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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:
Molecular Weight:
98.10
Beilstein:
1739248
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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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