90925-49-8

Basic information

• Product Name: 2-phenylbutane-2,3-diol
• CAS NO: 90925-49-8
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.217
• Mol File: 90925-49-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 305.3°C at 760 mmHg
• Flash Point: 147.2°C
• Density: 1.097g/cm³
• Vapor Pressure: 0.000364mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2-phenylbutane-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylbutane-2,3-diol(90925-49-8)
• EPA Substance Registry System: 2-phenylbutane-2,3-diol(90925-49-8)

Safety Data

• Hazardous Substances Data: 90925-49-8(Hazardous Substances Data)

Usage

General Description

2-Phenylbutane-2,3-diol is a chemical compound with the molecular formula C10H14O2. It is a colorless, viscous liquid with a sweet, floral odor, and is commonly used as a fragrance ingredient in perfumes and other personal care products. It is also used as a flavoring agent in the food industry. Additionally, 2-phenylbutane-2,3-diol has antimicrobial properties, making it a popular ingredient in antiseptic and disinfectant products. It is synthesized through the reaction of phenylacetaldehyde with formaldehyde, and is considered a safe and non-toxic compound when used in accordance with regulations and guidelines.

Upstream product

• 100-59-4 phenylmagnesium chloride 
• 513-86-0 3-hydroxy-2-butanon 
• 135-98-8 sec-Butylbenzene 
• 4564-83-4 threo-3-hydroxy-3-phenyl-2-butyl acetate 
• 4564-83-4 erythro-3-hydroxy-3-phenyl-2-butyl acetate 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 767-99-7 2-phenylbut-2-ene 
• 75-07-0 acetaldehyde 
• 98-86-2 acetophenone 
• 75-16-1 methylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 
• 94296-51-2 N,N-Diethylglycin-<1-benzoyl-ethylester> 
• 60-29-7 diethyl ether 
• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 

Downstream Products

• 151716-10-8 (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane 
• 769-59-5 3-phenyl-butan-2-one 
• 75-07-0 acetaldehyde 
• 98-86-2 acetophenone 
• 95971-81-6 2,2,r-4,t-5-tetramethyl-t-4-phenyl-1,3-dioxolane 
• 95971-81-6 2,2,r-4,c-5-tetramethyl-t-4-phenyl-1,3-dioxolane 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 
• 611-70-1 phenyl isopropyl ketone 

Relevant articles and documents

Regioselective 1,2-Diol Rearrangement by Controlling the Loading of BF3·Et2O and Its Application to the Synthesis of Related Nor-Sesquiterene- and Sesquiterene-Type Marine Natural Products

The regiocontrolled rearrangement of 1,2-diols has been achieved by controlling the loading of BF3·Et2O. Its applicability is showcased by the divergent synthesis of austrodoral, austrodoric acid, and 8-epi-11-nordriman-9-one, as well as a formal synthesis of siphonodictyal B and liphagal. A new light is shed on piancol-type rearrangements that will be useful in diversity-oriented synthesis of related natural products.

Mg-promoted mixed pinacol coupling

Mg-promoted reduction of a mixture of aromatic ketones (or imines) and aliphatic carbonyl compounds in N,N-dimethylformamide (DMF) brought about unique mixed pinacol type of cross coupling to give unsymmetrical vicinal diols (or amino alcohols) or α-hydroxyketones in good to moderate yields. The reaction may be initiated by electron transfer from magnesium metal to an aromatic carbonyl compound possessing a less negative reduction potential. The difference of reduction potential between aromatic ketones (or imines) and aliphatic carbonyl compounds was found to be one of the important key factors in this selective cross coupling.