80735-94-0

Basic information

• Product Name: 1-PHENYL-3-BUTEN-1-OL
• Synonyms: phenylbutenol;4-PHENYL-1-BUTEN-4-OL;1-PHENYL-3-BUTENE-1-OL;1-PHENYL-3-BUTEN-1-OL
• CAS NO: 80735-94-0
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• Mol File: 80735-94-0.mol
• Article Data: 638

Chemical Properties

• Boiling Point: 234 °C(lit.)
• Flash Point: 217 °F
• Appearance: /
• Density: 0.992 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.53(lit.)
• CAS DataBase Reference: 1-PHENYL-3-BUTEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-3-BUTEN-1-OL(80735-94-0)
• EPA Substance Registry System: 1-PHENYL-3-BUTEN-1-OL(80735-94-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 2
• Hazardous Substances Data: 80735-94-0(Hazardous Substances Data)

Usage

Description

1-PHENYL-3-BUTEN-1-OL, also known as 4-Phenyl-1-buten-4-ol, is an organic compound that serves as a valuable building block in the synthesis of various pharmaceutical compounds.
Used in Pharmaceutical Industry:
1-PHENYL-3-BUTEN-1-OL is used as a synthetic building block for the production of (R)-2,3-Dihydro-2-phenyl-4H-1-benzopyran-4-one (H447850), which is an impurity of Propafenone (P757500). Propafenone is a sodium channel blocker and an antiarrhythmic (class IC) compound, utilized in the treatment of cardiac arrhythmias. The synthesis of 1-PHENYL-3-BUTEN-1-OL plays a crucial role in ensuring the purity and efficacy of Propafenone as a medication.

Upstream product

• 556-56-9 allyl iodid 
• 100-52-7 benzaldehyde 
• 106-95-6 allyl bromide 
• 1730-25-2 allylmagnesium bromide 
• 139284-72-3 4-trimethylsiloxy-4-phenyl-1-butene 
• 53317-08-1 9-allyl-9-bora-bicyclo[3.3.1]nonane 
• 4873-09-0 allyl tosylate 
• 51851-76-4 allyl(dibutyl)borane 
• 762-73-2 trimethyl(allyl)stannane 
• 107-05-1 3-chloroprop-1-ene 
• 14506-31-1 4-Phenyl-4-(triethylstannyloxy)-but-1-en 
• 69161-61-1 2-(prop-2-en-1-yloxy)oxane 
• 96-09-3 styrene oxide 
• 73476-18-3 1-benzenesulfonyl-2-trimethylsilylethane 

Downstream Products

• 71052-93-2 1-phenyl-1,4-dibromobutane 
• 943621-73-6 4-phenylbutane-1,2,4-triol 
• 132587-07-6 1-phenylbut-3-enyl acetate 
• 70241-16-6 4-tert-Butylphosphanyl-1-phenyl-butan-1-ol 
• 65760-64-7 4-(tert.-Butylamino)-1-phenyl-1,3-butandiol 
• 62296-25-7 4-(1,1-dimethylethylthio)-1-phenyl-1-butanol 
• 1026576-66-8 C₁₁H₁₁ClO₂ 
• 130279-54-8 diethyl 1-phenylbut-3-enyl phosphite 
• 80696-76-0 N-(1-phenylbut-3-en-1-yl)glutarimide 
• 73157-68-3 6-hydroxy-(1-phenylbut-3-en-1-yl)-2-piperidinone 
• 134370-26-6 2-(3-Methyl-4,5-dihydro-isoxazol-5-yl)-1-phenyl-ethanol 
• 133699-08-8 C₁₅H₂₆OSi₂ 
• 53847-13-5 3-hydroxy-3-phenylhexa-1,5-diene 
• 122293-92-9 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-phenyl-but-3-enyl ester 

Relevant articles and documents

The Mechanism of the Palladium-catalysed Reaction of Allylic Acetates with Carbonyl Compounds via Electrochemical Reduction

The mechanism of Pd-catalysed reaction of allylic acetates with carbonyl compounds in the presence of zinc chloride via electroreduction is reported.

Synthesis of 4-aminotetrahydropyran scaffolds for drug discovery

Functionalised tetrahydropyran scaffolds were prepared using a tethered enol-ether Prins cyclisation and elaborated to show their potential use in library synthesis. The key 4-hydroxytetrahydropyran scaffold could be readily manipulated to the 4-azidotetr

Synthesis of a new C2-symmetric chirat diol: Application to asymmetric allylboration.

New C2-symmetric chiral diol 1b was prepared from diol 3a, by a thionyl chloride mediated double elimination, hydrogenation and deprotection sequence. A comparative study of the asymmetric allylboration of benzaldehyde with the allylboronates 1

Simultaneous coordination and double activation phenomena of carbonyl and epoxy oxygen by bis-titanium reagent as a bidentate lewis acid catalyst

The new bidentate Ti catalyst, (anthraquinone-1,8- dioxy)bis(triisopropoxy-titanium) (1) can be successfully designed and utilized for the simultaneous coordination to carbonyl substrates. The high double-activation ability of the bidentate Ti catalyst 1 toward carbonyls is emphasized using several synthetic examples in comparison with the corresponding monodentate Ti catalyst. The intermediary coordination complex formation of bidentate 1 with DMF or epoxycyclohexane as a carbonyl or epoxy substrate is characterized by 13C NMR spectroscopy.

Isostructural mesoporous ionic crystals as a tunable platform for acid catalysis

Eleven isostructural mesoporous ionic crystals (meso-PICs) are synthesized. The initial activities of the Barbier-Grignard reaction, which is a typical C-C bond formation reaction, catalyzed by the meso-PICs are dependent on the acid dissociation constant

Structure-activity relationship of formamides as organocatalysts: The significance of formamide structure and conformation

The impact of the structure and conformation of formamides as organocatalysts was investigated and reported herein as a structure-activity relationship. Selected formamides and some amides were evaluated for their ability to activate allyltrichlorosilane

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.

Photocatalytic Umpolung Synthesis of Nucleophilic π-Allylcobalt Complexes for Allylation of Aldehydes

The concept of "umpolung"reactivity of π-allylmetal complexes has been developed as a powerful method for the allylation of aldehydes. This paper describes the photocatalytic umpolung strategy for the synthesis of nucleophilic allylcobalt complexes through a single-electron-transfer (SET) process. This strategy enables the metallaphotoredox allylation of carbonyls with allyl acetate using organic N,N-diisopropylethylamine as the terminal reductant bypassing the use of a stoichiometric amount of metals. Ultraviolet-visible spectroscopy was used to monitor the redox changes of cobalt in the reaction.