2-Bromo-1-(3-methoxyphenyl)ethanone

Base Information

• Chemical Name: 2-Bromo-1-(3-methoxyphenyl)ethanone
• CAS No.: 5000-65-7
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29147000
• European Community (EC) Number: 225-666-1
• NSC Number: 405833
• UNII: CQB4BZ4WTK
• DSSTox Substance ID: DTXSID60198179
• Nikkaji Number: J203.235J
• Wikidata: Q72446001
• Mol file: 5000-65-7.mol

Synonyms:2-Bromo-1-(3-methoxyphenyl)ethanone;5000-65-7;2-Bromo-3'-methoxyacetophenone;3'-Methoxyphenacyl bromide;m-Methoxyphenacyl bromide;3-(Bromoacetyl)anisole;2-Bromo-1-(3-Methoxyphenyl)Ethan-1-One;Bromomethyl 3-methoxyphenyl ketone;3-Methoxyphenacyl bromide;MFCD00000199;CCRIS 7998;3-methoxyphenacylbromide;EINECS 225-666-1;alpha-Bromo-3'-methoxyacetophenone;NSC-405833;2-bromo-1-[3-(methyloxy)phenyl]ethanone;m-(Bromoacetyl)anisole;CQB4BZ4WTK;a-bromo-m-methoxyacetophenone;2-Bromo-m-methoxyacetophenone;2-Bromo-3'methoxyacetophenone;2-Bromo-3-methoxyacetophenone;SCHEMBL202150;2-bromo-3'-methoxyacetophenon;2-bromo-3'-methoxy-acetophenone;alpha-Bromo-m-methoxyacetophenone;2-Bromo-3/'-methoxyacetophenone;3'-Methoxy-2-bromo acetophenone;3-Methoxy-alpha-Bromoacetophenone;DTXSID60198179;omega-Bromo-3-methoxyacetophenone;3\'-METHOXYPHENACYL BROMIDE;BCP27973;BBL018252;NSC405833;STL167335;AKOS000210990;2-bromo-1-(3-methoxy phenyl)ethanone;2-bromo-1-(3-methoxy-phenyl)ethanone;2-Bromo-1-(3-methoxyphenyl)-ethanone;2-Bromo-3'-methoxyacetophenone, 98%;CS-W004800;NSC 405833;2-bromo-1-(3-methoxy-phenyl)-ethanone;2-Bromo-1-(3-methoxyphenyl)ethanone #;AC-30732;DS-15266;Ethanone, 2-bromo-1-(3-methoxyphenyl)-;LS-188341;2-bromo-1-(3-methoxy-phenyl)-ethan-1-one;A7433;AM20060641;FT-0611417;FT-0616003;M0815;EN300-20780;Q-101909;F0001-1305;Z104482198;6680-49-5

Chemical Property of 2-Bromo-1-(3-methoxyphenyl)ethanone

Chemical Property:

• Appearance/Colour: WHITE TO SLIGHTLY YELLOW-GREEN CRYST. POWDER
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 278.1 °C at 760 mmHg
• Flash Point: 122 °C
• PSA: 26.30000
• Density: 1.448 g/cm³
• LogP: 2.27280
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3''-methoxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-22
• Safety Statements: 26-27-28-36/37/39-45-34

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C(=O)CBr
• Uses: Derivatizing reagent. 2-bromo-3′-methoxyacetophenone, an alkylating agent, has been used to stabilize clopidogrel active metabolite (AM) in human plasma. It has also been used in the derivatisation of active metabolites in blood to ensure its stability during sample processing and storage.

Technology Process of 2-Bromo-1-(3-methoxyphenyl)ethanone

There total 5 articles about 2-Bromo-1-(3-methoxyphenyl)ethanone 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: 100.0%

1-(3-Methoxyphenyl)ethanone (586-37-8) → 2-bromo-3'-methoxyacetophenone (5000-65-7)

Guidance literature:

With phenyltrimethylammonium tribromide; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

acetophenone (98-86-2) → 2-bromo-3'-methoxyacetophenone (5000-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; nitric acid / 0.33 h / -10 - -5 °C

2.1: hydrogenchloride; iron / water / Reflux

3.1: sulfuric acid / water / 0.5 h / 45 - 50 °C

3.2: 0.5 h / 0 - 5 °C

3.3: 2 h / 90 °C

4.1: 50 - 60 °C

5.1: N-Bromosuccinimide / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; sulfuric acid; nitric acid; iron; In water; ethyl acetate;

Reference yield:

3-Nitroacetophenone (121-89-1) → 2-bromo-3'-methoxyacetophenone (5000-65-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride; iron / water / Reflux

2.1: sulfuric acid / water / 0.5 h / 45 - 50 °C

2.2: 0.5 h / 0 - 5 °C

2.3: 2 h / 90 °C

3.1: 50 - 60 °C

4.1: N-Bromosuccinimide / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; sulfuric acid; iron; In water; ethyl acetate;

upstream raw materials:

1-(3-Methoxyphenyl)ethanone

acetophenone

3-Nitroacetophenone

1-(3-aminophenyl)ethanone

Downstream raw materials:

2-(dimethylamino)-1-(3-methoxyphenyl)ethan-1-one

2-isopropylamino-1-(3-methoxy-phenyl)-ethanone

acetylamino-(3-methoxy-phenacyl)-malonic acid diethyl ester

2-(m-methoxyphenyl)oxirane

Refernces

• 1、 Phan, Phuong-Thuy T.,Nguyen, Hong-Nhung T.,Kim, Son N.,Pham, Tuan-Anh N.. "Synthesis and anti-methicillin-resistant Staphylococcus aureus activity of 5,7-dibromo-2-benzoylbenzofurans alone and in combination with antibiotics". supporting information. p. 786 - 796. Retrieved 2020/12/09.
• 2、 Dias, Kevin de Aquino,Pereira Junior, Marcus Vinicius Pinto,Andrade, Leandro Helgueira. "Benzoic acid resin (BAR): a heterogeneous redox organocatalyst for continuous flow synthesis of benzoquinones from β-O-4 lignin models". supporting information. p. 2308 - 2316. Retrieved 2021/04/07.