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2216-94-6,MFCD00009185
Catalog No.:AA003QDU

2216-94-6 | Ethyl phenylpropiolate

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
95%
in stock  
$8.00   $6.00
- +
5g
95%
in stock  
$36.00   $25.00
- +
25g
>97.0%(GC)
in stock  
$154.00   $108.00
- +
100g
95%
in stock  
$597.00   $418.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003QDU
Chemical Name:
Ethyl phenylpropiolate
CAS Number:
2216-94-6
Molecular Formula:
C11H10O2
Molecular Weight:
174.1959
MDL Number:
MFCD00009185
SMILES:
CCOC(=O)C#Cc1ccccc1
NSC Number:
41566
Properties
Properties
 
BP:
265°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.552(lit.)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
225  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
2.7  

Upstream Synthesis Route

[1]JournalofHeterocyclicChemistry,1981,vol.18,p.1149-1152

Downstream Synthesis Route

[1]JournaloftheChemicalSociety,1900,vol.77,p.248

[1]OrganicandBiomolecularChemistry,2016,vol.14,p.7490-7494

[2]JournalfurpraktischeChemie(Leipzig1954),1926,vol.<2>112,p.325

[3]JournalfurpraktischeChemie(Leipzig1954),1926,vol.<2>112,p.325

[4]JournalfurpraktischeChemie(Leipzig1954),1926,vol.<2>112,p.325

[1]Synthesis,2013,vol.45,p.803-809

[2]Patent:WO2016/20732,2016,A1.Locationinpatent:Page/Pagecolumn00098

[3]JournaloftheAmericanChemicalSociety,1942,vol.64,p.150,153

[4]JournalofMedicinalChemistry,1975,vol.18,p.441-443

[1]Shen,Ruwei;Chen,Tieqiao;Zhao,Yalei;Qiu,Renhua;Zhou,Yongbo;Yin,Shuangfeng;Wang,Xiangbo;Goto,Midori;Han,Li-Biao[JournaloftheAmericanChemicalSociety,2011,vol.133,#42,p.17037-17044]

[2]Modvig,Amalie;Andersen,ThomasL.;Taaning,RolfH.;Lindhardt,AndersT.;Skrydstrup,Troels[JournalofOrganicChemistry,2014,vol.79,#12,p.5861-5868]

[3]Mäsing,Florian;Nüsse,Harald;Klingauf,Jürgen;Studer,Armido[OrganicLetters,2017,vol.19,#10,p.2658-2661]

[4]Russell,M.Grace;Veryser,Cedrick;Hunter,JamesF.;Beingessner,RachelL.;Jamison,TimothyF.[AdvancedSynthesisandCatalysis,2020,vol.362,#2,p.314-319]

[5]Solodenko,Wladimir;Wen,Hongliang;Leue,Stefanie;Stuhlmann,Friedrich;Sourkouni-Argirusi,Georgia;Jas,Gerhard;Schoenfeld,Hagen;Kunz,Ulrich;Kirschning,Andreas[EuropeanJournalofOrganicChemistry,2004,#17,p.3601-3610]

[6]Berthold,Herwig;Schotten,Theo;Hoenig,Helmut[Synthesis,2002,#11,p.1607-1610]

[7]Saikia,Anil;Barthakur,MadanGopal;Boruah,RomeshChandra[Synlett,2005,#3,p.523-525]

[8]Kawamorita,Soichiro;Yamazaki,Kenji;Ohmiya,Hirohisa;Iwai,Tomohiro;Sawamura,Masaya[AdvancedSynthesisandCatalysis,2012,vol.354,#18,p.3440-3444]

[9]Ono[NipponKagakuZasshi,1956,vol.77,p.665,668][Chem.Abstr.,1958,p.9020]

[10]Surmiak,SabrinaK.;Doerenkamp,Carsten;Selter,Philipp;Peterlechner,Martin;Schäfer,AndreasH.;Eckert,Hellmut;Studer,Armido[Chemistry-AEuropeanJournal,2017,vol.23,#25,p.6019-6028]

[11]Li,Jin;He,Lingfeng;Liu,Xu;Cheng,Xu;Li,Guigen[AngewandteChemie-InternationalEdition,2019,vol.58,#6,p.1759-1763][Angew.Chem.,2019,vol.131,p.1773-1777,5]

[12]Wissing,Maren;Niehues,Maximilian;Ravoo,BartJan;Studer,Armido[AdvancedSynthesisandCatalysis,2020,vol.362,#11,p.2245-2253]

[1]Wadsworth,DonaldH.;Geer,SusanM.;Detty,MichaelR.[JournalofOrganicChemistry,1987,vol.52,#16,p.3662-3668]

[2]Mahajan;Dutta;Boruah;Sandhu[TetrahedronLetters,1990,vol.31,#27,p.3943-3944]

[3]Peck,CherylL.;Calderone,JosephA.;Santos,WebsterL.[Synthesis,2015,vol.47,#15,p.2242-2248]

[4]Locationinpatent:experimentalpartHapke,Marko;Kral,Karolin;Spannenberg,Anke[Synthesis,2011,#4,p.642-652]

[5]Newman;Merrill[JournaloftheAmericanChemicalSociety,1955,vol.77,p.5549]

[6]Chenault,Jaques;Dupin,Jean-FrancoisE.[Synthesis,1987,#5,p.498-499]

[7]Aitken,R.Alan;Seth,Shirley[JournaloftheChemicalSociety.PerkintransactionsI,1994,#17,p.2461-2466]

[8]Karad,SomnathNarayan;Chung,Wei-Kang;Liu,Rai-Shung[ChemicalCommunications,2015,vol.51,#65,p.13004-13007]

[9]Sahani,RajkumarLalji;Liu,Rai-Shung[AngewandteChemie-InternationalEdition,2017,vol.56,#4,p.1026-1030][Angew.Chem.,2017,#129,p.1046-1050]

Literature

Title: Pseuderanthemum palatiferum leaf extract inhibits the proinflammatory cytokines, TNF-α and IL-6 expression in LPS-activated macrophages.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20161101

Title: Antinociceptive, anti-inflammatory, and antipyretic activity of mangrove plants: a mini review.

Journal: Advances in pharmacological sciences 20120101

Title: Anti-HIV-1 and anti-inflammatory lupanes from the leaves, twigs, and resin of Garcinia hanburyi.

Journal: Planta medica 20100301

Title: Anti-inflammatory, analgesic and wound healing activities of the leaves of Memecylon edule Roxb.

Journal: Journal of ethnopharmacology 20090121

Title: Anti-inflammatory activity of gel containing novel elastic niosomes entrapped with diclofenac diethylammonium.

Journal: International journal of pharmaceutics 20080806

Title: Palladium-catalyzed hydroarylation of alkynes with arenediazonium salts.

Journal: Organic letters 20080417

Title: Platinum-catalyzed regio- and stereoselective arylthiolation of internal alkynes.

Journal: Organic letters 20080103

Title: Analgesic, anti-inflammatory and venotonic effects of Cissus quadrangularis Linn.

Journal: Journal of ethnopharmacology 20070321

Title: Practical and convenient synthesis of coumarins from phenols and propiolic acid esters.

Journal: Nature protocols 20070101

Title: Anti-inflammatory activity of methanolic extracts from Ventilago harmandiana Pierre.

Journal: Journal of ethnopharmacology 20040401

Title: Anti-inflammatory activity of (E)-1-(3,4-dimethoxyphenyl) butadiene from Zingiber cassumunar Roxb.

Journal: Journal of ethnopharmacology 20030801

Title: The analgesic, antipyretic and anti-inflammatory activity of Diospyros variegata Kruz.

Journal: Journal of ethnopharmacology 20030401

Title: Models of acute inflammation in the ear.

Journal: Methods in molecular biology (Clifton, N.J.) 20030101

Title: Anti-inflammatory and antioxidant properties of Helichrysum italicum.

Journal: The Journal of pharmacy and pharmacology 20020301

Title: A mechanistic approach to the in vivo anti-inflammatory activity of sesquiterpenoid compounds isolated from Inula viscosa.

Journal: Planta medica 20011101

Title: Cytokine induction in human epidermal keratinocytes exposed to contact irritants and its relation to chemical-induced inflammation in mouse skin.

Journal: The Journal of investigative dermatology 19940601

Title: Murine epidermal xanthine oxidase activity: correlation with degree of hyperplasia induced by tumor promoters.

Journal: Cancer research 19871201

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Tags:2216-94-6 Molecular Formula|2216-94-6 MDL|2216-94-6 SMILES|2216-94-6 Ethyl phenylpropiolate