771-03-9

Basic information

• Product Name: DEHYDROACETIC ACID
• Synonyms: Einecs 212-227-4
• CAS NO: 771-03-9
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• EINECS: 212-227-4
• Mol File: 771-03-9.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 305.048°C at 760 mmHg
• Flash Point: 126.537°C
• Appearance: /
• Density: 1.369g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.27±0.50(Predicted)
• CAS DataBase Reference: DEHYDROACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DEHYDROACETIC ACID(771-03-9)
• EPA Substance Registry System: DEHYDROACETIC ACID(771-03-9)

Safety Data

• Hazardous Substances Data: 771-03-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,10H,1-2H3

Upstream product

• 541-50-4 2-acetoacetic acid 
• 74710-71-7 O-acetoacetyl O,O-dipropyl phosphorothioate 
• 74710-69-3 S-acetoacetyl O,O-dipropyl phosphorodithioate 
• 590-93-2 2-Butynoic acid 
• 637-44-5 phenylpropyolic acid 
• 58169-25-8 4-hydroxy-6-methyl-2-oxo-2H-pyran-3-carboxylic acid 
• 627093-96-3 isopropyl 4-hydroxy-6-methyl-2-oxo-2H-pyrane-3-carboxylate 
• 75-16-1 methylmagnesium bromide 
• 75-36-5 acetyl chloride 
• 105-45-3 acetoacetic acid methyl ester 
• 72-89-9 acetylcoenzyme A 
• 2140-48-9 butyryl coenzyme A 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 75843-20-8 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one thiosemicarbazone 

Downstream Products

• 593278-93-4 3-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]-4-hydroxy-6-methyl-2H-pyran-2-one 
• 1021297-93-7 C₁₄H₁₆N₄O₃ 
• 5166-96-1 4-hydroxy-3-[3-(4-hydroxy-phenyl)-acryloyl]-6-methyl-pyran-2-one 
• 56364-25-1 4-hydroxy-6-methyl-3-[(2E)-3-phenylprop-2-enoyl]-2H-pyran-2-one 
• 56364-25-1 3-cinnamoyl-4-hydroxy-6-methyl-2H-pyran-2-one 
• 18781-80-1 dihydrodehydroacetic acid 
• 50607-35-7 3-ethyl-4-hydroxy-6-methyl-2H-pyran-2-one 
• 344872-72-6 2-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-4,7-dimethyl-3,4-dihydro-2H,5H-pyrano<3,2-c>pyran-5-one 
• 62096-05-3 3-<5-(3-benzyloxy-4-methoxyphenyl)-2.4-pentadienoyl>-4-hydroxy-6-methyl-2H-2-pyranone 
• 1197869-14-9 C₁₅H₁₄BrNO₃ 
• 1197869-13-8 C₁₅H₁₄ClNO₃ 
• 114658-00-3 dehydroacetic acid (4-chlorophenyl)hydrazone 
• 84859-33-6 3-{1-[(E)-2-Benzylamino-5-methyl-phenylimino]-ethyl}-4-hydroxy-6-methyl-pyran-2-one 
• 84859-30-3 3-{1-[(E)-2-Benzylamino-phenylimino]-ethyl}-4-hydroxy-6-methyl-pyran-2-one 

Relevant articles and documents

Synthesis and activity of 3-(1-alkylaminoalkylidene)-2H-pyran-2,4(3H)-diones as new photosynthetic electron transport inhibitors

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Gold-catalyzed homo- And cross-annulation of alkynyl carboxylic acids: a facile access to substituted 4-hydroxy 2: H -pyrones and total synthesis of pseudopyronine A

A Au(i)-catalyzed homo- and cross-annulation reaction of alkynyl carboxylic acids offering 3,6-disubstituted 4-hydroxy 2H-pyrones has been demonstrated. The reaction tolerates various substituted alkynyl carboxylic acids and moderate to good yields of α-pyrone scaffolds have been observed. Later, a gram-scale reaction of the acid and the total synthesis of the natural product pseudopyronine A have been carried out successfully.

Synthesis and in vitro evaluation of substituted 3-cinnamoyl-4-hydroxy-pyran-2-one (CHP) in pursuit of new potential antituberculosis agents

Tuberculosis is an ever-evolving infectious disease that urgently needs new drugs. In the search for new antituberculosis agents, a library of 3-cinnamoyl-4-hydroxy-6-methyl-2H-pyran-2-ones (CHPs) (2a-2y) was synthesized and evaluated against a standard virulent laboratory strain of Mycobacterium tuberculosis H37Rv. Out of 25 compounds, 11, 5, 7 and 2 (2a and 2u) showed least, moderate, good and appreciable activities, respectively, based on minimum inhibitory concentrations (MICs). Both 2a and 2u exhibited an MIC value of 4 μg ml-1, which was close to those of standard antituberculosis drugs ethambutol, streptomycin and levofloxacin. Neither 2a nor 2u showed any activity against Gram-positive or Gram-negative bacteria and even against non-tuberculous mycobacterium, i.e. Mycobacterium smegmatis. Thus, like the antituberculosis drugs rifampicin, isoniazid and pretomanid, they are highly TB specific. All the pyrone-based chalcones showed no recognizable level of cytotoxicity against normal human kidney cell line (HEK-293) up to 80 μM concentration and 11 exhibited an IC50 ≤ 100 μM (highest tested concentration). On further investigation, both 2a and 2u proved to be nontoxic against four human cell lines but 2a proved to be a better choice as it did not reach IC50 even at 100 μM (highest tested concentration) while the IC50 of 2u was around 80 μM. In conclusion, our results demonstrate that 2a is specific against M. tuberculosis with no appreciable toxicity; its activity matches that of some clinically approved antituberculosis drugs and it therefore merits further evaluation.