Tulipalin A

Base Information

  • Chemical Name:Tulipalin A
  • CAS No.:547-65-9

Buy high quality and low price Tulipalin A 547-65-9 now

  • Molecular Formula:C5H6O2
  • Molecular Weight:98.1014
  • Appearance/Colour:clear colourless to light yellow or slightly pink 
  • Vapor Pressure:0.264mmHg at 25°C 
  • Melting Point:<25 °C 
  • Refractive Index:n20/D 1.472(lit.)  
  • Boiling Point:204.4 °C at 760 mmHg 
  • Flash Point:83.6 °C 
  • PSA:26.30000 
  • Density:1.07 g/cm3 
  • LogP:0.48950 

Tulipalin A(Cas 547-65-9) Usage

Definition

ChEBI: A butan-4-olide having a methylene group at the 3-position.

InChI:InChI=1/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2

547-65-9 Relevant articles

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Hudrlik et al.

, p. 6848 (1973)

-

-

Harmon,Hutchinson

, p. 1293 (1973)

-

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Grieco,Pogonowski

, p. 1958 (1974)

-

Precursor of α-methylene-γ-butyrolactone involved in the insecticidal activity of thunberg spiraea, Spiraea thunbergii

Kim, Chul-Sa,Datta, Probal Kanti,Hara, Tetsuro,Itoh, Eiji,Horiike, Michio

, p. 152 - 154 (1999)

6-Tuliposide A {6-O-(4-hydroxy-α-methyle...

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Jenkitkasemwong et al.

, p. 1615,1616, 1617 (1979)

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Bicomponent transparent polyester networks with shape memory effect

Zhou, Jiawen,Schmidt, Annette M.,Ritter, Helmut

, p. 939 - 942 (2010)

Elastic bicomponent networks with shape ...

Diastereoselective Alkene Hydroesterification Enabling the Synthesis of Chiral Fused Bicyclic Lactones

Shi, Zhanglin,Shen, Chaoren,Dong, Kaiwu

supporting information, p. 18039 - 18042 (2021/11/16)

Palladium-catalysed diastereoselective h...

Ligand-Controlled Palladium-Catalyzed Carbonylation of Alkynols: Highly Selective Synthesis of α-Methylene-β-Lactones

Beller, Matthias,Ge, Yao,Jackstell, Ralf,Jiao, Haijun,Liu, Jiawang,Spannenberg, Anke,Yang, Ji,Ye, Fei

supporting information, p. 21585 - 21590 (2020/09/23)

The first general and regioselective Pd-...

Novel multi-dentate phosphines for Pd-catalyzed alkoxycarbonylation of alkynes promoted by H2O additive

Yang, Da,Liu, Lei,Wang, Dong-Liang,Lu, Yong,Zhao, Xiao-Li,Liu, Ye

, p. 236 - 244 (2019/02/19)

A series of novel multi (bi-/tri-/tetra-...

MANUFACTURING METHOD OF α-METHYLENE-γ-BUTYROLACTONE

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Paragraph 0047-0050, (2018/08/19)

PROBLEM TO BE SOLVED: To provide a metho...

547-65-9 Process route

carbon monoxide
201230-82-2

carbon monoxide

3-Butyn-1-ol
927-74-2

3-Butyn-1-ol

α-methylene-γ-butyrolactone
547-65-9

α-methylene-γ-butyrolactone

Conditions
Conditions Yield
With triphenylphosphine; tin(ll) chloride; palladium dichloride; In acetonitrile; at 75 ℃; for 4h; under 5171.5 Torr;
91%
With 2-(diphenylphosphino)pyridine; toluene-4-sulfonic acid; palladium diacetate; In toluene; at 60 ℃; for 2h;
80%
With dichloro bis(acetonitrile) palladium(II); 2-(di-tert-butylphosphino)-1-(2,6-diisopropylphenyl)-1H-imidazole; In tert-butyl methyl ether; at 100 ℃; for 20h; under 30003 Torr; regioselective reaction; Sealed tube; Inert atmosphere;
62%
With dichloro bis(acetonitrile) palladium(II); 1-(2,5-bis(diphenylphosphanyl)thiophen-3'-yl)-2-(diphenylphosphanyl)-3-methyl-1H-imidazol-3-ium trifluoromethanesulfonate; In water; toluene; at 110 ℃; for 3h; under 22502.3 Torr; Autoclave;
With 2-(diphenylphosphino)pyridine; palladium diacetate; toluene-4-sulfonic acid; In toluene; at 25 ℃; for 16h; under 22502.3 Torr; Autoclave;
methyl 4-hydroxy-2-methylenebutanoate
61541-20-6

methyl 4-hydroxy-2-methylenebutanoate

α-methylene-γ-butyrolactone
547-65-9

α-methylene-γ-butyrolactone

Conditions
Conditions Yield
With dmap; In ethanol; at 25 ℃; for 150h; Inert atmosphere;
93%

547-65-9 Upstream products

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    18132-98-4

    α-hydroxymethyl-γ-butyrolactone

  • 96-48-0
    96-48-0

    4-butanolide

  • 50-00-0
    50-00-0

    formaldehyd

  • 109-94-4
    109-94-4

    formic acid ethyl ester

547-65-9 Downstream products

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    119102-90-8

    7-benzyl-7-aza-2-oxaspiro<4.4>nonan-1-one

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    54353-61-6

    3-phenylsulfanylmethyl-dihydro-furan-2-one

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    2-(1-Benzyl-4,5-dihydro-1H-imidazol-2-yl)-3-(2-oxo-tetrahydro-furan-3-yl)-propionic acid ethyl ester

  • 141526-86-5
    141526-86-5

    C17H16O4S

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