5181-75-9

Basic information

• Product Name: (1 1'-BICYCLOPENTYL)-1 1'-DIOL 97
• Synonyms: (1 1'-BICYCLOPENTYL)-1 1'-DIOL 97;[1,1'-Bicyclopentyl]-1,1'-diol 97%
• CAS NO: 5181-75-9
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• Product Categories: Organic Building Blocks;Oxygen Compounds;Polyols
• Mol File: 5181-75-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 106-110 °C(lit.)
• Boiling Point: 282.9°Cat760mmHg
• Flash Point: 132.9°C
• Appearance: /
• Density: 1.199g/cm³
• PKA: 15.15±0.20(Predicted)
• CAS DataBase Reference: (1 1'-BICYCLOPENTYL)-1 1'-DIOL 97(CAS DataBase Reference)
• NIST Chemistry Reference: (1 1'-BICYCLOPENTYL)-1 1'-DIOL 97(5181-75-9)
• EPA Substance Registry System: (1 1'-BICYCLOPENTYL)-1 1'-DIOL 97(5181-75-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5181-75-9(Hazardous Substances Data)

Usage

Uses

[1,1′-Bicyclopentyl]-1,1′-diol (Bptd) may be used in the synthesis of (BptdH-2)SeO, a cyclic selenite.

General Description

[1,1′-Bicyclopentyl]-1,1′-diol is a symmetrical 1,2-diol.

Upstream product

• 108-94-1 cyclohexanone 
• 120-92-3 cyclopentanone 
• 556-56-9 allyl iodid 
• 75-09-2 dichloromethane 
• 74-88-4 methyl iodide 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 7440-45-1 cerium 
• 763-51-9 diethyl 2-bromosuccinate 
• 106-95-6 allyl bromide 

Downstream Products

• 934-02-1 bicyclopentyl-1,1'-diene 
• 91328-28-8 1,1'-diacetoxy-1,1'-bicyclopentane 
• 2866-71-9 (1,1'-bicyclopentyl)-2-one 
• 13388-94-8 spiro[4.5]decan-6-one 
• 91328-29-9 11,13-Dioxa-dispiro[4.0.4.3]tridecan-12-one 
• 16189-35-8 bicyclopentylidene 

Relevant articles and documents

MeOH or H2O as efficient additive to switch the reactivity of allylSmBr towards carbonyl compounds

A variety of carbonyl compounds were treated by allylSmBr (allylSmBr) with MeOH as the cosolvent to have further insights on the previously reported reductive coupling of aryl ketones mediated by Sm/alkyl halide/MeOH. The results demonstrate that the real reducing species in Sm/alkyl halide/MeOH system should be allylSmBr, and MeOH has elegantly switched the reactivity of allylSmBr from being nucleophilic to being good reductive coupling reagent. Besides, H2O was also found to be a useful additive to realize the pinacol coupling of aliphatic aldehydes and ketones promoted by allylSmBr.

Cerium metal-mediated Reformatsky-type reaction with ethyl bromosuccinate for the synthesis of novel paraconic acid analogs

The treatment of cerium metal with ethyl bromosuccinate (1) forms the stabilized organolanthanoid intermediate (2), which reacts with carbonyl compounds in a Reformatsky-type reaction, under mild conditions, to produce functionalized γ-substituted paraconic acids (4) in good yields.

Alkylative Reduction of Titanium(IV) Isopropoxide with EtMgBr: Convenient Method for the Generation of Subvalent Titanium Alkoxide Reagents and their Reactivity in Pinacol Coupling Reactions

The composition of the gaseous products from the reaction of Ti(IV) isopropoxide with ethylmagnesium bromide in diethyl ether evidences the formation of subvalent titanium isopropoxide species in various oxidation states depending on relative amounts of the reactants. Reaction of titanium(IV) isopropoxide with one equivalent of the Grignard reagent gives presumably titanium(III) isopropoxide. The latter is generated as a result of disproportionation of starting Ti(IV) species and titanium(II) isopropoxide-ethene complex which is formed as a result of ethane extrusion from diethyltitanium(IV) isopropoxide. Titanium(III) isopropoxide prepared by this way transforms the aldehydes and the aromatic ketones into the corresponding pinacols in good yields.