85604-06-4

Basic information

• Product Name: 5-BENZYLOXY-2-BROMOBENZALDEHYDE
• Synonyms: 5-BENZYLOXY-2-BROMOBENZALDEHYDE;5-Bezyloxy-2-bromobenzaldehyde
• CAS NO: 85604-06-4
• Molecular Formula: C₁₄H₁₁BrO₂
• Molecular Weight: 291.14
• Mol File: 85604-06-4.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-BENZYLOXY-2-BROMOBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BENZYLOXY-2-BROMOBENZALDEHYDE(85604-06-4)
• EPA Substance Registry System: 5-BENZYLOXY-2-BROMOBENZALDEHYDE(85604-06-4)

Safety Data

• Hazardous Substances Data: 85604-06-4(Hazardous Substances Data)

Usage

General Description

5-Benzyloxy-2-bromobenzaldehyde is a chemical compound with the molecular formula C14H11BrO2. It is a white to light yellow solid that is commonly used in organic synthesis. 5-BENZYLOXY-2-BROMOBENZALDEHYDE is often utilized as an intermediate in the production of pharmaceuticals, dyes, and other organic compounds. It is known for its aromatic and aldehyde functional groups, making it a versatile building block for the synthesis of more complex organic molecules. Additionally, 5-benzyloxy-2-bromobenzaldehyde has been studied for its potential biological and pharmacological properties, particularly in the development of new drugs and therapies.

Upstream product

• 2973-80-0 2-bromo-5-hydroxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 1700-37-4 3-Benzyloxybenzaldehyde 
• 100-83-4 meta-hydroxybenzaldehyde 
• 1084897-39-1 2-bromo-5-benzyloxybenzyl alcohol 
• 158584-99-7 3-(benzyloxy)-2-bromobenzaldehyde 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 

Downstream Products

• 139962-96-2 5-Benzyloxy-2-bromobenzaldehyde diethyl acetal 
• 331248-82-9 4-{4-[(E)-2-(4-Benzyloxy-2-bromo-5-methoxy-phenyl)-vinyl]-phenoxy}-6-[(E)-2-(5-benzyloxy-2-bromo-phenyl)-vinyl]-2,2-diphenyl-benzo[1,3]dioxole 
• 220429-89-0 C₄₃H₃₄Br₂O₄ 
• 1135489-96-1 3-(5-(benzyloxy)-2-bromophenyl)-2-cyanoacrylic acid 
• 1431656-09-5 5-(benzyloxy)-2-bromobenzyl 4-(diethoxymethyl)benzoate 
• 1543035-34-2 [5-(benzyloxy)-2-bromophenyl](cyclohexyl)methanol 
• 139962-97-3 3-Benzyloxy-6-boronobenzaldehyde diethyl acetal 
• 1187190-70-0 1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane 

Relevant articles and documents

Access to 6a-Alkyl Aporphines: Synthesis of (±)-N-Methylguattescidine

(-)-N-Methylguattescidine (3) is an alkaloid recently isolated from Fissistigma latifolium and assigned as a rare example of a 6a-alkyl aporphine. Herein, we report the synthesis of (±)-3 and the des-hydroxyl derivative 4 using our previously reported ortho-phenol arylation methodology mediated by the XPhos precatalyst as a key synthetic step. In addition, substituents on the aryl halide portion of the ortho-phenol arylation substrates significantly influenced the formation of an oxidized side product.

Design and synthesis of π-extended resveratrol analogues and in vitro antioxidant and anti-inflammatory activity evaluation

The research on resveratrol (1) has been conducted intensively over a long time due to its proven antioxidant activity and disease-fighting capabilities. Many efforts have also been made to increase these biological effects. In the present study, six new extended aromatic resveratrol analogues containing naphthalene (2) and its bioisosteres quinoline (3 and 4), isoquinoline (5) quinoxaline (6) and quinazoline (7) scaffolds were designed and synthesized using an annulation strategy. The antioxidant and anti-inflammatory activities of these compounds were investigated. All compounds showed better antioxidant activity than resveratrol in ABTS assay. As for the anti-inflammatory test, 5 and 7 exhibited better activity than resveratrol. It is worth noting that nitrogen substitution on the extended aromatic resveratrol analogues has a significant impact on cell viability. Taking the antioxidant activities and NO inhibition activities into consideration, we conclude that isoquinoline analogue 5 may qualify for the further investigation of antioxidant and anti-inflammatory therapy. Furthermore, our study results suggest that in order to improve the biological activity of polyphenolic compounds, extended aromaticity and nitrogen substitution strategy could be a viable method for the design of future drug candidates.

1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings

1,n-Metal shift is an elegant alternative approach enabling the functionalization of remote C-H bonds from simple precursors. In this work, we report a novel and simple Pd0-catalyzed domino reaction involving 1,4-palladium shift and C(sp3)-H activation and leading to (fused) five-membered rings. This method allowed access to a broad range of valuable arylidene γ-lactams and indanones and was applied to the formal synthesis of (-)-pyrrolam.