allenolic acid
6-hydroxy-2-naphthalenepropanoic acid
 
Notes:
None found
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CAS Number: 553-39-9Picture of molecule3D/inchi
FDA UNII: I2MQT1CC3H
Nikkaji Web: J11.552E
XlogP3: 2.60 (est)
Molecular Weight: 216.23624000
Formula: C13 H12 O3
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for allenolic acid usage levels up to:
 not for fragrance use.
 
Recommendation for allenolic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 96227
National Institute of Allergy and Infectious Diseases: Data
 3-(6-hydroxynaphthalen-2-yl)propanoic acid
Chemidplus: 0000553399
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References:
 3-(6-hydroxynaphthalen-2-yl)propanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 96227
Pubchem (sid): 135053866
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C14613
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 elecampene
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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-
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Articles:
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
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