2,2,4,4-四甲基苯甲酮 | 3478-88-4

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,2,4,4-四甲基苯甲酮
• 中文别名: 2,2',4,4'-四甲基二苯甲酮
• 英文名称: 2,2',4,4'-tetramethylbenzophenone
• 英文别名: 2,2',4,4'-Tetramethylbenzophenon；2,4,2',4'-Tetramethyl-benzophenon；Bis(2,4-dimethylphenyl)methanone
• CAS: 3478-88-4
• 化学式: C₁₇H₁₈O
• mdl: MFCD00060094
• 分子量: 238.329
• InChiKey: KFNQSAKXSGGDAA-UHFFFAOYSA-N

物化性质

• 熔点：
  88-90 °C
• 沸点：
  188 °C / 7mmHg
• 密度：
  1,04 g/cm3
• 稳定性/保质期：

  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2914399090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  常温、避光、通风干燥处，密封保存。

SDS

2,2',4,4'-Tetramethylbenzophenone Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2,2',4,4'-Tetramethylbenzophenone

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2,2',4,4'-Tetramethylbenzophenone
Percent: >96.0%(GC)
CAS Number: 3478-88-4
Chemical Formula: C17H18O

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
2,2',4,4'-Tetramethylbenzophenone

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Very pale yellow - Yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
188°C/0.9kPa
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.04
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
2,2',4,4'-Tetramethylbenzophenone

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
2,2',4,4'-Tetramethylbenzophenone

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,2,4,4-四甲基苯甲酮 在 N,N,N',N'-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a;2',1'-c][1,4]diazepine-2,12-diamine 、 三氟化硼乙醚 、 sodium sulfate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 bis-(2,4-dimethyl-phenyl)methane
  参考文献：
  名称：

  超电子给体介导的还原性脱硫反应†

  摘要：

  描述了通过吡啶衍生的电子供体对硫缩醛和硫醚的脱硫。这种方法可以高效地获得高产率的还原产物，并且不需要使用过渡金属，元素碱金属或氢原子供体。

  DOI：

  10.1039/c9cc06775b
• 作为产物：
  描述：

  2,4-二甲基苯甲醛 在 di(rhodium)tetracarbonyl dichloride 、 二叔丁基过氧化物 、 1,2-双(二苯基膦)乙烷 作用下， 以 苯 为溶剂， 反应 12.0h， 以75%的产率得到2,2,4,4-四甲基苯甲酮
  参考文献：
  名称：

  Phosphine ligand triggered oxidative decarbonylative homocoupling of aromatic aldehydes: selectively generating biaryls and diarylketones

  摘要：

  一种新型铑催化的氧化脱羰基同偶联反应，通过选择不同的膦配体，能够选择性且高效地将芳香醛转化为联苯和二芳基酮。

  DOI：

  10.1039/c0cc04921b

文献信息

• Ligand-Free Palladium-Catalyzed Oxidative Carbonylative Homocoupling of Arylboron Reagents at Ambient Pressure
  作者：Hongyuan Zhao、Wei Han

  DOI：10.1002/ejoc.201600689

  日期：2016.9

  Arylboronic acids or potassium aryltrifluoroborates were readily oxidatively carbonylated to their corresponding diaryl ketones in high yields with high selectivities by ligand-free palladium-catalyzed homocoupling at atmospheric pressure. This novel method employs molecular oxygen or iodine as the oxidant and offers an attractive alternative to transition-metal-based oxidant systems.

  芳基硼酸或芳基三氟硼酸钾在常压下通过无配体钯催化的均偶联以高产率和高选择性容易地氧化羰基化为其相应的二芳基酮。这种新方法采用分子氧或碘作为氧化剂，为过渡金属基氧化剂体系提供了一种有吸引力的替代方案。
• Molecular Complexes of Hydroxy Host Systems with Alcohols. X-Ray Crystal Structures of 1,1,6,6-Tetrakis(2,4-dimethylphenyl)-2,4-hexadiyne-1,6-diol–Ethanol (1:2), 1,1-Bis(2,4-dimethylphenyl)-2-butyn-1-ol–Ethanol (1:1), and 9-(1-Propynyl)-9-fluorenol–Methanol (1:1)
  作者：Fumio Toda、Koichi Tanaka、Thomas C. W. Mak

  DOI：10.1246/bcsj.58.2221

  日期：1985.8

  The structures of a 1:2 molecular complex(I) of 1,1,6,6-tetrakis(2,4-dimethylphenyl)-2,4-hexadiyne-1,6-diol with ethanol, a 1:1 complex(II) of 1,1-bis(2,4-dimethylphenyl)-2-butyn-1-ol with ethanol, and a 1:1 complex(III) of 9-hydroxy-9-(1-propynyl)fluorene with methanol have been determined by X-ray crystallography. The crystal data are: I, C42H50O4, P\bar1, a=8.249(3), b=9.522(5), c=14.803(8)A, α=100

  1,1,6,6-四(2,4-二甲基苯基)-2,4-己二炔-1,6-二醇与乙醇的1:2分子络合物(I)的结构，1:1络合物( II) 1,1-双(2,4-二甲基苯基)-2-丁炔-1-醇与乙醇，以及 9-羟基-9-(1-丙炔基)芴与甲醇的 1:1 络合物 (III)已通过 X 射线晶体学确定。晶体数据为：I, C42H50O4, P\bar1, a=8.249(3), b=9.522(5), c=14.803(8)A, α=100.95(4), β=110.82(4), γ =113.08(3)°，Z=1，1834年观测到的Mo Kα数据Rf=0.105；II, C22H28O2, P\bar1, a=8.142(2), b=11.281(3), c=l2.262(4)A, α=102.76(2), β=97.08(2), γ=111.19( 2)°，Z=2，2104数据Rf=0.073；III
• Intermediates for the preparation of antihypercholesterolemic tetrazole
  申请人：Bristol-Myers Company

  公开号：US04898949A1

  公开（公告）日：1990-02-06

  This invention provides novel tetrazole intermediates of the formula ##STR1## wherein R.sup.1 and R.sup.4 each are independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or trifluoromethyl; R.sup.2,R.sup.3,R.sup.5 and R.sup.6 each are independently hydrogen, halogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; B is hydrogen, C.sub.1-4 alkoxycarbonyl, CH.sub.2 Y or CH.sub.2 Z; Y is hydrogen, hydroxyl or X; Z is ##STR2## X is bromo, chloro or iodo; R.sup.10 is C.sub.1-4 alkyl; and R.sup.11 is phenyl which is unsubstituted or substituted by one or two C.sub.1-4 alkyl or chloro substituents. and processes thereof which are useful for the preparation of antihypercholesterolemic agents.

  这项发明提供了新型的四唑中间体，其化学式为##STR1##其中R.sup.1和R.sup.4分别独立地是氢、卤素、C.sub.1-4烷基、C.sub.1-4烷氧基或三氟甲基；R.sup.2、R.sup.3、R.sup.5和R.sup.6分别独立地是氢、卤素、C.sub.1-4烷基或C.sub.1-4烷氧基；B是氢、C.sub.1-4烷氧羰基、CH.sub.2 Y或CH.sub.2 Z；Y是氢、羟基或X；Z是##STR2##X是溴、氯或碘；R.sup.10是C.sub.1-4烷基；R.sup.11是苯基，未取代或取代一个或两个C.sub.1-4烷基或氯代基。以及用于制备抗高胆固醇药物的相关方法。
• Rhodium-Catalyzed Enantioselective Silylation of Arene C–H Bonds: Desymmetrization of Diarylmethanols
  作者：Taegyo Lee、Tyler W. Wilson、Robert Berg、Per Ryberg、John F. Hartwig

  DOI：10.1021/jacs.5b03091

  日期：2015.6.3

  We report a Rh-catalyzed, enantioselective silylation of arene C-H bonds directed by a (hydrido)silyl group. (Hydrido)silyl ethers that are formed in situ by hydrosilylation of benzophenone or its derivatives undergo asymmetric C-H silylation in high yield with excellent enantioselectivity in the presence of [Rh(cod)Cl]2 and a chiral bisphosphine ligand. The stereoselectivity of this process also allows

  我们报告了由（氢化）甲硅烷基引导的芳烃 CH 键的 Rh 催化、对映选择性甲硅烷基化。在 [Rh(cod)Cl]2 和手性双膦配体存在下，通过二苯甲酮或其衍生物的氢化硅烷化原位形成的（氢化）甲硅烷基醚以高产率进行不对称 CH 甲硅烷基化，具有优异的对映选择性。该过程的立体选择性还允许对映体富集的二芳基甲醇以一个芳基相对于另一个芳基的位点选择性反应。来自甲硅烷基化过程的对映体富集的苯并恶唑经过一系列转变，形成 CC、CO、Cl 或 C-Br 键。
• Enantioselective Radical‐Polar Crossover Reactions of Indanonecarboxamides with Alkenes
  作者：Xiying Zhang、Wangbin Wu、Weidi Cao、Han Yu、Xi Xu、Xiaohua Liu、Xiaoming Feng

  DOI：10.1002/anie.201914151

  日期：2020.3.16

  Highly efficient asymmetric intermolecular radical-polar crossover reactions were realized by combining a chiral N,N'-dioxide/NiII complex catalyst with Ag2 O under mild reaction conditions. Various terminal alkenes and indanonecarboxamides/esters underwent radical addition/cyclization reactions to afford spiro-iminolactones and spirolactones with good to excellent yields (up to 99 %) and enantioselectivities

  通过在温和的反应条件下，将手性N，N'-二氧化物/ NiII复合催化剂与Ag2 O结合，可以实现高效的不对称分子间自由基-极性交叉反应。各种末端烯烃和茚满羧酰胺/酯经过自由基加成/环化反应，得到螺亚氨基内酯和螺内酯，具有良好至优异的收率（高达99％）和对映选择性（高达97％ee）。此外，在温和的反应条件下获得了一系列不同的自由基介导的氧化/消除或环氧化物开环产物。路易斯酸催化剂表现出优异的性能并且排除了强烈的背景反应。