35822-58-3

Basic information

• Product Name: 2-BROMOBENZALDEHYDE DIETHYL ACETAL
• Synonyms: 2-BROMOBENZALDEHYDE DIETHYL ACETAL;2-Bromo-alpha,alpha-diethoxytoluene;1-Bromo-2-(diethoxymethyl)benzene;2-Bromo-α,α-diethoxytoluene;1-Bromo-2-(diethoxymethyl)benzene, 2-(Diethoxymethyl)bromobenzene;2-Bromobenzaldehyde diethyl acetal 98%
• CAS NO: 35822-58-3
• Molecular Formula: C₁₁H₁₅BrO₂
• Molecular Weight: 259.14
• Product Categories: Adehydes, Acetals & Ketones;Bromine Compounds;Acetals/Ketals/Ortho Esters;Organic Building Blocks;Oxygen Compounds
• Mol File: 35822-58-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 116 °C0.7 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.285 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.5156(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 5935613
• CAS DataBase Reference: 2-BROMOBENZALDEHYDE DIETHYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOBENZALDEHYDE DIETHYL ACETAL(35822-58-3)
• EPA Substance Registry System: 2-BROMOBENZALDEHYDE DIETHYL ACETAL(35822-58-3)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 35822-58-3(Hazardous Substances Data)

Usage

General Description

2-Bromobenzaldehyde diethyl acetal is a chemical compound with the molecular formula C11H15BrO2. It is an aldehyde derivative that is often used in organic synthesis as a reagent for the protection of aldehyde groups. 2-BROMOBENZALDEHYDE DIETHYL ACETAL is known for its mild, effective, and selective protection of aldehyde groups and has found applications in various chemical reactions and transformations. It is a colorless liquid with a distinct odor and is commonly used in laboratories and research settings for its reactivity and versatility in organic synthesis.

InChI:InChI=1/C11H15BrO2/c1-3-13-11(14-4-2)9-7-5-6-8-10(9)12/h5-8,11H,3-4H2,1-2H3

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 6630-33-7 ortho-bromobenzaldehyde 
• 998-30-1 Triethoxysilane 
• 64-17-5 ethanol 
• 107-21-1 ethylene glycol 

Downstream Products

• 566181-34-8 2-(trimethylsilyl)benzaldehyde diethyl acetal 
• 103890-70-6 2-(diethoxymethyl)benzaldehyde 
• 871919-39-0 1-(2-diethoxymethyl-phenyl)-2,3,4,5-tetramethyl-cyclopent-2-enol 
• 951024-23-0 (S)-2-(p-tolylsulfinyl)benzaldehyde diethyl acetal 
• 28192-56-5 2-Butyltellanyl-benzoic acid ethyl ester 
• 28192-57-6 C₁₃H₁₈Cl₂O₂Te 
• 28192-55-4 bis(ortho-formylphenyl)ditelluride 
• 142598-69-4 2-(naphthalene-1-yl)benzaldehyde 
• 99902-07-5 2-(2-thienyl)benzaldehyde 
• 885950-48-1 ethyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate 
• 1335213-04-1 C₁₈H₂₂O₂ 
• 1256169-82-0 C₁₅H₁₈O₂S 
• 10489-28-8 2,2-dimethyl-indan-1-one 
• 660820-44-0 2-(2-methylallyl)benzaldehyde 

Relevant articles and documents

Multistep Photoisomerization of Dimesitylboron-Functionalized Stilbene Analogues

Dimesitylboron-functionalized stilbene derivatives have been found to undergo an unusual regioselective photoisomerization upon irradiation at 365 nm. Using NMR to follow the photoreaction, the structures of key reaction intermediates and the final produc

Construction of complex bisether-bridged medium-sized cyclic compounds from o-(1-(acyloxy)propargyl)benzaldehydes under base and acid catalysis

We report herein our serendipitous discovery of the rapid and straightforward accesses to unprecedented diverse complex molecular structures from readily available starting materials. Catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene under mild conditions, o-(1-(acyloxy)propargyl)benzaldehydes 1 underwent efficient and selective dimerization reactions to produce novel complex bisether-bridged tricyclic products 3 and 4. The reactions proceeded most probably through dimerizations between 3-methylene-3H-isochromene intermediate and its zwitterionic resonance structures which were generated from a concerted 6-πelectrocyclic ring closure reaction from the initially formed (2-formylphenyl)allene intermediates derived directly from o-(1-(acyloxy)propargyl)benzaldehydes. Treatment of the resulting product simply with NaOEt in ethanol and aqueous HCl, respectively, enabled further development of complex molecular diversities.

Direct anodic (thio)acetalization of aldehydes with alcohols (thiols) under neutral conditions, and computational insight into the electrochemical formation of the acetals

A versatile protocol for the production of acetals/thioacetals by means of direct electrochemical oxidation is developed here under neutral conditions, providing (thio)acetals with good functional group tolerance and a wide scope for both aldehydes and (thio)alcohols. DFT calculations reveal that direct electron transfer from the anode plays a key role in carbonyl activation during this acid free acetalization process.