acrolein dimer
3,4-dihydro-2H-pyran-2-carbaldehyde
 
Notes:
None found
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CAS Number: 100-73-2Picture of molecule3D/inchi
Other(deleted CASRN): 102265-26-9
ECHA EINECS - REACH Pre-Reg: 202-884-5
FDA UNII: 49SA3RBS5H
Nikkaji Web: J21.552J
Beilstein Number: 0107244
MDL: MFCD00059170
XlogP3-AA: 0.70 (est)
Molecular Weight: 112.12816000
Formula: C6 H8 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 185.00 to  186.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.708000 mmHg @ 25.00 °C. (est)
Flash Point: 164.00 °F. TCC ( 73.40 °C. ) (est)
logP (o/w): -0.388 (est)
Soluble in:
 alcohol
 water, 8.11e+004 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:
Santa Cruz Biotechnology
For experimental / research use only.
3,4-dihydro-2H-pyran-2-carbaldehyde ≥95%
Sigma-Aldrich: Aldrich
For experimental / research use only.
3,4-Dihydro-2H-pyran-2-carboxaldehyde 97%
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Safety Information:
Preferred SDS: View
 
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:
oral-rat LD50  4920 mg/kg
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-rat LC50 3225 ppm/4H
SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicologist. Vol. 13, Pg. 228, 1993.

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Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for acrolein dimer usage levels up to:
 not for fragrance use.
 
Recommendation for acrolein dimer 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 Substance Registry Services (TSCA): 100-73-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 60994
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3,4-dihydro-2H-pyran-2-carbaldehyde
Chemidplus: 0000100732
EPA/NOAA CAMEO: hazardous materials
RTECS: UP6825000 for cas# 100-73-2
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References:
 3,4-dihydro-2H-pyran-2-carbaldehyde
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 60994
Pubchem (sid): 135017998
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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
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 odor neutralizer 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
3,4-dihydro-(2H)-pyrane-2-carbaldehyde
2,3-dihydro-1,4-pyran-2-karboxaldehyd
3,4-dihydro-2H-pyran-2-carbaldehyde
3,4-dihydro-2H-pyran-2-carboxaldehyde
2-formyl-3,4-dihydro-2H-pyran
5-hexenal, 2,6-epoxy-
2-propenal dimer
 pyran aldehyde
2H-pyran-2-carboxaldehyde, 3,4-dihydro-
a-tolyl aldehyde dimethyl acetal
a-tolylaldehyde dimethyl acetal
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Articles:
Google Patents: Acrolein dimer production
PubMed: Lewis Acid-Catalyzed Synthesis of Benzofurans and 4,5,6,7-Tetrahydrobenzofurans from Acrolein Dimer and 1,3-Dicarbonyl Compounds
PubMed: Gut Microbial Glycerol Metabolism as an Endogenous Acrolein Source
PubMed: Acrolein in wine: importance of 3-hydroxypropionaldehyde and derivatives in production and detection
PubMed: Robinetinidol-(4beta-->8)-epigallocatechin 3-O-gallate, a galloyl dimer prorobinetinidin from Acacia mearnsii De Wild, effectively protects human neuroblastoma SH-SY5Y cells against a
PubMed: Decontamination of Minimally-Processed Fresh Lettuce Using Reuterin Produced by Lactobacillus reuteri
PubMed: Hydralazine inhibits rapid acrolein-induced protein oligomerization: role of aldehyde scavenging and adduct trapping in cross-link blocking and cytoprotection
PubMed: Reference Energies for Double Excitations
PubMed: Acrolein with an alpha, beta-unsaturated carbonyl group inhibits LPS-induced homodimerization of toll-like receptor 4
PubMed: Chemoprotectants for cancer chemotherapy
PubMed: Activation of Nrf2 attenuates delayed gastric emptying in obesity induced diabetic (T2DM) female mice
PubMed: Cinnamaldehyde disrupts biofilm formation and swarming motility of Pseudomonas aeruginosa
PubMed: To Be or Not to Be: Demystifying the 2nd-Quantized Picture of Complex Electronic Configuration Patterns in Chemistry with Natural Poly-Electron Population Analysis
PubMed: 3-hydroxypropionaldehyde: applications and perspectives of biotechnological production
PubMed: Effect of spermine-derived AGEs on oxidative stress and polyamine metabolism
PubMed: New insights into the half-of-the-sites reactivity of human aldehyde dehydrogenase 1A1
PubMed: Semi-grand canonical Monte Carlo simulation of the acrolein induced surface segregation and aggregation of AgPd with machine learning surrogate models
PubMed: Degradation and polymerization of monolignols by Abortiporus biennis, and induction of its degradation with a reducing agent
PubMed: Effect of pseudophosphorylation and cross-linking by lipid peroxidation and advanced glycation end product precursors on tau aggregation and filament formation
PubMed: Autocatalysis and organocatalysis with synthetic structures
PubMed: Nature and strength of C-HúúúO interactions involving formyl hydrogen atoms: computational and experimental studies of small aldehydes
PubMed: Synthesis and structural characterization of oaklin-catechins
PubMed: Ifosfamide and mesna: effects on the Na/H exchanger activity in renal epithelial cells in culture (LLC-PK1)
PubMed: Direct exposure of non-equilibrium atmospheric pressure plasma confers simultaneous oxidative and ultraviolet modifications in biomolecules
PubMed: Initiation of repair of DNA-polypeptide cross-links by the UvrABC nuclease
PubMed: Structure of polymeric polyphenols of cinnamon bark deduced from condensation products of cinnamaldehyde with catechin and procyanidins
PubMed: Quantitation of formaldehyde, acetaldehyde, and acetone in sidestream cigarette smoke by high-performance liquid chromatography
PubMed: Synthesis and biological evaluation of dimeric cinnamaldehydes as potent antitumor agents
PubMed: Initial steps of the peroxidase-catalyzed polymerization of coniferyl alcohol and/or sinapyl aldehyde: capillary zone electrophoresis study of pH effect
PubMed: Dithio-bis-mercaptoethanesulphonate (DIMESNA) does not prevent cellular damage by metabolites of ifosfamide and cyclophosphamide in LLC-PK1 cells
PubMed: Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes
PubMed: Purification and characterization of a novel lignin peroxidase from white-rot fungus Phanerochaete sordida YK-624
PubMed: Solvent Effects on Electronically Excited States Using the Conductor-Like Screening Model and the Second-Order Correlated Method ADC(2)
PubMed: Reaction of tobacco smoke aldehydes with human hemoglobin
PubMed: Synthesis of nonracemic allylic hydroxy phosphonates via alkene cross metathesis
PubMed: Arene-ruthenium complexes with salicyloxazolines: diastereoselective synthesis, configurational stability and applications as asymmetric catalysts for Diels-Alder reactions
PubMed: A new class of synthetic biological response modifiers: the methylfurylbutyrolactones (Nafocare B)
PubMed: Enhanced pi ... pi interactions in alpha,beta-unsaturated carbonyls
PubMed: Interaction of cyclophosphamide metabolites with membrane proteins: an in vitro study with rabbit liver microsomes and human red blood cells. Effect of thiols
PubMed: Non-adiabatic intramolecular and photodissociation dynamics studied by femtosecond time-resolved photoelectron and coincidence imaging spectroscopy
PubMed: Two stable Fenton oxidation products of cyclophosphamide (NSC-26271) as precursors of 4-hydroxycyclophosphamide (NSC-196562) under physiologic conditions
PubMed: Biologic activity of two derivatives and six possible metabolites of cyclophosphamide (NSC-26271)
PubMed: [Mechanism of thermal denaturation of native trypsin and trypsin modified by neutral soluble polymer]
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