39511-08-5

Basic information

• Product Name: 3-(2-FURYL)ACROLEIN
• Synonyms: B-(2-FURFURYLIDENE)ACETALDEHYDE;B-(2-FURYL)ACROLEIN;AKOS BBS-00003241;2-FURYL ACROLEIN;3-(2-FURYL)ACROLEIN;3-(2-FUROYL)ACROLEIN;3-(2-FURYL)PROPENAL;(E)-3-(furan-2-yl)acrylaldehyde
• CAS NO: 39511-08-5
• Molecular Formula: C₇H₆O₂
• Molecular Weight: 122.12
• EINECS: 210-785-3
• Product Categories: Aldehydes;Building Blocks;C4 to C7;C7;Carbonyl Compounds;Chemical Synthesis;Furans;Heterocyclic Building Blocks;Organic Building Blocks
• Mol File: 39511-08-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 49-55 °C(lit.)
• Boiling Point: 143 °C37 mm Hg(lit.)
• Flash Point: 211 °F
• Appearance: /
• Density: 1.1483 (rough estimate)
• Vapor Pressure: 0.0351mmHg at 25°C
• Refractive Index: 1.5286 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: 3-(2-FURYL)ACROLEIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-FURYL)ACROLEIN(39511-08-5)
• EPA Substance Registry System: 3-(2-FURYL)ACROLEIN(39511-08-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 1759 8/PG 2
• WGK Germany: 3
• RTECS: LT8528500
• Hazardous Substances Data: 39511-08-5(Hazardous Substances Data)

Usage

Uses

(E)-3-(Furan-2-yl)acrylaldehyde is a useful reagent in the synthesis of highly substituted tetrahydrofurans and tetrahydropyrans using double Michael addition strategy. A synthesis intermediate.

InChI:InChI=1/C7H6O2/c8-5-1-3-7-4-2-6-9-7/h1-6H/b3-1+

Upstream product

• 119619-38-4 1-(furan-2-yl)-2-propen-1-ol 
• 1562381-54-7 N-((3E,5E)-6-(furan-2-yl)hexa-3,5-dien-1-ynyl)-N,4-dimethylbenzenesulfonamide 
• 586-96-9 Nitrosobenzene 
• 98-01-1 furfural 

Downstream Products

• 26908-23-6 3-furan-2-yl-propan-1-ol 
• 4428-38-0 3-(furan-2-yl)propan-1-amine 
• 4543-51-5 3-(2-furyl)propionaldehyde 
• 76041-89-9 1,6-dioxa[4,4]spirononane 
• 767-08-8 3-(tetrahydrofuran-2-yl)propan-1-ol 
• 142-82-5 n-heptane 
• 40646-07-9 heptane-1,4-diol 
• 3920-53-4 heptane-1,4,7-triol 
• 4433-34-5 11t-[2]furyl-undeca-2t,4t,6t,8t,10-pentaenal 
• 863970-30-3 (R)-3-(furan-2-yl)-3-phenylpropanal 
• 124918-14-5 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one 
• 99395-91-2 1-benzyl-3β-(4(S)-phenyloxazolidin-2-one-3-yl)-4β-(3-methoxystyryl)azetidin-2-one 
• 1032429-63-2 C₂₄H₂₂O₆ 
• 1221487-84-8 cis-1,4(R)-diphenyl-3(S)-(furan-2-yl)cyclopent-1-ene 

Relevant articles and documents

Expanding the scope of the Babler–Dauben oxidation: 1,3-oxidative transposition of secondary allylic alcohols

We report the catalytic chromium-mediated oxidation of secondary allylic alcohols to give α,β-unsaturated aldehydes with exclusive (E)-stereoselectivity. This facile procedure employs catalytic PCC (5?mol?%) and periodic acid (H5IO6) as a co-oxidant. This transformation occurs specifically with aromatic substituted allyl alcohols containing both electron withdrawing and electron donating substituents as well as a range of functional groups.

A catalytic asymmetric bioorganic route to enantioenriched tetrahydro- and dihydropyranones

A conceptually novel approach to hetero Diels-Alder adducts of carbonyl compounds is described using as the key steps an antibody-mediated kinetic resolution of hydroxyenones followed by a ring-closure process. Various β-hydroxyenones proved to be very good substrates for antibodies 84G3- and 93F3-catalyzed retro-aldol reactions, allowing the preparation of highly enantiomerically enriched (up to 99% ee) precursors of pyranones. An attractive feature of this methodology is the possibility to convert these acyclicenantioenriched β-hydroxyenones into tetrahydropyranones by a conventional Michael-type addition procedure or into the corresponding dihydropyranones using an alternative palladium-catalyzed oxidative ring closure. For the palladium-mediated cyclization, a biphasic system has been implemented that allows the direct preparation of enantiopure dihydropyranones from the corresponding racemic aldol precursors using a sequential antibody-resolution/palladium-cyclization strategy, without isolation of the intermediate enantioenriched hydroxyenones. This bioorganic route is best applied to the preparation of hetero Diels-Alder adducts otherwise derived from less nucleophilic dienes and unactivated dienophiles.