6642-34-8

Basic information

• Product Name: (6-BROMO-1,3-BENZODIOXOL-5-YL)METHANOL
• Synonyms: RARECHEM AL BD 0271;(6-BROMO-BENZO[1,3]DIOXOL-5-YL)-METHANOL;(6-BROMO-1,3-BENZODIOXOL-5-YL)METHANOL;(6-BroMobenzo[d][1,3]dioxol-5-yl)Methanol;1,3-Benzodioxole-5-Methanol, 6-broMo-;(6-broMobenzo-dioxol-5-yl)Methanol
• CAS NO: 6642-34-8
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Mol File: 6642-34-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 90-92°C
• Boiling Point: 336.1°C at 760 mmHg
• Flash Point: 157.1°C
• Appearance: /
• Density: 1.768g/cm³
• Vapor Pressure: 4.5E-05mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.82±0.10(Predicted)
• CAS DataBase Reference: (6-BROMO-1,3-BENZODIOXOL-5-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (6-BROMO-1,3-BENZODIOXOL-5-YL)METHANOL(6642-34-8)
• EPA Substance Registry System: (6-BROMO-1,3-BENZODIOXOL-5-YL)METHANOL(6642-34-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6642-34-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H7BrO3/c9-6-2-8-7(11-4-12-8)1-5(6)3-10/h1-2,10H,3-4H2

Upstream product

• 811-98-3 d⁽⁴⁾-methanol 
• 124-41-4 sodium methylate 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 108-98-5 thiophenol 

Downstream Products

• 64603-67-4 5-bromo-6-(chloromethyl)benzo[d][1,3]dioxole 
• 5434-47-9 5-bromo-6-bromomethylbenzo[1,3]dioxole 
• 144412-83-9 1-<2-(Hydroxymethyl)-4,5-(methylenedioxy)phenyl>-2-cyclohexen-1-ol 
• 86449-38-9 6-Brompiperonylbenzylether 
• 82792-83-4 -3,4-methylenedioxybenzyl alcohol 
• 34679-09-9 1-bromo-2-(methoxymethyl)-4,5-(methylenedioxy)benzene 
• 82792-87-8 (6-bromobenzo[d][1,3]dioxol-5-yl)methanethiol 
• 495-76-1 piperonol 
• 79422-40-5 6,6'-bis(hydroxymethyl)-5,5'-bi-1,3-benzodioxole 
• 165674-17-9 (6-bromo-2H-benzo<3,4-d>-1,3-dioxolan-5-yl)methyl (2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoate 
• 473253-66-6 benzo[1,3]dioxol-5-yl-(6-(hydroxymethyl)benzo[1,3]dioxol-5-yl)methanol 
• 473253-67-7 (3,4-dimethoxyphenyl)-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)methanol 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 880104-84-7 4-methyl-benzenesulfinic acid 6-bromo-benzo[1,3]dioxol-5-ylmethyl ester 

Relevant articles and documents

Regioselective cleavage reaction of the aromatic methylenedioxy ring. VI. Synthesis of phenothiazine analogues by using the cleavage reaction with sodium methoxide-thiols in dimethyl sulfoxide and evaluation of their biological activities

The reactions of aromatic methylenedioxy compounds containing electron- withdrawing groups with sodium methoxide-thiols in dimethyl sulfoxide gave 3- and 4-hydroxybenzene derivatives in good yield by regioselective attack of the thiolate ions on the methylenedioxy ring. The formation mechanism and the reactivity of thiolate ions in the cleavage reaction of the methylenedioxy ring are discussed. Various biologically active compounds, 32a, 32d, 36b, 38h, 41b and 44-47, were prepared from the 4-hydroxybenzene derivatives and their Ca2+ antagonistic activities were evaluated. Among these compounds, 2-(2-bromophenylthiomethoxy)-10-(2-diethylaminoacetyl)-3-methoxyphenothiazi ne (46) showed the most potent Ca2+ antagonistic activity. Biological activity could be conveniently evaluated by measurement of the peak height of the vanadyl ion (+4 oxidation ion) signal produced by redox reaction between the phenothiazine derivatives and vanadate ion +5 oxidation ion) with ESR spectroscopy.

Cleavage of Methylenedioxy Ring. II. Cleavage with Sodium Phenoxide and Methoxide in Dimethyl Sulfoxide

Regioselective cleavage of the methylenedioxy ring in piperonals (1, 6, and 7) and 3,4-methylenedioxynitrobenzenes (8 and 9) by oxide ions in dimethyl sulfoxide was achieved: the 4-hydroxybenzene derivatives (2, 10-13, and 22) were obtained with the phenoxide ion, while the 3-hydroxybenzene derivatives (4, 18-21, 23, 26, and 29) were obtained with the methoxide or benzyloxide ion.Keywords - cleavage of methylenedioxy ring; regioselectivity; piperonals; 3,4-methylenedioxynitrobenzenes; sodium phenoxide; sodium methoxide; dimethyl sulfoxide; 3-hydroxybenzene derivatives; 4-hydroxybenzene derivatives; NMR spectra