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Cas Database

872-85-5

872-85-5

Identification

  • Product Name:4-Pyridinecarboxaldehyde

  • CAS Number: 872-85-5

  • EINECS:212-832-3

  • Molecular Weight:107.112

  • Molecular Formula: C6H5NO

  • HS Code:29333999

  • Mol File:872-85-5.mol

Synonyms:Isonicotinaldehyde(8CI);4-Formylpyridine;4-Pyridinealdehyde;Isonicotinic aldehyde;NSC 8953;Pyridin-4-al;Pyridin-4-carboxaldehyde;Pyridin-4-ylcarboxaldehyde;Pyridine-4-carbaldehyde;p-Formylpyridine;p-Pyridinealdehyde;g-Formylpyridine;4-pyridine carboxyaldehyde;Isonicotinaldehyde;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi, FlammableF

  • Hazard Codes:Xi,F

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult 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.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. 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 Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. 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. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:4-Pyridinecarboxaldehyde
  • Packaging:500g
  • Price:$ 310
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Pyridinecarboxaldehyde >96.0%(GC)
  • Packaging:500mL
  • Price:$ 581
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Pyridinecarboxaldehyde >96.0%(GC)
  • Packaging:25mL
  • Price:$ 38
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Isonicotinaldehyde 97%
  • Packaging:100 g
  • Price:$ 176
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Isonicotinaldehyde 97%
  • Packaging:500 g
  • Price:$ 376
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Pyridinecarbaldehyde for synthesis. CAS 872-85-5, pH 7 - 8 (H O, 20 °C) (saturated aqueous solution)., for synthesis
  • Packaging:8074690250
  • Price:$ 343
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Pyridinecarboxaldehyde 97%
  • Packaging:500g
  • Price:$ 333
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Pyridinecarboxaldehyde 97%
  • Packaging:100g
  • Price:$ 157
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Pyridinecarbaldehyde for synthesis. CAS 872-85-5, pH 7 - 8 (H O, 20 °C) (saturated aqueous solution)., for synthesis
  • Packaging:8074690050
  • Price:$ 83.5
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Pyridinecarboxaldehyde 97%
  • Packaging:25g
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Relevant articles and documentsAll total 128 Articles be found

TEMPO mediated electrocatalytic oxidation of pyridyl carbinol using palladium nanoparticles dispersed on biomass derived porous nanoparticles

B, Akshaya K.,Bhat, Vinay S.,Hegde, Gurumurthy,Mathew, Agnus T.,S, Supriya,T, Maiyalagan,Varghese, Anitha

, (2020)

Remarkable electrocatalytic property of Pd nanostructures dispersed on CNSareca coated CFP electrode towards TEMPO mediated electrooxidation of pyridyl carbinol was reported for the first time. Carbon nanospheres (CNSs) derived from Areca catechu decorated with Pd nanoparticles were coated on carbon fiber paper (CFP) and was employed for electrooxidation of pyridyl carbinol in aqueous acidic medium. An environmentally benign and economic strategy was utilized for the preparation of CNSs obtained from Areca catechu. The physical characterizations, electronic state and chemical composition of the modified electrode were studied using Fourier transform infrared (FTIR) spectroscopy, X-ray diffraction (XRD) spectroscopy and X-ray photoelectron spectroscopy (XPS). Scanning electron microscopy (SEM), Transmission electron microscopy (TEM) and high resolution transmission electron microscopy (HRTEM) techniques were used for analyzing the morphology of modified electrode. The electrochemical characterizations of the modified electrodes were performed by Cyclic voltammetry (CV) and Electrochemical impedance spectroscopy (EIS). Pd decorated CNSareca dispersed on CFP electrode has exhibited strong electrocatalytic activity towards TEMPO mediated oxidation of pyridyl carbinol.

Facile construction of leaf-like WO3 nanoflakes decorated on g-C3N4 towards efficient oxidation of alcohols under mild conditions

Xu, Cai,Wang, Xiaozhong,Xu, Gang,Chen, Yingqi,Dai, Liyan

, p. 16523 - 16532 (2018)

Herein, a well-defined nanostructure with leaf-like WO3 nanoflakes decorated on g-C3N4 was constructed via a facile impregnation and subsequent annealing method. The prepared WO3/g-C3N4 exhibited excellent catalytic activity for the selective oxidation of alcohols under mild conditions, and satisfactory yields to the corresponding carbonyl compounds were achieved without using non-green additives and organic solvents. It was found that the enhanced catalytic activity could be attributed to the enlarged specific surface area, the well-defined nanostructure, and the strong interactions between WO3 and g-C3N4. The distribution of WO3 nanoflakes on the g-C3N4 support increased the number of catalytically active sites for this reaction. XPS analysis suggested that a synergistic electron effect occurred because of the electron transfer from g-C3N4 to WO3. Moreover, the effects of reaction temperature, reaction time, oxidant amount and catalyst dosage on catalytic activity were investigated. Recycle studies showed that the catalyst could be readily recovered and no obvious decrease in catalytic efficiency was observed after seven cycles. The present catalytic system can afford a wide substrate scope for both aryl and alkyl alcohols with superior conversion and selectivity. Also, a plausible reaction mechanism was proposed to better illustrate the catalytic process. This work might provide a facile construction of a well-defined WO3/g-C3N4 catalyst for the selective oxidation of alcohols using a sustainable approach.

Zn-doped W/aluminium oxide catalyst: Efficient strategy towards sustainable oxidation of alcohols

An, Yu,Cai, Menglu,Chen, Yingqi,Dai, Liyan,Fang, Yangyang,Li, Jun,Wang, Xiaozhong,Zhang, Ming

, (2020)

Bifunctional catalysts have been considered to have vital importance in catalytic chemical process, but there is still some developing room for convenient materials with dual active sites. These catalysts have a notorious reputation for inhibiting mutual neutralization and controlling the distribution of active sites in order to perform their functions. We tailor a series of W-Zn-Al2O3 catalysts by modulating the doping density of metal species, which can boost the catalytic process of alcohols into corresponding carbonyl compounds in an additive-free-condition. Test results indicate that the proper content of zinc element can promote the overall activities, and subsequent adjustment of doping zinc can dramatically increase the electronic interaction and change the distribution of chemical active sites. Also, a plausible reaction mechanism was proposed to better understand the acid-base bifunctional catalytic process. Theoretical results confirm this system can provide certain references for similar reactants. Present reaction system is a green procedure and features a broad substrate scope, which reveals a sustainable method to process oxidative dehydrogenation reaction.

Self-promoted vanadium-catalyzed oxidation of pyridinemethanol with molecular oxygen

Du, Zhongtian,Li, Meijin,Tang, Yangyang,Wang, Wanhui,Xiao, Yonghou

, (2020)

Catalytic oxidation of alcohols containing heteroatoms with molecular oxygen is usually rather challenging, as transition metal catalysts are easily deactivated by heteroatoms. In contrast to conventional results, herein facile oxidation of 2-pyridinemethanol with dioxgyen was observed over simple vanadium catalysts including VOSO4 or VO(acac)2, which seemed much easier than that of benzyl alcohol. 2-Pyridinemethanol could coordinate with the vanadium center, which would promote oxidation of 2-pyridinemethanol itself, rather than deactivate vanadium catalysts. This study would provide a new clue to develop efficient catalysts for transformations of heterocyclic compounds.

Pyridinium Chlorochromate Supported on Montmorillonite–KSF as a Versatile Oxidant under Ball Milling Conditions

Hosseinzadeh, Rahman,Narimani, Erfan,Mavvaji, Mohammad

, p. 461 - 471 (2021/08/09)

-

An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst

Cheedarala, Ravi Kumar,Chidambaram, Ramasamy R.,Siva, Ayyanar,Song, Jung Il

, p. 32942 - 32954 (2021/12/02)

We have reported an aerobic oxidation of primary and secondary alcohols to respective aldehydes and ketones using a bipyridyl-cinchona alkaloid based palladium catalytic system (PdAc-5) using oxygen at moderate pressure. ThePdAc-5catalyst was analysed using SEM, EDAX, and XPS analysis. The above catalytic system is used in experiments for different oxidation systems which include different solvents, additives, and bases which are cheap, robust, non-toxic, and commercially available on the industrial bench. The obtained products are quite appreciable in both yield and selectivity (70-85%). In addition, numerous important studies, such as comparisons with various commercial catalysts, solvent systems, mixture of solvents, and catalyst mole%, were conducted usingPdAc-5. The synthetic strategy of oxidation of alcohol into carbonyl compounds was well established and all the products were analysed using1H NMR,13CNMR and GC-mass analyses.

Combining photo-redox and enzyme catalysis for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives in one pot

Yu, Yuan,Lu, Wei-Fan,Yang, Zeng-Jie,Wang, Na,Yu, Xiao-Qi

supporting information, (2020/12/25)

A novel strategy combining visible-light and enzyme catalysis in one pot for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives from alcohols is described for the first time. Fourteen 4H-pyrimido[2,1-b] benzothiazole derivatives were prepared with yields of up to 98% under mild reaction conditions by a simple operation. The photoorgano catalyst rose Bengal (rB) was employed to oxyfunctionalise alcohols to aldehydes. Compared with aldehydes, alcohols with more stable properties and lower cost, thus we used photocatalysis to oxidize alcohols into aldehydes. Next, the enzyme was used to further catalyze the reaction of Biginelli to produce the target product of 4H-pyrimidine [2,1-b] benzothiazole. Experimental results show that this method provides a more efficient and eco-friendly strategy for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives.

Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source

Dogga, Bhushanarao,Joseph, Jayan T.,Kumar, C. S. Ananda

supporting information, p. 309 - 313 (2020/12/23)

An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI

Liu, Chen,Liu, Yongjun,Qi, Yan,Song, Bin,Wang, Liang,Xiao, Shuhuan

supporting information, p. 6169 - 6172 (2021/06/30)

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides,e.g.benzyl, aryl, heterocyclic and aliphatic halides (Cl, Br or I), and diverse carbonyl compounds (e.g.carbonic esters, carboxylic esters, acid anhydrides, acyl chlorides, ketones, aldehydes, propylene epoxides and formamides) to afford alcohols, ketones and aldehydes, respectively, with high efficiency and chemoselectivity, in which the organosamarium intermediate might be involved.

Process route upstream and downstream products

Process route

picoline
108-89-4

picoline

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

isonicotinamide
1453-82-3

isonicotinamide

Conditions
Conditions Yield
With manganese(IV) oxide; oxygen; urea; at 150 ℃; for 3h; under 3800.26 Torr; Autoclave;
78 %Chromat.
8 %Chromat.
52 %Chromat.
picoline
108-89-4

picoline

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4,17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

pyridine
110-86-1

pyridine

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
Conditions Yield
at 140 ℃; for 14h; Product distribution;
55%
13%
10%
31%
picoline
108-89-4

picoline

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

3-Methylpyridine
108-99-6

3-Methylpyridine

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
Conditions Yield
With air; steam; vanadia; silica gel; molybdenum(VI) oxide; at 410 ℃; Nebenprod.2:Pyridin-2,6-dicarbaldehyd;
isonicotinamide
1453-82-3

isonicotinamide

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-methanol
586-95-8

pyridine-4-methanol

Conditions
Conditions Yield
With samarium diiodide; In tetrahydrofuran; for 1.66667h; Ambient temperature;
8%
19%
picoline
108-89-4

picoline

pyridine
110-86-1

pyridine

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-methanol
586-95-8

pyridine-4-methanol

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

Conditions
Conditions Yield
With oxygen; CrV0.95P0.05O4; at 325 ℃; Further Variations:; Temperatures; Reagents; Product distribution; atmospheric pressure;
38.5%
42.1%
isonicotinamide
1453-82-3

isonicotinamide

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-methanol
586-95-8

pyridine-4-methanol

Amino-pyridin-4-yl-methanol

Amino-pyridin-4-yl-methanol

1,4-dihydropyridine-4-carboxamide

1,4-dihydropyridine-4-carboxamide

Conditions
Conditions Yield
With water; at 20 ℃; Mechanism; Rate constant; electrochemical reduction; between H0 = -3 and pH 13.75;
picoline
108-89-4

picoline

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

Conditions
Conditions Yield
With water; oxygen; CrV0.95P0.05O4; at 324.84 ℃;
84.3%
8.9%
With tert.-butylhydroperoxide; selenium(IV) oxide; In 1,4-dioxane; for 24h;
34%
11%
With selenium(IV) oxide; In 1,4-dioxane; for 24h;
19%
2%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

isonicotinamide
1453-82-3

isonicotinamide

Conditions
Conditions Yield
With disodium hydrogenphosphate; catalase peroxidase from Mycobacterium tuberculosis; at 37 ℃; Mechanism; Product distribution; also nicotinic hydrazide; var. concentration of isoniazid;
With Mn(III)(H2P2O7)3(3-); In phosphate buffer; at 20 ℃; pH=7.5; Further Variations:; Reagents; reaction time; Product distribution;
With diaquacobinamide; In water; at 25 ℃; pH=7.5; Inert atmosphere;
68 %Spectr.
16 %Spectr.
16 %Spectr.
pyridine-4-methanol
586-95-8

pyridine-4-methanol

pyridine
110-86-1

pyridine

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

Conditions
Conditions Yield
With air; molybdenum(IV) oxide; vanadia; In water; at 400 ℃; for 2h; vapour phase;
With air; molybdenum(IV) oxide; vanadia; In water; at 400 ℃; for 2h; Mechanism;
2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4,17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

pyridine
110-86-1

pyridine

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
Conditions Yield
With picoline; at 140 ℃; for 14h; Further byproducts given;
13%
10%
31%
55%

Global suppliers and manufacturers

Global( 186) Suppliers
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  • Hangzhou Dingyan Chem Co., Ltd
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  • Simagchem Corporation
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  • Chemwill Asia Co., Ltd.
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  • Emails:sales@chemwill.com
  • Main Products:30
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
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  • Shaanxi BLOOM TECH Co.,Ltd
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  • LIDE PHARMACEUTICALS LIMITED
  • Business Type:Lab/Research institutions
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