3-(2-Furyl)acrolein

Base Information

• Chemical Name: 3-(2-Furyl)acrolein
• CAS No.: 39511-08-5
• Molecular Formula: C7H6 O2
• Molecular Weight: 122.123
• European Community (EC) Number: 210-785-3,628-201-4
• NSC Number: 26338,2061
• UN Number: 1759
• UNII: SSQ86U3DRP
• DSSTox Substance ID: DTXSID9049295
• Nikkaji Number: J626.932J,J95.515I
• Wikidata: Q27289372
• ChEMBL ID: CHEMBL1994615
• Mol file: 39511-08-5.mol

Synonyms:3-(2-Furyl)acrolein;623-30-3;2-Furanacrolein;(E)-3-(Furan-2-yl)acrylaldehyde;39511-08-5;3-(Furan-2-yl)acrylaldehyde;trans-3-(2-Furyl)acrolein;2-Propenal, 3-(2-furanyl)-;Furyl acrolein;BETA-2-FURYLACROLEIN;3-(2-Furyl)acrylaldehyde;NSC 2061;Furyl acrolein, 2-;FEMA No. 2494;3-(alpha-Furyl)propenal;(E)-3-(furan-2-yl)prop-2-enal;NSC 26338;beta-2-Furanacrolein;CCRIS 3776;3-(2-Furanyl)-2-propenal;3-(2-Furyl)acrolien [FHFI];3-(2-Furyl)-2-propen-1-al;3-(2-Furyl)propenal;.beta.-2-Furylacrolein;NSC-2061;(2E)-3-(2-Furanyl)-2-propenal;EINECS 210-785-3;UNII-SSQ86U3DRP;NSC-26338;SSQ86U3DRP;trans-beta-2-Furylacrolein;3-(.alpha.-Furyl)propenal;BRN 0107570;2-Propenal, 3-(2-furanyl)-, (E)-;(E)-3-(2-Furyl)acrolein;2-Propenal, 3-(2-furanyl)-, (2E)-;3-(furan-2-yl)prop-2-enal;AI3-00703;DTXSID9049295;MFCD00003256;5-17-09-00570 (Beilstein Handbook Reference);(2E)-3-(furan-2-yl)prop-2-enal;2-Furyl acrolein;3-(2-Furyl)-2-propenal;(2E)-3-(2-furyl)acrylaldehyde;3-(2-Furyl)acrylaldehyd;.beta.-(2-Furyl)acrolein;(e)-3-(2-furyl)propenal;SCHEMBL560499;SCHEMBL560500;(2E)-3-(2-furyl)acrolein;CHEMBL1994615;DTXCID8029151;3 - (2 - furyl)acrylaldehyde;NSC2061;CHEBI:173468;(E)-3-(uran-2-yl)prop-2-enal;NSC26338;Tox21_202896;trans-3-(2-Furyl)acrolein, 97%;(E)-3-(furan-2-yl)-acrylaldehyde;STK397886;TRANS-.BETA.-2-FURYLACROLEIN;AKOS000268562;CS-W013561;3-(2-Furyl)acrolein, >=99%, FG;NCGC00260442-01;AS-15961;CAS-39511-08-5;LS-168956;F0181;EN300-50843;EN300-270442;O10885;J-640075;J-800077;Q27289372;F0401-0096;Z3219926044

Chemical Property of 3-(2-Furyl)acrolein

Chemical Property:

• Vapor Pressure: 0.0351mmHg at 25°C
• Melting Point: 49-55oC(lit.)
• Refractive Index: 1.5286 (estimate)
• Boiling Point: 143 °C37 mm Hg(lit.)
• Flash Point: 211 °F
• PSA: 30.21000
• Density: 1.104g/cm³
• LogP: 1.49170
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 122.036779430
• Heavy Atom Count: 9
• Complexity: 118
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

trans-3-(2-Furyl)acrolein 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: C1=COC(=C1)C=CC=O
• Isomeric SMILES: C1=COC(=C1)/C=C/C=O
• 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.

Technology Process of 3-(2-Furyl)acrolein

There total 4 articles about 3-(2-Furyl)acrolein which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

1-(furan-2-yl)-2-propen-1-ol (119619-38-4) → furfural (98-01-1) + (E)-3-(2-furanyl)-2-propenal (39511-08-5)

Guidance literature:

With periodic acid; pyridinium chlorochromate; In acetonitrile; at 0 - 20 ℃; for 2h; stereoselective reaction;

DOI:10.1016/j.tetlet.2016.07.076

Reference yield: 20.0%

furfural (98-01-1) → (2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + (E)-3-(2-furanyl)-2-propenal (39511-08-5)

Guidance literature:

With Lithium enolate of the acetaldehyde; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4020(01)85994-9

Reference yield:

(E)-8-(furan-2-yl)-6-hydroxy-2-methylocta-2,7-dien-4-one → 4-methyl-pent-3-en-2-one (141-79-7) + (E)-3-(2-furanyl)-2-propenal (39511-08-5) + (S)-(E)-8-(furan-2-yl)-6-hydroxy-2-methylocta-2,7-dien-4-one

Guidance literature:

With aldolase type I antibody 84G₃; phophate buffer; In acetonitrile; at 20 ℃; for 21h; pH=7.4; Further Variations:; Reagents; Kinetics;

DOI:10.1021/ja043925d

upstream raw materials:

furfural

N-((3E,5E)-6-(furan-2-yl)hexa-3,5-dien-1-ynyl)-N,4-dimethylbenzenesulfonamide

Nitrosobenzene

1-(furan-2-yl)-2-propen-1-ol

Downstream raw materials:

4-(3t-[2]furyl-allylidene)-2-phenyl-4H-oxazol-5-one

5-(3t-[2]furyl-allylidene)-2-thioxo-thiazolidin-4-one

isonicotinic acid-(3t-[2]furyl-allylidenehydrazide)

5-(3-furan-2-yl-allylidene)-2-thioxodihydropyrimidine-4,6-dione

Refernces

• 1、 Gawade, Sagar Ashok,Huple, Deepak B.,Liu, Rai-Shung. "Zn(II)- or Ag(I)-catalyzed 1,4-metathesis reactions between 3-en-1-ynamides and nitrosoarenes". . p. 2978 - 2981. Retrieved 2014/03/21.
• 2、 Nunno, L. Di.,Scilimati, A.. "SELECTIVE REDUCTION OF ALDEHYDES TO THE CORRESPONDING PRIMARY ALCOHOLS BY LITHIUM ENOLATE OF ACETALDEHYDE". . p. 3639 - 3644. Retrieved 2007/10/02.