63604-94-4

Basic information

• Product Name: 2-BROMO-5-METHOXYPHENOL
• Synonyms: 2-BROMO-5-METHOXYPHENOL;4-Bromo-3-hydroxyanisole
• CAS NO: 63604-94-4
• Molecular Formula: C₇H₇BrO₂
• Molecular Weight: 203.03
• Product Categories: blocks;Bromides
• Mol File: 63604-94-4.mol
• Article Data: 33

Chemical Properties

• Melting Point: 152 °C
• Boiling Point: 253.3 °C at 760 mmHg
• Flash Point: 107 °C
• Appearance: /
• Density: 1.585g/cm³
• Vapor Pressure: 0.0115mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.05±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-5-METHOXYPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-METHOXYPHENOL(63604-94-4)
• EPA Substance Registry System: 2-BROMO-5-METHOXYPHENOL(63604-94-4)

Safety Data

• Hazardous Substances Data: 63604-94-4(Hazardous Substances Data)

Usage

General Description

2-Bromo-5-methoxyphenol is a chemical compound with the molecular formula C7H7BrO2. It is a derivative of 5-methoxyphenol, also known as guaiacol, with a bromine atom substituted at the 2 position. 2-BROMO-5-METHOXYPHENOL is commonly used in organic synthesis and as an intermediate in the production of various pharmaceuticals and agrochemicals. It is also used as a reagent in the preparation of biologically active compounds and as a precursor in the synthesis of other chemical compounds. 2-Bromo-5-methoxyphenol is a white to light yellow crystalline solid, with a melting point of 72-74 degrees Celsius, and is sparingly soluble in water. It should be handled and stored with proper precautions, as it is considered harmful if swallowed and can cause irritation to the skin and eyes.

InChI:InChI=1/C7H7BrO2/c1-10-5-2-3-6(8)7(9)4-5/h2-4,9H,1H3

Upstream product

• 6626-15-9 4-Bromoresorcinol 
• 77-78-1 dimethyl sulfate 
• 89-86-1 4-hydroxysalicylic acid 
• 150-19-6 O-methylresorcine 
• 5451-83-2 acetic acid 3-methoxyphenyl ester 
• 62790-77-6 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxybenzene 
• 328945-89-7 2-Acetoxy-1-bromo-4-methoxybenzene 
• 33285-71-1 1-methoxy-3-trimethylsilyloxybenzene 
• 84225-86-5 3-bromo-2-hydroxy-6-methoxysalicylic acid 
• 7355-22-8 5-bromo-4-hydroxysalicylic acid 
• 328945-92-2 4-bromo-3-(methoxymethoxy)phenyl 4-methylbenzenesulfonate 
• 171354-06-6 4-bromo-3-(methoxymethoxy)phenol 
• 494773-45-4 4-bromo-3-hydroxy-phenyl 4-methyl-benzenesulfonate 
• 133730-24-2 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene 

Downstream Products

• 133730-24-2 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene 
• 115768-56-4 2-bromo-5-methoxy-(N,N-dimethylthiocarbamoyloxy)phenol 
• 1369918-61-5 3-tert-butoxy-4-bromoanisole 
• 1379772-94-7 N-ethyl-3-methyl-8-methoxydibenz[b,f][1,4]oxazepin-11(10H)-one 
• 1379773-15-5 N-ethyl-2-(2-bromo-5-methoxyphenoxy)-4-methylbenzamide 
• 1379772-99-2 N-(2-bromo-5-methoxyphenyl)-7-chlorodibenz[b,f][1,4]oxazepin-11(10H)-one 
• 1268261-70-6 C₁₅H₁₇BO₅ 
• 1268261-89-7 C₂₆H₂₆N₂O₄S 
• 1268261-88-6 C₂₅H₂₃NO₆S 
• 1268261-87-5 C₂₅H₂₃NO₆S 
• 1268261-82-0 C₃₀H₂₉NO₆S 
• 1268261-75-1 C₃₀H₂₉NO₆S 
• 1268261-64-8 C₂₅H₂₅NO₆S 
• 1268261-80-8 C₃₇H₅₃NO₆SSi₂ 

Relevant articles and documents

Synthesis of Ruscodibenzofuran (8-acetyl-7-hydroxy-1,4-dimethyldibenzofuran)

A short synthesis of ruscodibenzofuran (1), a dibenzofuran extractive of Ruscus aculeatus, is described, the two significant steps of which exemplify a general route for the conversion of phenols into dibenzofurans.

Expedient Pd-Catalyzed α-Arylation towards Dibenzoxepinones: Pivotal Manske's Ketone for the Formal Synthesis of Cularine Alkaloids

The general synthesis of diversely substituted dibenzoxepinones by a combined Pd-catalyzed α-arylation and SNAr strategy is reported and applied to the synthesis of Manske's ketone, a key intermediate en route to the total synthesis of cularine alkaloids. In the course of this work, an unanticipated ring contraction reaction to a xanthone was observed and serves as a caveat for the conditions of the widely used α-arylation reaction.

Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions

The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.