6319-82-0

Usage

Chemical group

Ester

Physical state

Colorless liquid

Odor

Floral, sweet, and slightly fruity

Popular uses

Perfumes and cosmetics

Synthesis

Esterification of 2,2-diphenylethanol with acetic acid

Safety

Relatively safe for use in cosmetic and fragrance products

Usage

Fragrance additive in various consumer goods

Desirability

Contributing to its widespread use in the fragrance industry due to its pleasant odor and stability.

Upstream product

• 1883-32-5 2,2-diphenyl ethanol 
• 108-24-7 acetic anhydride 
• 67069-87-8 3,3,4,4-tetraphenyl-β-thiolactone 
• 947-91-1 Diphenylacetaldehyde 
• 108-86-1 bromobenzene 
• 96-09-3 styrene oxide 
• 6944-27-0 2,2-diphenylethyl 4-methylbenzenesulfonate 
• 64-19-7 acetic acid 

Downstream Products

• 10605-46-6 1,1-bis(4-nitrophenyl)ethylene 
• 116868-97-4 2,2-bis(4'-nitrophenyl)ethyl acetate 
• 116868-98-5 2,2-bis(4'-nitrophenyl)ethan-1-ol 
• 116869-00-2 2,2-bis(4-nitrophenyl)ethyl carbonochloridate 
• 138296-35-2 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-glycine 
• 138296-50-1 Chlorocarbonylmethyl-carbamic acid 2,2-bis-(4-nitro-phenyl)-ethyl ester 
• 138296-25-0 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-α-aminoisobutyric acid 
• 138296-43-2 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-serine 
• 138296-48-7 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-valine 
• 138296-41-0 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-L-norvaline 
• 138296-51-2 ((S)-1-Chlorocarbonyl-2-methyl-propyl)-carbamic acid 2,2-bis-(4-nitro-phenyl)-ethyl ester 
• 117367-99-4 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-leucine 
• 138296-46-5 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-threonine 
• 138296-42-1 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-proline 

Relevant academic research and scientific papers

Substituent Effect Studies of Aryl-Assisted Solvolyses. I. The Acetolysis of 2,2-Bis(substituted phenyl)ethyl p-Toluenesulfonates

The substituent effect on the acetolysis of 2,2-bis(substituted phenyl)ethyl p-toluenesulfonates at 90.10 deg C can be described accurately in terms of the Yukawa-Tsuno (LArSR) relationship, giving a ρ value of -4.44 and an r value of 0.53. The substituent effect correlation of this system carrying two aryls is quite comparable to that of the 2-methyl-2-phenylpropyl system carrying a single aryl group, suggesting the close similarity in the structure of the transition states between the systems. The results can be reasonably accounted for on the basis of the accepted mechanism of this reaction, involving a rate-determining aryl-assisted transition state where only one aryl group of the two β-aryl groups participates.

A base labile protecting group for peptide synthesis: 2,2,-Bis(4'-nitrophenyl)ethan-1-oxycarbonyl urethanes

A base labile urethane (Bnpeoc) group derived from 2,2,-bis(4'-nitrophenyl)ethan-1-ol has been developed as an amine protecting group. This protecting group may be cleaved using the reagents DBN, DBU, DBU/HOAc and piperidine. The preparations of N(α)-Bnpeoc amino acids and applications to peptide/glycopeptide synthesis are described.

Studies on the Reaction of 3,3,4,4-Tetraphenylthietan-2-one

The chemical reactivity of 3,3,4,4-tetraphenylthietan-2-one (3,3,4,4-tetraphenyl-β-thiolactone, 5) toward nucleophilic, reducing, and oxidizing reagents has been investigated.Compound 5 is relatively inert toward nucleophiles (1-butanethiol, sodium hydroxide, sodium methoxide).The only product obtained from these reactions which cannot be readily attributed to initial thermal fragmentation of the ring is tetraphenylethylene (10).Treatment of 5 with the strong reducing reagent LiAlH4 gave four products upon workup: 2,2,3,3-tetraphenyl-1-propanol (19), 2,2,3,3-tetraphenylpropyl acetate (20), 1,1,3,3-tetraphenyl-2-propanone (7), and 1,1,3-triphenyl-2-indanone (21).The substituted acetone 7 was also obtained when DIBAL was added to 5.Desulfurization experiments with Raney nickel and cobalt catalysts consistently gave 10 in varying amounts.In addition to the alkene 10, compounds 7, 21, and 2,2,3-triphenyl-4,5,6,7-tetrahydro-1-indanone (26) were also isolated with W-2 Raney nickel.Finally, oxidation of 5 with m-chloroperbenzoic acid gave the novel mixed carboxylic-sulfinic acid anhydride (32).This molecule is of particular interest in light of the previous difficulty encountered in the preparation of this class of compounds.Many of the products obtained in these reactions are not those expected based upon previous studies of β-thiolactones.Potential pathways for the origin of the compounds obtained are suggested.