allenolic acid

6-hydroxy-2-naphthalenepropanoic acid

CAS: 553-39-9 C13 H12 O3 MW: 216.23624000

Identification

Nameallenolic acid
CAS Number553-39-9
FDA UNIII2MQT1CC3H
Molecular FormulaC13 H12 O3
Molecular Weight216.23624000
Nikkaji NumberJ11.552E
XlogP32.60 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 94.00 °C. @ 760.00 mm Hg
Boiling Point 448.10 °C. @ 760.00 mm Hg (est)
Flash Point 462.00 °F. TCC ( 238.90 °C. ) (est)
logP (o/w) 2.330 (est)
Soluble in water, 967.2 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for allenolic acid usage levels up tonot for fragrance use.
Recommendation for allenolic acid flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

elecampene

Synonyms

amphihydroxynaphthyl-b-propionic acid 6- hydroxy-2-naphthalene propanoic acid 6- hydroxy-2-naphthalenepropanoic acid 3-(6- hydroxynaphthalen-2-yl)propanoic acid 2- naphthalenepropanoic acid, 6-hydroxy- PubMed: Organophosphine-Catalyzed [4C+X] Annulations PubMed: [Allenolic acid and its derivatives] PubMed: Microbial transformation of artificial estrogens of the allenolic group PubMed: [Synthetic estrogens derived from allenolic acid] PubMed: Transcriptional regulation of estrogen-responsive genes by non-steroidal estrogens: doisynolic and allenolic acids PubMed: [Comparative effects of dimethyl-ethyl-allenolic acid and of estradiol on gestation in the mouse] PubMed: A synthesis of (-)-mintlactone PubMed: [Anesthetic effect of certain derivatives of allenolic acid] PubMed: [Comparison of the effects of estradiol and dimethyl-ethyl-allenolic acid] PubMed: [Production of mammary tumors by an allenolic acid derivative in male mice] PubMed: [About a new synthetic estrogen; du-methyl-ethyl-allenolic acid] PubMed: Experimental and clinical studies on a new synthetic estrogen, an allenolic acid derivative, vallestril PubMed: Allenoates in Enantioselective [2+2] Cycloadditions: From a Mechanistic Curiosity to a Stereospecific Transformation PubMed: Enantioselective pathway for the synthesis of laurenditerpenol PubMed: Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with à-Methylallenoates PubMed: Organocatalysis for new chiral fullerene-based materials PubMed: [The antibacterial action of certain acids substituted in the alpha position with two methyl groups (allenolic acids and its analogs)] PubMed: Enantioselective Synthesis of a Furan Lignan (+)-Sylvone PubMed: Organocatalytic synthesis of highly functionalized pyridines at room temperature PubMed: Gold-catalyzed cascade cyclization-oxidative alkynylation of allenoates PubMed: A computational study of the activation of allenoates by Lewis bases and the reactivity of intermediate adducts PubMed: Phosphine-Catalyzed Doubly Stereoconvergent ?-Additions of Racemic Heterocycles to Racemic Allenoates: The Catalytic Enantioselective Synthesis of Protected à,à-Disubstituted à-Amino Acid Derivativ PubMed: Kinetic resolution of racemic 2,3-allenoates by organocatalytic asymmetric 1,3-dipolar cycloaddition PubMed: Enantioselective iodolactonization of allenoic acids PubMed: Rh(I)-catalyzed cyclocarbonylation of allenol esters to prepare acetoxy 4-alkylidenecyclopent-3-en-2-ones PubMed: Pyridylalanine (pal)-peptide catalyzed enantioselective allenoate additions to N-acyl imines PubMed: Multicomponent reaction of imidazo[1,5-a]pyridine carbenes with aldehydes and dimethyl acetylenedicarboxylate or allenoates: a straightforward approach to fully substituted furans PubMed: Inhibitors of protein geranylgeranyltransferase I and Rab geranylgeranyltransferase identified from a library of allenoate-derived compounds PubMed: Copper-mediated pyrazole synthesis from 2,3-allenoates or 2-alkynoates, amines and nitriles PubMed: Beta-iodoallenolates as springboards for annulation reactions PubMed: An unexpected role of a trace amount of water in catalyzing proton transfer in phosphine-catalyzed (3 + 2) cycloaddition of allenoates and alkenes PubMed: Multicomponent cascade cycloaddition involving tropone, allenoate, and isocyanide: a rapid access to a 7,6,5-fused tricyclic skeleton PubMed: Syntheses of spirocyclic oxindole-butenolides by using three-component cycloadditions of isocyanides, allenoates, and isatins PubMed: Isocyanide-based multicomponent reactions: concise synthesis of spirocyclic oxindoles with molecular complexity by using a [1,5]-hydrogen shift as the key step PubMed: [Influence of serum on certain properties of the methyl ether of dimethylethylallenolic acid] PubMed: Diastereoselective synthesis of 6-trifluoromethyl-5,6-dihydropyrans via phosphine-catalyzed [4 + 2] annulation of à-benzylallenoates with ketones PubMed: Efficient assembly of chromone skeleton from 2,3-allenoic acids and benzynes PubMed: Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents PubMed: Studies on the tandem reaction of 4-Aryl-2,3-allenoates with organozinc reagents: a facile route to polysubstituted naphthols PubMed: Synthesis of strained tricyclic beta-lactams by intramolecular [2+2] cycloaddition reactions of 2-azetidinone-tethered enallenols: control of regioselectivity by selective alkene substitution PubMed: Dual reactivity pattern of allenolates "on water": the chemical basis for efficient allenolate-driven organocatalytic systems PubMed: Catalytic enantioselective alkylative aldol reaction: efficient multicomponent assembly of dialkylzincs, allenic esters, and ketones toward highly functionalized delta-lactones with tetrasubstitute PubMed: Organocatalysis "on water". Regioselective [3 + 2]-cycloaddition of nitrones and allenolates PubMed: Metal-free access to fully substituted skipped diynes. An efficient chemodifferentiating A2BB' 4CR manifold PubMed: The asymmetric catalytic aldol reaction of allenolates with aldehydes using n-fluoroacyl oxazaborolidine as the catalyst PubMed: Intramolecular allenolate acylations in studies toward a synthesis of FR182877