Chemical pesticides

Home - Products - Chemical pesticides

3-Cyanopyridine

  • Product Name: 3-Cyanopyridine
  • CasNo: 100-54-9
  • Purity:
  • Appearance: white to beige solid

Mobile/Wechat/WhatsApp: +86 18892628267

Email:libbywu@fellowchemical.com

Inquiry

CasNo: 100-54-9

Molecular Formula: C6H4N2

Appearance: white to beige solid

Top Purity Reputable Manufacturer Supply 3-Cyanopyridine 100-54-9 with Safe Transportation

  • Molecular Formula:C6H4N2
  • Molecular Weight:104.111
  • Appearance/Colour:white to beige solid 
  • Vapor Pressure:1.94mmHg at 25°C 
  • Melting Point:48-52 °C(lit.) 
  • Refractive Index:1.542 
  • Boiling Point:202.985 °C at 760 mmHg 
  • PKA:pK1:1.45(+1) (25°C) 
  • Flash Point:84.444 °C 
  • PSA:36.68000 
  • Density:1.159 g/cm3 
  • LogP:0.95328 

3-Cyanopyridine(Cas 100-54-9) Usage

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 2155, 1988 DOI: 10.1016/S0040-4039(00)86697-6

Shipping

UN3276 Nitriles, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required, Potential Inhalation Hazard (Special Provision 5).

Purification Methods

It is recrystallised to constant melting point from o-xylene/hexane. [Beilstein 22/2 V 115.]

Definition

ChEBI: A nitrile that is pyridine substituted by a cyano group at position 3.

InChI:InChI:1S/C6H4N2/c7-4-6-2-1-3-8-5-6/h1-3,5H

100-54-9 Relevant articles

Metalloporphyrin catalyzed oxidation of N-hydroxyguanidines: A biomimetic model for the H2O2-dependent activity of nitric oxide synthase

Keseru, Gyoergy M.,Balogh, Gyoergy T.,Karancsi, Tamas

, p. 1775 - 1777 (2000)

A chemical model for the H2O2 promoted o...

Highly efficient synthesis of primary amides: Via aldoximes rearrangement in water under air atmosphere catalyzed by an ionic ruthenium pincer complex

Yang, Fa-Liu,Zhu, Xinju,Rao, Dun-Kang,Cao, Xiao-Niu,Li, Ke,Xu, Yan,Hao, Xin-Qi,Song, Mao-Ping

, p. 37093 - 37098 (2016)

The transformation of aldoximes to prima...

Rhenium(VII) oxo complexes as extremely active catalysts in the dehydration of primary amides and aldoximes to nitriles

Ishihara, Kazuaki,Furuya, Yoshiro,Yamamoto, Hisashi

, p. 2983 - 2986 (2002)

An economical and environmentally benign...

An indium mediated efficient chemoselective deoxygenation of N-oxides and nitrones

Ilias, Md,Barman, Dhiren C,Prajapati, Dipak,Sandhu, Jagir S

, p. 1877 - 1879 (2002)

A simple and inexpensive procedure for t...

-

Aumann,Deady

, p. 32 (1973)

-

Catalytic conversion of nicotine into nicotinonitrile - A pharmaceutical intermediate product

Kagarlitskii,Iskakova,Turmukhambetov

, p. 26 - 27 (2002)

-

1-Cyanoimidazole as a mild and efficient electrophilic cyanating agent

Wu, Yong-Qian,Limburg, David C.,Wilkinson, Douglas E.,Hamilton, Gregory S.

, p. 795 - 797 (2000)

formula presented A mild and high-yieldi...

Ternary VZrALON oxynitrides - Efficient catalysts for the ammoxidation of 3-picoline

Janke, Christiane,Radnik, J?rg,Bentrup, Ursula,Martin, Andreas,Brückner, Angelika

, p. 2687 - 2695 (2014)

Starting from previous binary VZrON (VAl...

Dispersion and 3-Picoline Ammonoxidation Investigation of V2O5/α-Al2O3 Catalysts

Reddy, Benjaram Narasimha,Reddy, Benjaram Mahipai,Subrahmanyam, Machiraju

, p. 1649 - 1655 (1991)

The effect of changing the precursor on ...

Statistical experimental design-driven discovery of room-temperature conditions for palladium-catalyzed cyanation of aryl bromides

Stazi, Federica,Palmisano, Giovanni,Turconi, Marco,Santagostino, Marco

, p. 1815 - 1818 (2005)

A combination of Pd2(dba)3·CHCl3 (0.5 mo...

-

Woodward et al.

, p. 540,542 (1944)

-

Perrhenic acid-catalyzed dehydration from primary amides, aldoximes, N-monoacylureas, and α-substituted ketoximes to nitrile compounds

Furuya, Yoshiro,Ishihara, Kazuaki,Yamamoto, Hisashi

, p. 400 - 406 (2007)

The dehydration reaction of primary amid...

Iodine/aqueous NH4OAc: An improved reaction system for direct oxidative conversion of aldehydes and alcohols into nitriles

Ren, Yi-Ming,Zhu, Yi-Zhong,Cai, Chun

, p. 18 - 19 (2008)

A convenient method for direct oxidative...

-

Gagnon et al.

, p. 1662,1666 (1956)

-

A Selective and Mild Oxidation of Primary Amines to Nitriles with Trichloroisocyanuric Acid

Chen, Fen-Er,Kuang, Yun-Yan,Dai, Hui-Fang,Lu, Liang,Huo, Ming

, p. 2629 - 2631 (2003)

An efficient and highly selective method...

Exploration of relative chemoselectivity in the hydrodechlorination of 2-chloropyridines

Kinarivala, Nihar,Trippier, Paul C.

, p. 5386 - 5389 (2014)

The chemoselectivity of hydrodechlorinat...

Hydrothermal synthesis of microporous W-V-O as an efficient catalyst for ammoxidation of 3-picoline

Goto, Yoshinori,Shimizu, Ken-Ichi,Murayama, Toru,Ueda, Wataru

, p. 118 - 122 (2016)

W-V complex metal oxide (W-V-O) was prep...

bis(trichloromethyl)carbonate, an efficient activator for the one-pot conversion of aldehydes into nitriles under mild conditions

Bose, D. Subhas,Goud, P. Ravinder

, p. 3621 - 3624 (2002)

A single step conversion of aldehydes in...

Potassium hexacyanoferrate(II) - A new cyanating agent for the palladium-catalyzed cyanation of aryl halides

Schareina, Thomas,Zapf, Alexander,Beller, Matthias

, p. 1388 - 1389 (2004)

A new advantageous cyanating agent, pota...

Characterization and reactivity of molybdenum oxide catalysts supported on niobia

Chary, Komandur V.R.,Bhaskar, Thallada,Kishan, Gurram,Reddy, Kondakindi Rajender

, p. 4392 - 4399 (2001)

A series of MoO3/Nb2O5 catalysts with Mo...

A simple method for the synthesis of nitriles from primary amides under neutral conditions

Bose, D. Subhas,Sunder, K. Sugnana

, p. 4235 - 4239 (1999)

1-(3-Dimethylaminopropyl)-3-ethylcarbodi...

A Novel Single Step Synthesis of Nicotinamide by β-Picoline Ammoxidation over MoO3 and CuO Oxide Catalysts

Reddy, B. Mahipal,Subrahmanyam, M.

, p. 940 - 941 (1988)

Ammonia up-take has been correlated dire...

TrocCl mediated efficient synthesis of nitriles from primary amides

Bose, D. Subhas,Kumar, K. Kiran

, p. 3047 - 3052 (2000)

In order to establish a rapid conversion...

Decarbonylative Synthesis of Aryl Nitriles from Aromatic Esters and Organocyanides by a Nickel Catalyst

Iizumi, Keiichiro,Kurosawa, Miki B.,Isshiki, Ryota,Muto, Kei,Yamaguchi, Junichiro

, p. 1555 - 1559 (2021)

A decarbonylative cyanation of aromatic ...

A convenient procedure for the palladium-catalyzed cyanation of aryl halides

Sundermeier, Mark,Zapf, Alexander,Beller, Matthias

, p. 1661 - 1664 (2003)

A useful source of cyanide for the palla...

Chemistry of α-Amino Nitriles. Exploratory Experiments on Thermal Reactions of α-Amino Nitriles

Xiang, Yi-Bin,Drenkard, Susanne,Baumann, Karl,Hickey, Deirdre,Eschenmoser, Albert

, p. 2209 - 2250 (1994)

The paper extends a previously published...

Aryl chlorothionoformate: A new versatile reagent for the preparation of nitriles and isonitriles under mild conditions

Subhas Bose,Ravinder Goud

, p. 747 - 748 (1999)

Aryl chlorothionoformate is a very usefu...

-

Trubnikov et al.

, (1969)

-

Transformation of alkaloid anabasin into nicotinonitrile

Iskakova,Kagarlitskii

, p. 656 - 658 (1999)

The possibility of preparing nicotinonit...

-

Sovorov et al.

, (1970)

-

Sulfate additives generate robust and highly active palladium catalysts for the cyanation of aryl chlorides

Shevlin, Michael

, p. 4833 - 4836 (2010)

The use of sulfate additives such as H2S...

Heterocycles from amino acids. A novel synthetic approach for imidazo[1,5-a]pyridines and imidazo[1,5-a]quinolines

Kolar,Petric,Tisler

, p. 1715 - 1720 (1991)

-

Triphenylphosphine-iodine: An efficient reagent system for the synthesis of nitriles from aldoximes

Venkat Narsaiah,Sreenu,Nagaiah

, p. 137 - 140 (2006)

A wide range of aldoximes were smoothly ...

A versatile protocol for copper-catalyzed cyanation of aryl and heteroaryl bromides with acetone cyanohydrin

Schareina, Thomas,Zapf, Alexander,Cotte, Alain,Gotta, Matthias,Beller, Matthias

, p. 777 - 780 (2011)

A novel copper-catalyzed cyanation of ar...

Development of Pd/C-catalyzed cyanation of Aryl halides

Yu, Hannah,Richey, Rachel N.,Miller, William D.,Xu, Jiansheng,May, Scott A.

, p. 665 - 668 (2011)

A practical method for palladium-catalyz...

Ammoxidation of 3-Picoline to Nicotinonitrile over Highly Dispersed V2O5/ZrO2 Catalysts

Chary,Kishan,Narayana,Bhaskar

, p. 314 - 315 (1998)

Vapour phase ammoxidation of 3-picoline ...

Rapid cyanation of aryl iodides in water using microwave promotion

Arvela, Riina K.,Leadbeater, Nicholas E.,Torenius, Hanna M.,Tye, Heather

, p. 1119 - 1121 (2003)

We show that using water in conjunction ...

Synthesis, characterization and catalytic performance of titania supported VPO catalysts for the ammoxidation of 3-picoline

Kalevaru,Madaan,Martin

, p. 52 - 62 (2011)

Series of vanadium phosphorus oxide (VPO...

New method of obtaining nicotinic acid from 2-methyl-5-ethylpyridine

Suvorov,Yakovlev,Kagarlitskii,Guseinov,Kutzhanov,Kan,Lebedeva

, p. 495 - 497 (1977)

-

FTIR study of β-picoline and pyridine-3-carbaldehyde transformation on V-Ti-O catalysts. the effect of sulfate content on β-picoline oxidation into nicotinic acid

Chesalov, Yuriy A.,Andrushkevich, Tamara V.,Sobolev, Vladimir I.,Chernobay, Galina B.

, p. 118 - 130 (2013)

Surface complexes of β-picoline, 3-pyrid...

Studies on the ammoxidation of N heterocyclic compounds. I. Vapor phase ammoxidation of 3 picoline (Japanese)

Okada,Morita,Miwa

, p. 1443 - 1450 (1972)

-

A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C: In quest of an industrially viable process

Hatsuda, Masanori,Seki, Masahiko

, p. 9908 - 9917 (2005)

Preparation of aryl nitrile 2a through c...

A SIMPLE REDUCTION OF AROMATIC HETEROCYCLIC N-OXIDES WITH HEXAMETHYLDISILANE: REACTIONS WITH HEXAMETHYLDISILANE AND FLUORIDE ION I

Vorbrueggen, Helmut,Krolikiewicz, Konrad

, p. 5337 - 5338 (1983)

Aromatic heterocyclic N-Oxides are readi...

A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C

Hatsuda, Masanori,Seki, Masahiko

, p. 1849 - 1853 (2005)

An industrially viable cyanation of aryl...

Preparation of nitriles from primary amides under Swern oxidation conditions

Nakajima, Noriyuki,Ubukata, Makoto

, p. 2099 - 2102 (1997)

In order to establish a mild conversion ...

Effect of reaction medium on the composition of vanadium-titanium catalyst in oxidative ammonolysis of alkylpyridines

Saurambaeva,Sembaev

, p. 1104 - 1107 (2002)

The influence exerted by the concentrati...

The Semmler-Wolff Aromatization and Schmidt Reaction Applied to Some Pyridopyrazolobenzotriazines

Kocevar, Marijan,Stanovnik, Branko,Tisler, Miha

, p. 597 - 604 (1988)

Pyridopyrazolobenzotriazin-4(1H)ones wer...

Ammoxidation of 3-picoline to nicotinonitrile using silica-supported VCrO catalysts

Jiang, Feng,Wei, Ruiping,Gao, Lijing,Xiao, Guomin,Niu, Lei

, p. 1353 - 1361 (2013)

A series of vanadium-chromium oxide (VCr...

A facile microwave-assisted palladium-catalyzed cyanation of aryl chlorides

Chobanian, Harry R.,Fors, Brett P.,Lin, Linus S.

, p. 3303 - 3305 (2006)

We report an efficient method for the pr...

Efficient palladium-catalyzed cyanation of aryl/heteroaryl bromides with K4[Fe(CN)6] in t-BuOH-H2O using tris(2-morpholinophenyl)phosphine as a ligand

Zou, Tao,Feng, Xiujuan,Liu, Hesong,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming

, p. 20379 - 20384 (2013)

A practical method for the synthesis of ...

Palladium-catalyzed synthesis of nitriles from N-phthaloyl hydrazones

Ano, Yusuke,Chatani, Naoto,Higashino, Masaya,Yamada, Yuki

supporting information, p. 3799 - 3802 (2022/04/07)

The Pd-catalyzed transformation of N-pht...

Bis-morpholinophosphorylchloride, a novel reagent for the conversion of primary amides into nitriles

Rao, P. Purnachandra,Nowshuddin, Shaik,Jha, Anjali,Rao, B. Leela Maheswara,Divi, Murali K.,Rao

supporting information, (2021/01/21)

Bis-morpholinophosphorylchloride (Bmpc),...

Method for dehydrating primary amide into nitriles under catalysis of cobalt

-

Paragraph 0126-0128, (2021/06/21)

The invention provides a method for dehy...

METHOD FOR PRODUCING NITRILE

-

Paragraph 0080; 0090, (2021/02/05)

The present invention provides a method ...

100-54-9 Process route

3-pyridinealdoxime
1193-92-6

3-pyridinealdoxime

pyridine-3-carbonitrile
100-54-9,121697-66-3,1232169-17-3,68271-95-4

pyridine-3-carbonitrile

Conditions
Conditions Yield
With thionyl chloride; polyvinylpyrrolidone; In dichloromethane; at 20 ℃; for 0.25h;
95%
With 1,4-diaza-bicyclo[2.2.2]octane; trichlorophosphate; In dichloromethane; at 20 ℃; for 0.0833333h;
94%
With aluminium trichloride; sodium iodide; In acetonitrile; for 2.5h; Heating;
92%
With 8-bromocaffeine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.0166667h; chemoselective reaction; Microwave irradiation;
92%
With oxalyl dichloride; Tropone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 50 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
92%
With trifluoromethylsulfonic anhydride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1.5h;
91%
With acetonitrile; for 3h; Reflux; Green chemistry;
90%
With gallium(III) trichloride; In acetonitrile; at 80 ℃; for 6h; Reagent/catalyst; Inert atmosphere;
90%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-tosylimidazole; In N,N-dimethyl-formamide; for 0.416667h; Reflux;
89%
With oxalyl dichloride; 2,3-bis(4-methoxyphenyl)cyclopropenone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 4h; Reflux;
88%
With triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;
87%
With polystyrene supported chloro diphenylphsophonium chloride; In chloroform; at 60 ℃; for 18h;
86%
With Nonafluorobutanesulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.166667h;
86%
With pyrographite; methanesulfonyl chloride; at 100 ℃; for 0.25h;
85%
With eosin; carbon tetrabromide; N,N-dimethyl-formamide; In acetonitrile; at 25 ℃; for 16h; Irradiation; Inert atmosphere;
85%
With acetyl chloride; zinc(II) oxide; for 0.416667h; Heating;
84%
With iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 4h;
84%
With trifluoromethylsulfonic anhydride; triethylamine; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;
84%
With oxalyl dichloride; Triphenylphosphine oxide; In ethyl acetate; at 20 ℃; for 1h;
77%
With S,S-dimethyl dithiocarbonate; triethylamine; In 1,4-dioxane; at 90 ℃;
76%
With aluminium trichloride; potassium iodide; In water; acetonitrile; at 80 ℃; for 8h;
69%
With bis(trichloromethyl) carbonate; In chloroform; at 20 ℃;
 
Multi-step reaction with 2 steps
1: triethylamine; silica gel / CHCl3 / 20 °C
2: 0 h / microwave irradiation
With silica gel; triethylamine; In chloroform;
 
With chloro-trimethyl-silane; at 90 ℃; for 3h;
73 %Chromat.
3-Chloropyridine
626-60-8

3-Chloropyridine

potassium ferrocyanide

potassium ferrocyanide

pyridine-3-carbonitrile
100-54-9,121697-66-3,1232169-17-3,68271-95-4

pyridine-3-carbonitrile

Conditions
Conditions Yield
With sodium carbonate; palladium diacetate; In 1-methyl-pyrrolidin-2-one; Hexadecane; at 160 ℃; for 16h;
95%
With sodium carbonate; cyclopalladated ferrocenylimine tricyclohexylphosphine; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 18h;
82%
With sodium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 16h;
57%
With tetra(adamantyl)biphosphine; palladium diacetate; sodium carbonate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 16h; Inert atmosphere;
66 %Chromat.

100-54-9 Upstream products

  • 462-08-8
    462-08-8

    pyridin-3-ylamine

  • 626-55-1
    626-55-1

    3-Bromopyridine

  • 59-67-6
    59-67-6

    nicotinic acid

  • 70-55-3
    70-55-3

    toluene-4-sulfonamide

100-54-9 Downstream products

  • 35779-35-2
    35779-35-2

    di-3-pyridylmethanone

  • 59576-33-9
    59576-33-9

    2-(2-pyridinyl)-1-(3-pyridinyl)ethanone

  • 37128-50-0
    37128-50-0

    (2-methyl-1H-indol-3-yl)-3-pyridinylmethanone

  • 37760-49-9
    37760-49-9

    3-phenyl-5-(pyridin-3-yl)-1,2,4-oxadiazole

Leave Your Message

Relevant Products