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3029-19-4

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3029-19-4 Usage

Description

1-Pyrenecarboxaldehyde is a dark yellow solid that serves as a crucial intermediate in various industries, including agrochemical, pharmaceutical, and dyestuff. It is known for its highly polarity-sensitive properties, making it a valuable compound for specific applications.

Uses

Used in Genetic Research:
1-Pyrenecarboxaldehyde is used as a novel base-discriminating fluorescent (BDF) compound for single nucleotide polymorphism (SNP) typing. Its highly polarity-sensitive nature allows for accurate and efficient identification of genetic variations, which is essential in genetic research and diagnostics.
Used in Agrochemical Industry:
1-Pyrenecarboxaldehyde is used as an important intermediate in the agrochemical industry for the development of various chemical products. Its unique properties contribute to the creation of effective and innovative solutions for agricultural applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Pyrenecarboxaldehyde is utilized as a key intermediate in the synthesis of drugs and medicinal compounds. Its polarity-sensitive characteristics enable the development of targeted and effective treatments for various medical conditions.
Used in Dyestuff Industry:
1-Pyrenecarboxaldehyde is also employed in the dyestuff industry as an intermediate for the production of various dyes and pigments. Its dark yellow solid form and polarity-sensitive properties make it a valuable component in creating vibrant and long-lasting colorants for a range of applications.

Purification Methods

Recrystallise the aldehyde three times from aqueous EtOH. [Beilstein 7 IV 1821.]

Check Digit Verification of cas no

The CAS Registry Mumber 3029-19-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,2 and 9 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3029-19:
(6*3)+(5*0)+(4*2)+(3*9)+(2*1)+(1*9)=64
64 % 10 = 4
So 3029-19-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H10O/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-10H

3029-19-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (L10835)  1-Pyrenecarboxaldehyde, 99%   

  • 3029-19-4

  • 5g

  • 518.0CNY

  • Detail
  • Alfa Aesar

  • (L10835)  1-Pyrenecarboxaldehyde, 99%   

  • 3029-19-4

  • 25g

  • 1729.0CNY

  • Detail
  • Aldrich

  • (144037)  1-Pyrenecarboxaldehyde  99%

  • 3029-19-4

  • 144037-10G

  • 1,498.77CNY

  • Detail
  • Aldrich

  • (144037)  1-Pyrenecarboxaldehyde  99%

  • 3029-19-4

  • 144037-50G

  • 4,951.44CNY

  • Detail

3029-19-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name pyrene-1-carbaldehyde

1.2 Other means of identification

Product number -
Other names 1-pyrenealdehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3029-19-4 SDS

3029-19-4Relevant articles and documents

Signaling of hypochlorous acid by selective deprotection of dithiolane

Hwang, Jiyoung,Choi, Myung Gil,Bae, Jihee,Chang, Suk-Kyu

, p. 7011 - 7015 (2011)

The selective signaling of hypochlorous acid by dithiolane-protected pyrene-aldehyde was investigated. Dithiolane derivative of pyrene-aldehyde was efficiently deprotected by hypochlorous acid to its corresponding aldehyde, which resulted in a prominent UV-vis and turn-on type fluorescence signaling. The signaling was not affected by the presence of other common alkali, alkaline earth metal ions, and anions. Interference from Hg2+ ions could be successfully circumvented by using Chelex-100 resin. Dithiolane also provided selectivity toward hypochlorous acid over other commonly used oxidant of hydrogen peroxide.

Photoprocesses in Diphenylpolyenes. 3. Efficiency of Singlet Oxygen Generation from Oxygen Quenching of Polyene Singlets and Triplets

Chattopadhyay, S. K.,Kumar, C. V.,Das, P. K.

, p. 670 - 673 (1985)

The efficiencies of singlet oxygen (1O2*) photogeneration from the oxygen quenching of the excited states (singlet/triplet) of retinal-related polyenals and diphenylpolyenes have been measured in cyclohexane and methanol by 337.1-nm laser flash photolysis.The 1O2* yields are essentially quantitative with all-trans-retinal and its lower and higher homologues as triplet photosensitizers.For all-trans-1,6-diphenyl-1,3,5-hexatriene (DPH) and all-trans-1,8-diphenyl-1,3,5,7-octatetraene (DPO), both singlet and triplet quenching by oxygen contribute to the formation of 1O2*; significant fractions (0.1-0.7) of the oxygen-induced intersystem crossing in these polyene systems take place without energy transfer to oxygen.The triplet-mediated 1O2* yield obtained by steady-state photolysis of all-trans-1,4-diphenyl-1,3-butadiene (DPB) under energy-transfer sensitization by pyrene-1-aldehyde in O2-saturated benzene is less than unity (0.7 +/- 0.1), suggesting possible fractional quenching by oxygen at an orthogonal geometry of DPB triplet (responsible for "nonproduction" of 1O2*).

OFF-ON fluorescent detection of thymidine nucleotides by a zinc(II)-cyclen complex bearing two diagonal pyrenes

Zeng, Zhanghua,Spiccia, Leone

, p. 12941 - 12944 (2009)

Of a ZnII-cyclen complex bearing two diagonal pyrenes (see picture) has been developed that has a high affinit for thymidine nucleotides, and a much greater enhancement in excimer emission for thymidine triphosphate,-diphosphate and-mono-phosphate than for the other DNA bases and a v of nucleotides.

"Shadow" Synthesis, Structure, and Electronic Properties of [2.2](1,6)(1,8)Pyrenophane-1-monoene

Unikela, Kiran Sagar,Tabasi, Zahra A.,Dawe, Louise N.,Zhao, Yuming,Bodwell, Graham J.

, p. 4405 - 4412 (2021)

An unexpected side product of a McMurry reaction was found to be a new [2.2]pyrenophane consisting of two pyrene units with different substitution patterns as well as different types and degrees of distortion from planarity. The new pyrenophane exhibits both monomer and intramolecular excimer fluorescence. Natural bond orbital (NBO) analysis revealed that there is an intramolecular charge-transfer interaction from the more distorted pyrene system to the less distorted one. The origin of the new pyrenophane was traced back to an impurity that was present a full five steps prior to the McMurry reaction from which it was isolated. The pathway to the pyrenophane shadowed that of the main synthetic route.

1,2-Dioxetanes from Vinyl Aromatics

Posner, Gary H.,Weitzberg, Moshe,Nelson, William M.,Murr, Brown L.,Seliger, Howard H.

, p. 278 - 279 (1987)

-

An Azoaromatic Ligand as Four Electron Four Proton Reservoir: Catalytic Dehydrogenation of Alcohols by Its Zinc(II) Complex

Pramanick, Rajib,Bhattacharjee, Rameswar,Sengupta, Debabrata,Datta, Ayan,Goswami, Sreebrata

, p. 6816 - 6824 (2018)

Electroprotic storage materials, though invaluable in energy-related research, are scanty among non-natural compounds. Herein, we report a zinc(II) complex of the ligand 2,6-bis(phenylazo)pyridine (L), which acts as a multiple electron and proton reservoir during catalytic dehydrogenation of alcohols to aldehydes/ketones. The redox-inactive metal ion Zn(II) serves as an oxophilic Lewis acid, while the ligand behaves as efficient storage of electron and proton. Synthesis, X-ray structure, and spectral characterizations of the catalyst, ZnLCl2 (1a) along with the two hydrogenated complexes of 1a, ZnH2LCl2 (1b), and ZnH4LCl2 (1c) are reported. It has been argued that the reversible azo-hydrazo redox couple of 1a controls aerobic dehydrogenation of alcohols. Hydrogenated complexes are hyper-reactive and quantitatively reduce O2 and para-benzoquinone to H2O2 and para-hydroquinone, respectively. Plausible mechanistic pathways for alcohol oxidation are discussed based on controlled experiments, isotope labeling, and spectral analysis of intermediates.

Synthesis of 1-functionalized pyrenes from 1-lithiopyrene, and their application as fluorescent probes for the components of the Ginkgo biloba L. leaves extract

Kovalev,Slovesnova,Kopchuk,Zyryanov,Taniya,Rusinov,Chupakhin

, (2014)

Pyrene-1-carbaldehyde, pyrene-1-carboxylic acid, and 1-aminomethylpyrene were obtained from 1-lithiopyrene generated in situ from 1-bromopyrene. 1-Aminomethylpyrene was used for the fluorescent detection of terpene trilactones, components of the Ginkgo bi

Flavin Nitroalkane Oxidase Mimics Compatibility with NOx/TEMPO Catalysis: Aerobic Oxidization of Alcohols, Diols, and Ethers

Thapa, Pawan,Hazoor, Shan,Chouhan, Bikash,Vuong, Thanh Thuy,Foss, Frank W.

, p. 9096 - 9105 (2020/08/14)

Biomimetic flavin organocatalysts oxidize nitromethane to formaldehyde and NOx - providing a relatively nontoxic, noncaustic, and inexpensive source for catalytic NO2 for aerobic TEMPO oxidations of alcohols, diols, and ethers. Alcohols were oxidized to aldehydes or ketones, cyclic ethers to esters, and terminal diols to lactones. In situ trapping of NOx and formaldehyde suggest an oxidative Nef process reminiscent of flavoprotein nitroalkane oxidase reactivity, which is achieved by relatively stable 1,10-bridged flavins. The metal-free flavin/NOx/TEMPO catalytic cycles are uniquely compatible, especially compared to other Nef and NOx-generating processes, and reveal selectivity over flavin-catalyzed sulfoxide formation. Aliphatic ethers were oxidized by this method, as demonstrated by the conversion of (-)-ambroxide to (+)-sclareolide.

Dual-fixations of europium cations and TEMPO species on metal-organic frameworks for the aerobic oxidation of alcohols

Jeoung, Sungeun,Kim, Min,Kim, Seongwoo,Lee, Jooyeon,Moon, Hoi Ri

supporting information, p. 8060 - 8066 (2020/07/10)

The efficient and selective aerobic oxidation of alcohols has been investigated with judicious combinations of europium-incorporated and/or TEMPO ((2,2,6,6-tetramethylpiperidin-1-yl)oxyl)-functionalized zirconium-based porous metal-organic frameworks (MOFs). Although MOFs are well-known catalytic platforms for the aerobic oxidation with radical-functionalities and metal nanoparticles, these systematic approaches involving metal cations and/or radical species introduce numerous interesting aspects for cooperation between metals and TEMPO for the aerobic oxidation of alcohols. The role of TEMPO as the oxidant in the heterogeneous catalytic aerobic oxidation of alcohols was revealed through a series of comparisons between metal-anchored, TEMPO-anchored, and metal and TEMPO-anchored MOF catalysis. The fine tunability of the MOF allowed the homogeneously and doubly functionalized catalysts to undergo organic reactions in the heterogeneous media. In addition, the well-defined and carefully designed heterogeneous molecular catalysts displayed reusability along with better catalytic performance than the homogeneous systems using identical coordinating ligands. The role of metal-cation fixation should be carefully revised to control their coordination and maximize their catalytic activity. Lastly, the metal cation-fixed MOF displayed better substrate tolerance and reaction efficiencies than the TEMPO-anchored MOF or mixture MOF systems.

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