6398-51-2

Basic information

• Product Name: 4-(2-FURYL)-1-BUTEN-4-OL 97
• Synonyms: 4-(2-FURYL)-1-BUTEN-4-OL 97;2-FuranMethanol, a-2-propenyl-;α-2-propen-1-yl-2-FuranMethanol;1-(2-Furyl)-3-butenol;2-(1-Hydroxy-3-butenyl)furan;alpha-(2-Propenyl)-2-furanmethanol;alpha-Allylfurfuryl alcohol;NSC 75454
• CAS NO: 6398-51-2
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• Mol File: 6398-51-2.mol
• Article Data: 155

Chemical Properties

• Boiling Point: 204-205 °C(lit.)
• Flash Point: 185 °F
• Appearance: /
• Density: 1.06 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.445mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• PKA: 13.89±0.20(Predicted)
• CAS DataBase Reference: 4-(2-FURYL)-1-BUTEN-4-OL 97(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-FURYL)-1-BUTEN-4-OL 97(6398-51-2)
• EPA Substance Registry System: 4-(2-FURYL)-1-BUTEN-4-OL 97(6398-51-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• Hazardous Substances Data: 6398-51-2(Hazardous Substances Data)

Usage

General Description

4-(2-FURYL)-1-BUTEN-4-OL 97 is a chemical compound with the formula C8H10O2. It is a furan derivative with a 2-furyl group and a buten-4-ol chain. 4-(2-FURYL)-1-BUTEN-4-OL 97 is often used as a flavoring agent, imparting a sweet, sweet, burnt caramel and vanilla-like aroma to food and beverages. It is commonly found in many natural food sources, including coffee, baked goods, and cereal grains. Additionally, it is utilized in the production of fragrances and perfumes for its pleasant and unique scent. Furthermore, 4-(2-FURYL)-1-BUTEN-4-OL 97 is used in chemical synthesis as a versatile reagent for creating other organic compounds. Overall, this chemical compound has a wide range of applications in the food, fragrance, and chemical industries due to its distinctive flavor and aroma characteristics.

InChI:InChI=1/C8H10O2/c1-2-4-7(9)8-5-3-6-10-8/h2-3,5-7,9H,1,4H2

Upstream product

• 98-01-1 furfural 
• 1730-25-2 allylmagnesium bromide 
• 24850-33-7 allyltributylstanane 
• 132017-23-3 C₁₅H₃₂BrSb 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 191732-48-6 (E)-(3-bromoprop-1-en-1-yl)tributylstannane 
• 113505-00-3 2-[(prop-2-en-1-yloxy)methyl]furan 
• 7393-43-3 tetraallyl tin 
• 108-24-7 acetic anhydride 
• 591-87-7 Allyl acetate 
• 107-37-9 allyltrichlorosilane 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1453-62-9 2-furaldehyde dimethyl acetal 

Downstream Products

• 119678-68-1 (R)-1-furan-2-yl-but-3-en-1-ol 
• 6398-51-2 (S)-1-(2-furyl)-3-buten-1-ol 
• 517907-50-5 (R)-(+)-1-(2-furyl)but-3-en-1-yl acetate 
• 1310817-48-1 (2S,6aS,10aR,10bS)-2-(furan-2-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione 
• 634196-54-6 6-hydroxy-2-allyl-2H-pyran-3(6H)-one 
• 898551-97-8 (S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol 
• 898552-00-6 (2S,6R)-2-Allyl-6-[(2R,4aR,6S,7R,8aS)-7-(tert-butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-6-methoxy-6H-pyran-3-one 
• 898552-04-0 (2R,4aR,5aS,6aR,8S,9R,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol 
• 898552-05-1 (2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol 
• 898552-03-9 (2R,4aR,5aS,6aR,8S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-decahydro-1,3,5,7,11-pentaoxa-naphthacen-9-one 
• 898552-02-8 (2S,6R)-2-Allyl-6-((2R,4aR,6S,7R,8aS)-7-hydroxy-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-6-methoxy-6H-pyran-3-one 

Relevant articles and documents

Bispalladacycle Catalyzed Nucleophilic Enantioselective Allylation of Aldehydes by Allylstannanes

Enantiopure homoallylic secondary alcohols are very important synthetic building due to the versatility of the hydroxyl and olefin moieties. A key strategy to prepare them is by nucleophilic allylation of aldehydes. A large number of catalyst concepts emerged that allow for high enantioselectivity. Still, in many target-oriented syntheses of complex structures stoichiometric methods are preferred over catalytic ones. The need for high catalyst loadings and long reaction times, plus unsatisfying reproducibility and substrate scopes are reasons for that. In the present study we report the first palladium catalysts capable of controlling asymmetric nucleophilic allylations of aldehydes with allyltributyltin. TONs up to 620 were achieved, which is significantly higher than for any other reported catalyst. The method is also tolerating electronically and sterically unfavorable substrates. We show that a transmetallation occurs, favoring an η1-allyl coordination mode with the bispalladacycles. In contrast, for the corresponding monopalladacycle an unproductive η3 coordination is dominant.

Indium-mediated allylation of carbonyl compounds in deep eutectic solvents

This study describes, for the first time, the in situ generation of indium organometallic reagents in environmentally friendly deep eutectic solvents (DESs). The allylation process of different carbonyl compounds is achieved mediated by indium metal and u

Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates

Carbonyl allylation reactions constitute an important step in the formation of carbon-carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.