2035-94-1

Basic information

• Product Name: BETA-ETHYLPHENETHYL ALCOHOL 98
• Synonyms: BETA-ETHYLPHENETHYL ALCOHOL 98;(±)-2-phenyl-butan-1-ol;1-Butanol, 2-phenyl;Benzeneethanol, beta-ethyl-;2-phenylbutane-1-ol;DL-BETA-ETHYLPHENETHYL ALCOHOL 98%;2-Phenylbutyl alcohol;DL-beta-Ethylphenethyl alcohol,98%
• CAS NO: 2035-94-1
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.21756
• EINECS: 218-003-2
• Mol File: 2035-94-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 234-236 °C(lit.)
• Flash Point: 215 °F
• Appearance: clear yellow liquid
• Density: 0.959 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0283mmHg at 25°C
• Refractive Index: n20/D 1.519(lit.)
• CAS DataBase Reference: BETA-ETHYLPHENETHYL ALCOHOL 98(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-ETHYLPHENETHYL ALCOHOL 98(2035-94-1)
• EPA Substance Registry System: BETA-ETHYLPHENETHYL ALCOHOL 98(2035-94-1)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 2035-94-1(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

(±)-2-Phenylbutanol is used as a reagent in the synthesis of carbamate derivatives of Felbamate (F231000), as potential anticonvulsant agents. (±)-2-Phenylbutanol is also used to prepare analogs of O-(2-phenylethyl)-N-phenylthiocarbamate which can serve as non-nucleoside HIV-1 reverse transcriptase inhibitors.

InChI:InChI=1/C10H14O/c1-2-9(8-11)10-6-4-3-5-7-10/h3-7,9,11H,2,8H2,1H3/t9-/m1/s1

Upstream product

• 99074-90-5 (2-ethyl-phenyl)-acetic acid amide 
• 96-09-3 styrene oxide 
• 2397-68-4 sodium tetraethylaluminate 
• 2039-93-2 1-ethylstyrene 
• 622-76-4 1-phenyl-1-butyne 
• 2439-43-2 (2RS)-2-phenylbutanal 
• 2294-71-5 methyl 2-phenylbutanoate 
• 64-17-5 ethanol 
• 90-26-6 2-phenylbutyramide 
• 108-88-3 toluene 
• 119-43-7 ethyl 2-phenylbutanoate 
• 97-93-8 triethylaluminum 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 872045-33-5 (1-methoxybut-1-en-2-yl)benzene 

Downstream Products

• 105263-17-0 Methyl-phosphonic acid (S)-2-phenyl-butyl ester (R)-2-phenyl-butyl ester 
• 105263-17-0 Methyl-phosphonic acid bis-((R)-2-phenyl-butyl) ester 
• 33442-47-6 (S)-2-phenylbutan-1-ol 
• 16460-75-6 (R)-2-phenyl-butan-1-ol 
• 172585-58-9 (S)-2-phenylbutyl acetate 
• 128126-09-0 (3,5-Dinitro-phenyl)-carbamic acid (R)-2-phenyl-butyl ester 
• 137037-10-6 (3,5-Dinitro-phenyl)-carbamic acid (S)-2-phenyl-butyl ester 
• 109114-13-8 (+/-)-2-phenylbutyl acetate 
• 93-55-0 1-phenyl-propan-1-one 
• 824-90-8 1-phenylbut-1-ene 
• 2039-93-2 1-ethylstyrene 
• 91246-80-9 (R,S)-2-phenylbutyl carbamate 
• 66050-89-3 (2R)-2-phenylbutyl (R)-α-methoxy-α-trifluoromethylphenylacetate 
• 66050-90-6 (2S)-2-phenylbutyl (R)-α-methoxy-α-trifluoromethylphenylacetate 

Relevant articles and documents

Ureide ring scission of phenobarbital by sodium borohydride.

-

syn-Selective Michael Reaction of α-Branched Aryl Acetaldehydes with Nitroolefins Promoted by Squaric Amino Acid Derived Bifunctional Br?nsted Bases

Here we describe a direct access to 2,2,3-trisubstituted syn γ-nitroaldehydes by addition of α-branched aryl acetaldehydes to nitroolefins promoted by a cinchona based squaric acid-derived amino acid peptide. Different α-methyl arylacetaldehydes react with β-aromatic and β-alkyl nitroolefins to afford the Michael adducts in high enantioselectivity and syn-selectivity. NMR experiments and DFT calculations predict the reaction to occur through the intermediacy of E-enolate. The interaction between the substrates and the catalyst follows Pápai's model, wherein an intramolecular H-bond interaction in the catalyst between the NH group of one of the tert-leucines and the squaramide oxygen seems to be key for discrimination of the corresponding reaction transition states.

Highly efficient NHC-iridium-catalyzed β-methylation of alcohols with methanol at low catalyst loadings

The methylation of alcohols is of great importance since a broad number of bioactive and pharmaceutical alcohols contain methyl groups. Here, a highly efficient β-methylation of primary and secondary alcohols with methanol has been achieved by using bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complexes. Broad substrate scope and up to quantitative yields were achieved at low catalyst loadings with only hydrogen and water as by-products. The protocol was readily extended to the β-alkylation of alcohols with several primary alcohols. Control experiments, along with DFT calculations and crystallographic studies, revealed that the ligand effect is critical to their excellent catalytic performance, shedding light on more challenging Guerbet reactions with simple alcohols. [Figure not available: see fulltext.].