2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine | 35984-93-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine
• 英文别名: tetra(4-tert-butyl)phthalocyanine；2,9,16,23-tetra-tert-butyl-29H,31H-phthalocyanine；2,9,16,23-tetra-tert-butylphthalocyanine；7,16,25,34-Tetratert-butyl-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3(40),4(9),5,7,10,12(39),13(18),14,16,19,21,23,25,27,30(37),31(36),32,34-nonadecaene；7,16,25,34-tetratert-butyl-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3(40),4(9),5,7,10,12(39),13(18),14,16,19,21,23,25,27,30(37),31(36),32,34-nonadecaene
• CAS: 35984-93-1
• 化学式: C₄₈H₅₀N₈
• 分子量: 738.979
• InChiKey: NNQWYGKROBKYQC-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C (lit.)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  56
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• WGK Germany：
  3

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2,9,16,23-Tetra-tert-butyl-29H,31H-phthalocyanine
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. : 35984-93-1
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
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 - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C48H50N8
Molecular Weight : 738,96 g/mol
CAS-No. : 35984-93-1
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
Carbon oxides, nitrogen oxides (NOx)
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
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
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.
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
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
Do not let product enter drains.

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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: > 300 °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- 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
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
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
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.
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine 在 吡啶 、 三溴氧磷 作用下， 反应 0.75h， 以75%的产率得到
  参考文献：
  名称：

  Synthesis of alkyl-substituted phosphorus phthalocyanines and triazatetrabenzocorroles

  摘要：

  新型烷基取代的磷酞菁和三氮四苯并科罗勒被合成。通过^1H、^13C 和 ^31P NMR 光谱、质谱和电子吸收光谱确认了这些复合物的结构。

  DOI：

  10.1007/s11172-007-0221-y
• 作为产物：
  描述：

  5-叔丁基-1,3-二亚胺异吲哚啉 以 various solvent(s) 为溶剂， 反应 7.0h， 以70%的产率得到2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine
  参考文献：
  名称：

  Hanack, Michael; Metz, Josef; Pawlowski, Georg, Chemische Berichte, 1982, vol. 115, # 8, p. 2836 - 2853

  摘要：

  DOI：
• 作为试剂：
  描述：

  鸟苷 在 咪唑 、 2,9,16,23-tetra-t-butyl-29H,31H-phthalocyanine 、 氧气 、 焦磷酸硫胺素 作用下， 以 二氯甲烷-D2 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 6-[3,4-bis(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)tetrahydrofuran-2-ylamino]-2,5-diimino-2,5-dihydro-3H-pyrimidin-4-one
  参考文献：
  名称：

  鸟苷衍生物的低温光敏氧化和​​咪唑开环产物的形成

  摘要：

  制备了有机可溶性鸟苷衍生物 2',3',5'-O-（叔丁基二甲基甲硅烷基）鸟苷 (1)，并在多种溶剂中在不同温度下对其进行了光敏氧化。单线态氧是负责该反应的活性氧化剂。即使在 -78 摄氏度，低温 NMR 也未检测到内过氧化物和二氧杂环丁烷中间体。具有氧化咪唑环的产物 (A) 是室温下唯一检测到的主要产物；该化合物可以通过低温柱色谱分离，并通过（1）H和（13）C和质谱进行表征。CO(2) 是另一个主要产品。少量相应的8-oxo-7，

  DOI：

  10.1021/ja011696e

文献信息

• Axial modification inhibited H-aggregation of phthalocyanines in polymeric micelles for enhanced PDT efficacy
  作者：Chen Jing、Ruolin Wang、Hanlin Ou、Ang Li、Yingli An、Shutao Guo、Linqi Shi

  DOI：10.1039/c7cc09954a

  日期：——

  How axial and non-axial modified phthalocyanines aggregate into micelles and their performance in terms of PDT efficiency were investigated.

  研究了轴向和非轴向改性酞菁如何聚集成胶束以及它们在光动力治疗效率方面的性能。
• Synthesis and Acid–Base, Absorption, and Fluorescence Properties of Phthalocyanine Derivatives
  作者：Yu. B. Ivanova、O. A. Dmitrieva、Yu. V. Khrushkova、T. V. Lyubimova、A. S. Semeikin、N. Zh. Mamardashvili

  DOI：10.1134/s1070363220050151

  日期：2020.5

  AbstractTetrakis5,6-bis(4-tert-butylphenyl)pyrazino[2,3-c]}porphyrazine and tetra(4-tert-butyl)phthalocyanine have been synthesized, and their acid–base properties and electronic absorption and fluorescence spectra in acetonitrile and toluene at 298 and 295 K, respectively, have been studied. The synthesized compounds have been identified by electronic absorption and1H NMR spectroscopy and mass spectrometry

  摘要合成了四（5,6-双（4-叔丁基苯基）吡嗪并[2,3- c ]}卟啉和四（4-叔丁基）酞菁，它们的酸碱性质，电子吸收和荧光光谱分别在298 K和295 K的乙腈和甲苯中进行了研究。合成的化合物已经通过电子吸收，1 H NMR光谱和质谱鉴定。已经估计了大环分子片段中取代基对合成化合物的电子和光学性质的影响。
• Photochemistry and Photophysical Properties of Novel, Unsymmetrically Substituted Metallophthalocyanines
  作者：David S. Lawrence、David G. Whitten

  DOI：10.1111/j.1751-1097.1996.tb01857.x

  日期：1996.12

  Abstract— A series of novel, unsymmetrically substituted metallophthalocyanines was synthesized, along with their symmetrically substituted analogs, and the effects of structure and metal substitution on their photophysical and photoredox properties were investigated. The macrocy‐cles were synthesized using a mixed‐condensation method followed by chromatographic separation of the resulting soluble

  摘要：合成了一系列新颖的、不对称取代的金属酞菁及其对称取代的类似物，并研究了结构和金属取代对其光物理和光氧化还原性能的影响。使用混合缩合法合成大环，然后色谱分离所得可溶性产物。它们具有邻苯二酚“活性位点”和三个叔丁基以提高溶解度。测量了游离碱、Zn(II) 和 Pd(II) 大环化合物的基态和激发态光物理性质，并与其对称取代的（四[叔丁基]）类似物进行了比较。在激发态光物理性质的背景下确定并讨论了这些大环使单线态氧的形成敏感的效率。演示和讨论了与单电子和双电子受体的光致电子转移反应的几个例子。这些可溶性分子可以通过改变中心金属、轴向配体和其他取代基来优化它们的光化学和氧化还原特性，从而为研究光动力疗法和光诱导电子转移机制提供一系列分子。
• Fluorescence properties and quantum-chemical modeling of tert-butyl-substituted porphyrazines: Structural and ionization effect
  作者：O.A. Dmitrieva、Yu.B. Ivanova、A.S. Semeikin、N.Z. Mamardashvili

  DOI：10.1016/j.saa.2020.118601

  日期：2020.10

  hyrazine were carried out. Spectrophotometric method was used to study the spectral, acidic and fluorescence properties of the synthesized compounds. It was determined that the synthesized tert-butyl-substituted porphyrazines exhibit a high sensitivity of fluorescence to the molecule ionization. To understand the features of the spectral properties the geometry optimization and an analysis of energy

  进行了四-[5，6-双（4-叔丁基苯基）吡嗪并]卟啉，四-（4-叔丁基）酞菁和辛基-（4-叔丁基苯基）吡嗪的合成和鉴定。用分光光度法研究了合成化合物的光谱，酸性和荧光性质。确定合成叔丁基取代的卟啉嗪对分子离子化具有很高的荧光敏感性。为了了解光谱特性的特征，在密度泛函理论的基础上，结合BP86泛函和def2-TZVP，对所研究化合物进行了几何优化以及能级分析和最大占据和最低未占据分子轨道的定位组。揭示了大环分子片段中取代基对所研究化合物的酸性和电光性质的影响。设计了具有pH可调荧光的材料。
• GENERAL CATALYST FOR C-H FUNCTIONALIZATION
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20160272662A1

  公开（公告）日：2016-09-22

  The invention provides novel manganese catalysts such as [Mn( t BuPc)], which are general for the amination of all types of C(sp 3 )-H bonds (aliphatic, allylic, propargylic, benzylic, ethereal), including strong 1 o aliphatic C—H bonds, while achieving excellent chemoselectivity, stereospecificity, and high functional group tolerance. We demonstrate the late-stage diversification of bioactive complex molecules that encompass the range of C(sp 3 )-H bond types, such as selective 1 o C—H aminations of betulinic acid and pleuromutilin derivatives. The catalysts' unprecedented balance of reactivity and selectivity is in part attributed to its mechanism of C—H amination that lies between stepwise and concerted.

  该发明提供了新型的锰催化剂，如[Mn(tBuPc)]，适用于所有类型的C(sp3)-H键（脂肪族、烯丙基、丙炔基、苄基、乙醚基）的胺化，包括强1°脂肪族C—H键，同时实现优异的化学选择性、立体特异性和高官能团耐受性。我们展示了包括选择性1°C—H键胺化在内的生物活性复合分子的晚期多样化，这些复合分子涵盖了各种C(sp3)-H键类型，如对苯二酚酸和普鲁莫铁霉素衍生物的选择性1°C—H键胺化。催化剂在反应性和选择性之间的前所未有的平衡部分归因于其C—H键胺化机制介于逐步和协同之间。