1-Bromo-4-(trimethoxymethyl)benzene

Base Information

• Chemical Name: 1-Bromo-4-(trimethoxymethyl)benzene
• CAS No.: 104865-88-5
• Molecular Formula: C10H13BrO3
• Molecular Weight: 261.115
• DSSTox Substance ID: DTXSID70544289
• Nikkaji Number: J1.622.933D
• Wikidata: Q82421365
• Mol file: 104865-88-5.mol

Synonyms:1-bromo-4-(trimethoxymethyl)benzene;104865-88-5;Trimethyl 4-bromoorthobenzoate;SCHEMBL2705238;Trimethyl 4-bromo-orthobenzoate;DTXSID70544289;CFOZPJJVBOHJPL-UHFFFAOYSA-N;AKOS011075992;Benzene,1-bromo-4-(trimethoxymethyl)-

Chemical Property of 1-Bromo-4-(trimethoxymethyl)benzene

Chemical Property:

• Vapor Pressure: 0.0255mmHg at 25°C
• Refractive Index: 1.513
• Boiling Point: 255.9 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 27.69000
• Density: 1.364 g/cm³
• LogP: 2.49860
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 260.00481
• Heavy Atom Count: 14
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C1=CC=C(C=C1)Br)(OC)OC

Technology Process of 1-Bromo-4-(trimethoxymethyl)benzene

There total 4 articles about 1-Bromo-4-(trimethoxymethyl)benzene 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: 82.0%

methanol (67-56-1) + C11H11BrO2S2 → trimethyl 4-bromobenzoate (104865-88-5)

Guidance literature:

With sodium methylate; Reagent/catalyst; Electrochemical reaction; Green chemistry;

DOI:10.1021/acs.orglett.0c01324

Reference yield: 3.8%

methanol (67-56-1) + 1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) → 4-methoxycarbonylphenyl bromide (619-42-1) + trimethyl 4-bromobenzoate (104865-88-5)

Guidance literature:

With sodium methylate; lithium perchlorate; Tris(2,4-dibromophenyl)amine; In dichloromethane; indirect electrochemical oxidation;

DOI:10.1016/S0040-4020(01)87454-8

Reference yield:

2-(4-bromophenyl)-1,3-dithiane (58928-91-9) → trimethyl 4-bromobenzoate (104865-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 2 h / -78 °C

2.1: sodium methylate / Electrochemical reaction; Green chemistry

With n-butyllithium; sodium methylate; diisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1021/acs.orglett.0c01324

upstream raw materials:

methanol

1,1-dimethoxy-1-(4-bromophenyl)methane

2-(4-bromophenyl)-1,3-dithiane

4-bromo-benzaldehyde

Downstream raw materials:

3-(4-bromo-phenyl)-6,6,8-trimethyl-5,8-dihydro-6H-5,8-ethano-pyrano[4,3-e][1,2,4]triazine

trimethyl-4-trimethylsilylethynylorthobenzoate