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

• 100-52-7 benzaldehyde 
• 1730-25-2 allylmagnesium bromide 
• 107-05-1 3-chloroprop-1-ene 
• 108-94-1 cyclohexanone 
• 106-95-6 allyl bromide 
• 75863-14-8 2-Propenyltitanium triisopropoxide 
• 112852-87-6 Allyl-((1S,2S,3S,5R)-2-methoxymethyl-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-dimethyl-silane 
• 95978-76-0 allyldiisobutylaluminium 
• 107-18-6 allyl alcohol 
• 98-86-2 acetophenone 
• 82044-44-8 diethyl benzyl(prop-2'-en-1'-yl)propanedioate 
• 762-72-1 allyl-trimethyl-silane 
• 56318-28-6 (bis(allyloxy)methyl)benzene 
• 220302-07-8 (Z)-3-bromo-1-iodopropene 

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 
• 1026576-66-8 C₁₁H₁₁ClO₂ 
• 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 
• 111268-67-8 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran 
• 22039-97-0 4-methoxy-4-phenyl-1-butene 
• 4850-50-4 1-phenyl-butane-1,4-diol 
• 2833-34-3 (S)-1-phenyl-3-buten-1-yl acetate 
• 181227-42-9 (+)-(R)-1-phenylbut-3-en-1-yl acetate 
• 188580-97-4 1-phenylbut-3-enyl tosylcarbamate 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 

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

Structure-Activity Studies of Truncated Latrunculin Analogues with Antimalarial Activity

Malarial parasites employ actin dynamics for motility, and any disruption to these dynamics renders the parasites unable to effectively establish infection. Therefore, actin presents a potential target for malarial drug discovery, and naturally occurring actin inhibitors such as latrunculins are a promising starting point. However, the limited availability of the natural product and the laborious route for synthesis of latrunculins have hindered their potential development as drug candidates. In this regard, we recently described novel truncated latrunculins, with superior actin binding potency and selectivity towards P. falciparum actin than the canonical latrunculin B. In this paper, we further explore the truncated latrunculin core to summarize the SAR for inhibition of malaria motility. This study helps further understand the binding pattern of these analogues in order to develop them as drug candidates for malaria.

Photoredox Allylation Reactions Mediated by Bismuth in Aqueous Conditions

Organometallic allylic reagents are widely used in the construction of C?C bonds by Barbier-type reactions. In this communication, we have described a photoredox Barbier allylation of aldehydes mediated by bismuth, in absence of other metals as co-reductants. Mild reaction conditions, tolerance of oxygen, and use of aqueous solvent make this photoredox methodology attractive for green and sustainable synthesis of homoallylic alcohols.