14437-87-7

Basic information

• Product Name: 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE
• Synonyms: 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE;(4R)-4-(BROMOMETHYL)-2 2-DIMETHYL-1 3-D&;(4R)-2,2-Dimethyl-4-bromomethyl-1,3-dioxolane
• CAS NO: 14437-87-7
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• Mol File: 14437-87-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 192.2°Cat760mmHg
• Flash Point: 74.8°C
• Appearance: /
• Density: 1.359g/cm³
• Vapor Pressure: 0.688mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE(14437-87-7)
• EPA Substance Registry System: 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE(14437-87-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26-36
• Hazardous Substances Data: 14437-87-7(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE is a chemical compound that belongs to the class of dioxalanes. It is a colorless liquid with a molecular formula of C6H11BrO2. 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE is used in organic synthesis as a reagent for the preparation of various pharmaceutical and agrochemical products. It is also used as an intermediate in the production of other chemicals. Additionally, it has applications in the field of research and development. 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE should be handled and stored with caution due to its potential health and environmental hazards.

InChI:InChI=1/C6H11BrO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m0/s1

Upstream product

• 83461-40-9 methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 4704-77-2 1-bromo-2,3-propanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 

Downstream Products

• 4704-77-2 (R)-3-bromo-propane-1,2-diol 
• 14437-88-8 (2R)-3-bromo-1,2-propanediol 
• 1262760-18-8 (S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonamide 
• 1429747-55-6 5-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine 

Relevant articles and documents

Phosphonate lipid tubules II

We describe a new chiral tubule-forming lipid in which the C-O-P phosphoryl linkage of the archetypal tubule-forming molecule, 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine, "DC(8,9)PC", is replaced by a C-P linkage. Tubule formation with this phosphonate analogue proceeds under the same mild conditions as with DC(8,9)PC and produces similar yields, but synchrotron small-angle X-ray scattering, atomic force microscopy, and optical microscopy show the new tubules to have diameters 1.94 times as great, to be significantly shorter, and to be thinner-walled. A significant portion of the enantiomerically pure chiral phosphonate precipitate is in the form of stable open helices, and these helices are divided almost evenly between left- and right-handed members.

Hydrolytic kinetic resolution of epoxides catalyzed by chromium(III)-endo, endo-2,5-diaminonorbornane-salen [Cr(III)-DIANANE-salen] complexes. Improved activity, low catalyst loading

The hydrolytic kinetic resolution (HKR) of terminal epoxides, using chiral chromium(III)-salen catalysts based on DIANANE (endo,endo-2,5-diaminonorbornane) , was studied. A broad substrate scope was found for the chromium(III)-DIANANE catalysts, and very low loadings (down to 0.05 mol%) were needed to achieve high enantiomeric purities of both the remaining epoxides and the product diols (up to >99% ee). Besides monosubstituted epoxides, 2-methyl-2-n-pentyloxirane, which is an example for 2,2-disubstituted epoxides, could be ring-opened in an asymmetric fashion with water in the presence of an electronically tuned chromium-(III)-DIANANE complex.