20017-67-8

Basic information

• Product Name: 3,3-Diphenylpropanol
• Synonyms: 3,3-DIPHENYL-1-PROPANOL;3,3-DIPHENYLPROPANOL;1-Propanol, 3,3-diphenyl-;3,3-DIPHENYL-1-PROPANOL CORPORATION STANDARD 96+%;3,3-DIPHENYL-1-PROPANOL-PHENYLBENZENEPROPANOL;3,3-Dimethyl-1-propanol;3,3-Diphenyl-1-propanol 98%
• CAS NO: 20017-67-8
• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.29
• EINECS: 243-466-2
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 20017-67-8.mol
• Article Data: 43

Chemical Properties

• Melting Point: 20-22 °C(Solv: heptane (142-82-5))
• Boiling Point: 185 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.067 g/mL at 25 °C(lit.)
• Vapor Pressure: 9.38E-05mmHg at 25°C
• Refractive Index: n20/D 1.584(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• PKA: 14.97±0.10(Predicted)
• CAS DataBase Reference: 3,3-Diphenylpropanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Diphenylpropanol(20017-67-8)
• EPA Substance Registry System: 3,3-Diphenylpropanol(20017-67-8)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 20017-67-8(Hazardous Substances Data)

Usage

Uses

3,3-Diphenyl-1-propanol has been used in the preparation of novel and very potent prostacyclin (PGI2) agonists.

Synthesis Reference(s)

Canadian Journal of Chemistry, 65, p. 2734, 1987 DOI: 10.1139/v87-455Synthetic Communications, 24, p. 591, 1994 DOI: 10.1080/00397919408012636

General Description

3,3-Diphenyl-1-propanol undergoes cobalt-catalyzed hydroformylation reaction to give the corresponding aldehyde and 1,1-diphenylethylene.

InChI:InChI=1/C15H16O/c16-12-11-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15-16H,11-12H2

Upstream product

• 75-21-8 oxirane 
• 1016-09-7 benzhydryl methyl ether 
• 67-56-1 methanol 
• 530-48-3 1,1-Diphenylethylene 
• 4541-89-3 2-chloro-1,1-diphenylethene 
• 5216-46-6 1,1-diphenyl-2-chloroethane 
• 947-40-0 1-chloro-1,1-diphenyl-ethane 
• 201230-82-2 carbon monoxide 
• 64-17-5 ethanol 
• 908093-98-1 diazodiphenylmethane 
• 75-65-0 tert-butyl alcohol 
• 4279-81-6 3,3-diphenylpropanal 
• 884-73-1 2,2'-diphenyloxetane 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 3540-95-2 fenpiprane 
• 20017-68-9 1-bromo-3,3-diphenylpropane 
• 96056-86-9 [2-(3,3-diphenyl-propoxy)-ethyl]-dimethyl-amine 
• 530-48-3 1,1-Diphenylethylene 
• 612-00-0 1,1'-ethylidenebis-benzene 
• 4279-81-6 3,3-diphenylpropanal 
• 474844-23-0 2-amino-6-(3,3-diphenylpropyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester 
• 929219-68-1 1-(5,5-diphenylpentyl)piperazine 
• 929219-67-0 5,5-diphenylpentyl 4-methylbenzenesulfonate 

Relevant articles and documents

Weinreb Amide as Secondary Station for the Dibenzo-24-crown-8 in a Molecular Shuttle

Here is reported the synthesis of a new molecular shuttle: it consists of a dibenzo-24-crown-8 (DB24C8) that surrounds a molecular axle containing an ammonium group and a newly considered Weinreb amide as stations. At the protonated state the DB24C8 is localized around the best ammonium station, while deprotonation-carbamoylation of the ammonium triggers the shuttling of the macrocycle around the Weinreb amide site. Further post-interlocking modification of the [2]rotaxane was attempted through the cleavage of the Weinreb amide bond using a Grignard reagent. While the non-interlocked molecular axle was cleaved after a short time in mild conditions, the Weinreb amide bond remained unaltered in the [2]rotaxane species over time, even in the presence of a larger amount of Grignard and at a higher temperature, highlighting the protection shield of the macrocycle around the encircled axle.

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Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre

The marine transaminase, P-ω-TA, can be employed for the transamination from 1-aminotetralins and 1-aminoindanes with differentiation of stereochemistry at both the site of reaction and at a remote stereocentre resulting in formation of ketone products with up to 93% ee. While 4-substituents are tolerated on the tetralin core, the presence of 3- or 8-substituents is not tolerated by the transaminase. In general P-ω-TA shows capacity for remote diastereoselectivity, although both the stereoselectivity and efficiency are dependent on the specific substrate structure. Optimum efficiency and selectivity are seen with 4-haloaryl-1-aminotetralins and 3-haloaryl-1-aminoindanes, which may be associated with the marine origin of this enzyme. This journal is

Method used for reduction of tertiary amide into alcohols and/or amines

The invention discloses a method used for reduction of tertiary amide into alcohols and/or amines. The method comprises following steps: tertiary amide, an alkali metal reagent, and a proton donor agent are added into an organic solvent for a following reaction selectively: when the proton donor agent is a raw material alcohol and/or inorganic salt aqueous solution, the reaction product is an alcohol compound and/or tertiary amine compound. The method is capable of realizing selective reduction of tertiary amide into alcohols and tertiary amine compounds, the yield is high, the suitable rangeis wide, operation is safe and simple, the adopted raw materials are cheap and easily available; no precious metal catalyst, toxic silanes, and flammable and combustible metal hydrides are adopted; notoxic by product is generated; reaction is more friendly to the environment; problems in the prior art that amide compound reducing method operation is complex, conditions are strict, and control ofproducts is difficult are solved.