotilde Pichon

  DOI：10.1039/p19870000251

  日期：——

  Tetraphenylbismuth trifluoroacetate under neutral or slightly acidic conditions O-phenylates primary alcohols in reasonable (65–75%) yield, but gives only moderate yields with secondary alcohols and no O-phenylation with tertiary alcohols. An SN2 type mechanism is proposed with attack of oxygen on aryl carbon. In contrast, the reaction of BiV reagents with alcohols under basic conditions gives, exclusively

  下中性或微酸性条件Tetraphenylbismuth三氟ö -phenylates在合理（65-75％）产率的伯醇，但只给出中等产率与仲醇和没有ö -phenylation与叔醇。提出了一种S N 2型机理，其中氧攻击芳基碳。相反，在碱性条件下，Bi V试剂与醇的反应通常仅以苯作为离去基团进行氧化。使用核磁共振光谱已通过几种不同方式证明了具有铋-氧键的Bi V中间体的存在。因此，醇与Bi V试剂的反应与相应的与酚的反应平行。
• Radical abstraction of iodine from aromatic iodides
  作者：D. L. Brydon、J. I. G. Cadogan

  DOI：10.1039/j39680000819

  日期：——

  4-iodobiphenyls formed by homolytic phenylation of iodobenzene. These results point to very rapid radical abstraction of iodine by the aryl radical from aryl iodides. The corresponding reaction with aryl bromides does not take place. The kinetics of the decomposition of dibenzoyl peroxide in iodobenzene, measured, for the first time, by a new route involving reduction of unchanged peroxide by triethyl phosphite

  异构的分解ø - ，米- ，和p -碘Ñ -nitrosoacetanilides苯给予ø - ，米-和p -二碘-苯以及预期的2-，3-，和4- iodobiphenyls，分别。芳酰过氧化物[（ArCO 2）2的分解在碘苯中，甚至在用苯稀释的碘苯中，芳基碘化物（Arl）以及由碘苯均质苯酚化形成的2-，3-和4-碘联苯的异构体混合物，都能得到良好的收率。这些结果表明由芳基碘化物中的芳基基团非常快速地使碘自由基基团抽象。与芳基溴化物的相应反应没有发生。首次通过涉及亚磷酸三乙酯还原未反应的过氧化物的新途径，首次测量了碘苯中过氧化二苯甲酰的分解动力学，该动力学类似于溴苯中的分解动力学。
• Synthesis of a new hypervalent iodine compound, [2-(hydroxydimethylsilyl)phenyl](phenyl)iodonium triflate as a convenient approach to benzyne
  作者：Tsugio Kitamura、Zhaohong Meng、Yuzo Fujiwara

  DOI：10.1016/s0040-4039(00)01128-x

  日期：2000.8

  A new benzyne precursor, [2-(hydroxydimethylsilyl)phenyl](phenyl)iodonium triflate, is prepared from 1,2-dibromobenzene in good yield. This procedure avoids the use of carcinogenic HMPA and the severe reaction conditions. The reaction of the benzyne precursor with Bu4NF in the presence of a trapping agent under very mild conditions efficiently generates benzyne and gives the benzyne adduct in high

  由1,2-二溴苯以高收率制备新的苯炔前体[2-（羟基二甲基甲硅烷基）苯基]（苯基）碘鎓三氟甲磺酸盐。此过程避免了使用致癌的HMPA和严重的反应条件。在非常温和的条件下，在捕集剂的存在下，苯并炔前体与Bu 4 NF的反应有效地生成了苯并炔，并以高收率提供了苯并炔加合物。
• (Phenyl)[o-(trimethylsilyl)phenyl]iodonium triflate. A new and efficient precursor of benzyne
  作者：Tsugio Kitamura、Masakatsu Yamane

  DOI：10.1039/c39950000983

  日期：——

  (Phenyl)[o-(trimethylsilyl)phenyl]iodonium triflate readily prepared from o-bis(trimethylsilyl)benzene and the hypervalent iodine(III) reagent [Phl(OAc)2·2TfOH] shows excellent formation of benzyne under mild and neutral conditions and efficiently provides adducts with typical trapping agents, e.g. furan, anthracene, diphenylisobenzofuran and tetraphenylcyclopentadienone.

  (Phenyl)[o-(trimethylsilyl)phenyl]碘鎓三氟甲磺酸盐，由o-双(三甲基硅基)苯与高价碘(III)试剂[PhI(OAc)2·2TfOH]制备而成，在温和中性条件下表现出优异的苯炔形成能力，并能高效地与典型的捕获剂如呋喃、蒽、二苯基异苯并呋喃及四苯基环戊二烯酮生成加合物。
• Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage
  作者：Kenji Ueura、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo070735n

  日期：2007.7.1

  coupling of benzoic acids with internal alkynes effectively proceeds in the presence of [Cp*RhCl2]2 and Cu(OAc)2·H2O as catalyst and oxidant, respectively, to produce the corresponding isocoumarin derivatives. The copper salt can be reduced to a catalytic quantity under air. Interestingly, by using [Cp*IrCl2]2 in place of [Cp*RhCl2]2, the substrates undergo 1:2 coupling accompanied by decarboxylation to afford

  在[Cp * RhCl 2 ] 2和Cu（OAc）2 ·H 2 O作为催化剂和氧化剂的情况下，苯甲酸与内部炔烃的氧化偶联有效地进行，以产生相应的异香豆素衍生物。铜盐可以在空气中还原成催化量。有趣的是，通过使用[Cp * IrCl 2 ] 2代替[Cp * RhCl 2 ] 2，使底物进行1：2偶合并脱羧，从而仅得到萘衍生物。在这种情况下，Ag 2 CO 3作为有效的氧化剂。