2-Bromobenzaldehyde diethyl acetal

Base Information

• Chemical Name: 2-Bromobenzaldehyde diethyl acetal
• CAS No.: 35822-58-3
• Molecular Formula: C11H15BrO2
• Molecular Weight: 259.143
• Hs Code.: 2909309090
• European Community (EC) Number: 629-359-7
• DSSTox Substance ID: DTXSID10392903
• Nikkaji Number: J1.992.854C
• Wikidata: Q72451456
• Mol file: 35822-58-3.mol

Synonyms:2-Bromobenzaldehyde diethyl acetal;35822-58-3;1-bromo-2-(diethoxymethyl)benzene;2-(Diethoxymethyl)bromobenzene;BENZENE, 1-BROMO-2-(DIETHOXYMETHYL)-;MFCD01075696;2-BromobenzaldehydeDiethylAcetal;bromobenzaldehyde diethylacetal;SCHEMBL933759;DTXSID10392903;2-bromobenzaidehyde diethyl acetal;APDGYQVYBWGBSD-UHFFFAOYSA-N;AKOS005207056;CS-W010157;2-Bromobenzaldehyde diethyl acetal, 98%;PS-11433;SY019189;A6240;B3800;FT-0611525;I12059;J-504382

Chemical Property of 2-Bromobenzaldehyde diethyl acetal

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.5156(lit.)
• Boiling Point: 268.4 °C at 760 mmHg
• Flash Point: 98.7 °C
• PSA: 18.46000
• Density: 1.285g/cm³
• LogP: 3.52070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 258.02554
• Heavy Atom Count: 14
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromobenzaldehyde Diethyl Acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C1=CC=CC=C1Br)OCC

Technology Process of 2-Bromobenzaldehyde diethyl acetal

There total 5 articles about 2-Bromobenzaldehyde diethyl acetal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

orthoformic acid triethyl ester (122-51-0) + ortho-bromobenzaldehyde (6630-33-7) → 2-bromobenzaldehyde diethyl acetal (35822-58-3)

Guidance literature:

In ethanol; Inert atmosphere; Reflux;

DOI:10.1021/acsmedchemlett.8b00362

Reference yield: 97.0%

Triethoxysilane (998-30-1) + ortho-bromobenzaldehyde (6630-33-7) → 2-bromobenzaldehyde diethyl acetal (35822-58-3)

Guidance literature:

With 1-diphenylphosphino-8-triphenylstibonium-naphthalene triflate; In neat liquid; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/c6gc03629e

Reference yield: 95.0%

ethylene glycol (107-21-1) + ortho-bromobenzaldehyde (6630-33-7) → 2-bromobenzaldehyde diethyl acetal (35822-58-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Reflux; Dean-Stark;

DOI:10.1002/cjoc.201400802

upstream raw materials:

orthoformic acid triethyl ester

ortho-bromobenzaldehyde

ethylene glycol

Triethoxysilane

Downstream raw materials:

2-(butyltelluro)benzaldehyde

2-(butyltelluro)benzaldehyde diethyl acetal

2-(trimethylsilyl)benzaldehyde diethyl acetal

1-Phenyl-3-buten-1-ol

Refernces

• 1、 Li, Ling,Liu, Zhen-Ting,Hu, Xiang-Ping. "Copper-Catalyzed One-Pot Cascade Cyclization for the Synthesis of Isoindolo[2,1-a]quinoxalines". . p. 4272 - 4276. Retrieved 2021/08/03.
• 2、 Cheng, Ying,Ding, Ya-Li,Niu, Shuang-Shuo,Wu, Pei,Zhao, Yun-Long. "Asymmetric Synthesis of Multifunctionalized 2,3-Benzodiazepines by a One-Pot N-heterocyclic Carbene/Chiral Palladium Sequential Catalysis". . . Retrieved 2019/12/30.