61397-56-6

Basic information

• Product Name: cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate
• Synonyms: Cis-2-bromomethyl-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-methanolbenzoate;[(2s,4s)-2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate;1,3-DIOXOLANE-4-METHANOL, 2-(BROMOMETHYL)-2-(2,4-DICHLOROPHENYL)-BENZOATE,(2R,4R)-REL-;CIS-2-[2,4-DICHLOROPHENYL]-2-BROMOMETHYL-4-(BENZOYLOXY)METHYL-1,3-DIOXALANE;CIS-[2-BROMOMETHYL-2-(2,4-DICHLOROPHENYL)-1,3-DIOXOLAN-4-YL]METHYL BENZOATE;cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate;CIS-BROMO BENZOATE;CIS-BROMO-ESTER
• CAS NO: 61397-56-6
• Molecular Formula: C₁₈H₁₅BrCl₂O₄
• Molecular Weight: 446.12
• EINECS: 262-765-9
• Product Categories: Pharmaceutical Intermediates
• Mol File: 61397-56-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 116-117 °C(Solv: ethanol (64-17-5))
• Boiling Point: 528.6 °C at 760 mmHg
• Flash Point: 273.5 °C
• Appearance: /
• Density: 1.512 g/cm³
• Vapor Pressure: 8.54E-11mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: 12μg/L at 20℃
• CAS DataBase Reference: cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate(61397-56-6)
• EPA Substance Registry System: cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate(61397-56-6)

Safety Data

• Hazardous Substances Data: 61397-56-6(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

cis-[2-Bromomethyl-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl Benzoate is an intermediate in the preparation of antifungal agents such as Ketoconazole (K186000), Itraconazole (I937500) and Tercon azole.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C18H15BrCl2O4/c19-11-18(15-7-6-13(20)8-16(15)21)24-10-14(25-18)9-23-17(22)12-4-2-1-3-5-12/h1-8,14H,9-11H2

Upstream product

• 68751-57-5 2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane 
• 98-88-4 benzoyl chloride 
• 532-32-1 sodium benzoate 
• 497250-93-8 (+/-)-2-(bromomethyl)-4-(chloromethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane 
• 172032-21-2 (2-(2,4-dichlorophenyl)-2-methyl-1,3-dioxolan-4-yl)methanol 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 2631-72-3 2,4-dichlorophenacyl bromide 

Downstream Products

• 70894-66-5 Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester 
• 84499-45-6 cis-2-(2,4-dichlorophenyl)-2-(4H-1,2,4-triazol-4-ylmethyl)-1,3-dioxolane-4-methanol 
• 67914-85-6 cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol 
• 89614-28-8 cis-4-benzoyloxymethyl-2-(2,4-dichlorophenyl)-2-(1,2,3,5-tetrazol-1-ylmethyl)-1,3-dioxolane 
• 67914-84-5 Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester 
• 61396-52-9 (+/-)-cis-2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-methanol 
• 512791-61-6 cis-2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-methanol 
• 61397-58-8 cis-2-(2,4-Dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane-4-methanol 
• 85650-50-6 cis-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethyl toluene-p-sulphonate 

Relevant articles and documents

Synthesis, antifungal activity and structure-activity relationships of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)- 1,3-dioxolanes

A series of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)-1,3-dioxolanes Ia-u was synthesized and tested in vitro against pathogenic fungi in man, animals and plants: Candida albicans, Aspergillus flavus and Fusarium solani. Compounds Iq-t with two polyazol groups have an in vitro activity against these fungi with MIC (minimum inhibitory concentration) value of 5 μg mL-1.

Synthesis and 13C NMR Spectra of cis- and trans-methyl>>-1,3-dioxolane-4-methanols

Syntheses and 13C nmr spectra of a number of cis and trans 2-(haloaryl)-2--4-(hydroxymethyl)-1,3-dioxolanes are described.The haloaryl groups are 2,4-dichloro, 2,4-difluoro-, 4-chloro- and 4-bromophenyl.In these series, some of the cis compounds become available through crystalline bromo benzoates 5.Separations of some trans isomers are achieved through fractional crystallizations of imidazolyl benzoate nitrates 6.Stereochemical assignments are based primarily on one major 13C chemical shift difference, namely that of C-4 of the 1,3-dioxolane ring, the chemical shift of the trans isomers being 1.0-2.5 ppm downfield from that of the cis isomers.