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18886

Sigma-Aldrich

2,4-Pentadienoic acid

≥97.0% (T)

Synonym(s):

1,3-Butadiene-1-carboxylic acid

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About This Item

Linear Formula:
CH2=CHCH=CHCOOH
CAS Number:
626-99-3
Molecular Weight:
98.10
Beilstein/REAXYS Number:
1739248
EC Number:
210-976-1
MDL number:
MFCD00014017
UNSPSC Code:
12352100
PubChem Substance ID:
57647765
NACRES:
NA.22

assay

≥97.0% (T)

form

solid

contains

hydroquinone as stabilizer

mp

69-72 °C

solubility

1 M NaOH: soluble 0.5 g/10 mL, clear, brown

storage temp.

−20°C

SMILES string

OC(=O)\C=C\C=C

InChI

1S/C5H6O2/c1-2-3-4-5(6)7/h2-4H,1H2,(H,6,7)/b4-3+

InChI key

SDVVLIIVFBKBMG-ONEGZZNKSA-N

Application

2,4-Pentadienoic acid was used in preparation of chiral propargylester. It was also used in the preparation of trans 1-N-acylamino-1,3-dienes via modified Curtius procedure.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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trans-1-N-Acylamino-1, 3-dienes: preparation from dienoic acids.
Overman L, et al.
The Journal of Organic Chemistry, 43(11), 2164-2167 (1978)
Xiaohu Yi et al.
ChemSusChem, 10(7), 1494-1500 (2017-01-18)
A series of choline (Ch)-exchanged heteropoly acids (HOCH
Daichi Oguro et al.
Bioscience, biotechnology, and biochemistry, 75(8), 1502-1505 (2011-08-09)
The synthesis and sensory evaluation of enantiomeric sets of sedanenolide (1) and 3-butylphthalide (3) are described. The asymmetric synthesis was achieved via the intramolecular Diels-Alder reaction of chiral propargylester (5) which was prepared from optically active propargyl alcohol (4) and
Brian D Hudson et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 26(12), 4951-4965 (2012-08-25)
When it is difficult to develop selective ligands within a family of related G-protein-coupled receptors (GPCRs), chemically engineered receptors activated solely by synthetic ligands (RASSLs) are useful alternatives for probing receptor function. In the present work, we explored whether a

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