2-Bromo-2'-methoxyacetophenone

Base Information

• Chemical Name: 2-Bromo-2'-methoxyacetophenone
• CAS No.: 31949-21-0
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29147000
• European Community (EC) Number: 250-870-2
• DSSTox Substance ID: DTXSID80185783
• Nikkaji Number: J278.210C
• Wikidata: Q69758858
• ChEMBL ID: CHEMBL4797313
• Mol file: 31949-21-0.mol

Synonyms:31949-21-0;2-Bromo-2'-methoxyacetophenone;2-Bromo-1-(2-methoxyphenyl)ethanone;2-Methoxyphenacyl bromide;o-Methoxy phenacylbromide;Ethanone, 2-bromo-1-(methoxyphenyl)-;Bromomethyl 2-methoxyphenyl ketone;MFCD00000196;2-Bromo-2'-Methoxy Acetophenone;EINECS 250-870-2;2-BROMO-2-METHOXYACETOPHENONE;2-Bromo-1-(2-Methoxyphenyl)Ethan-1-One;alpha-Bromo-o-methoxyacetophenone;2-bromoacetylanisole;o-methoxyphenacyl bromide;orthomethoxy-phenacyl bromide;bromo-2'-methoxyacetophenone;SCHEMBL169081;2-bromo-2'-methoxyacetophenon;CHEMBL4797313;2-bromo-2'-methoxy-acetophenone;DTXSID80185783;alpha-bromo-2'-methoxyacetophenone;.alpha.-Bromo-o-methoxyacetophenone;STL167339;AKOS000210991;2-Bromo-2'-methoxyacetophenone, 98%;2Bromo-1-(2-methoxy-phenyl)-ethanone;AM84258;CS-W012983;2-bromo-1-(2-methoxy-phenyl)-ethanone;2-Bromo-1-(2-methoxyphenyl)ethanone #;2-BROMO-2\'-METHOXYACETOPHENONE;AS-17359;Ethanone, 2-bromo-1-(2-methoxyphenyl)-;2-bromo-1-(2-methoxy-phenyl)-ethan-1-one;FT-0612857;EN300-18603;A821070;W-106867;Z85926254;F0001-0955;2-bromo-2-methoxy-1-phenyl-ethanone

Chemical Property of 2-Bromo-2'-methoxyacetophenone

Chemical Property:

• Appearance/Colour: -
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 323.7 °C at 760 mmHg
• Flash Point: 123.2 °C
• PSA: 26.30000
• Density: 1.448 g/cm³
• LogP: 2.27280
• Storage Temp.: Keep Cold
• Sensitive.: Lachrymatory
• Water Solubility.: Insoluble in water.
• 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:

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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)CBr
• Uses: 2-Bromo-2'-methoxyacetophenone is used as a pharmaceutical intermediate .

Technology Process of 2-Bromo-2'-methoxyacetophenone

There total 7 articles about 2-Bromo-2'-methoxyacetophenone 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: 96.0%

2-Methoxyacetophenone (579-74-8) → bromomethyl 2-methoxyphenyl ketone (31949-21-0)

Guidance literature:

With copper(ll) bromide; In chloroform; ethyl acetate; at 70 ℃; for 8h; Inert atmosphere; Reflux;

DOI:10.1002/bkcs.11331

Reference yield: 63.0%

α,α-dibromo-2'-methoxyacetophenone (1121543-12-1) + acetylacetone (123-54-6,81235-32-7) → 1,1,2,2-Tetraacetylethan (5027-32-7) + bromomethyl 2-methoxyphenyl ketone (31949-21-0) + C14H16O4 (1248587-21-4)

Guidance literature:

acetylacetone; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

α,α-dibromo-2'-methoxyacetophenone; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Mechanism;

DOI:10.1016/j.tetlet.2010.07.057

Reference yield: 49.0%

α,α-dibromo-2'-methoxyacetophenone (1121543-12-1) → bromomethyl 2-methoxyphenyl ketone (31949-21-0)

Guidance literature:

With potassium cyanide; water; In acetone; at 20 ℃; for 22h; chemoselective reaction;

DOI:10.1016/j.tetlet.2010.07.057

upstream raw materials:

2-Methoxyacetophenone

α,α-dibromo-2'-methoxyacetophenone

acetylacetone

o-hydroxyacetophenone

Downstream raw materials:

1-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one

2-(2-methoxyphenyl)imidazo[1,2-a]pyrimidine

2-(o-methoxyphenyl)imidazo[2,1-b]-benzothiazole

2-(2-Imino-thiazolidin-3-yl)-1-(2-methoxy-phenyl)-ethanone; hydrobromide

Refernces

• 1、 Jang, Ha Young,Damodar, Kongara,Kim, Jin-Kyung,Jun, Jong-Gab. "Efficient Synthesis and In Vitro Biological Evaluation of 2,5-Diaryloxazoles as Potential Nitric Oxide Production Inhibitors". . p. 1481 - 1485. Retrieved 2017.
• 2、 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.
• 3、 Gaykar, Rahul N.,George, Malini,Guin, Avishek,Bhattacharjee, Subrata,Biju, Akkattu T.. "An umpolung oxa-[2,3] sigmatropic rearrangement employing arynes for the synthesis of functionalized enol ethers". supporting information. p. 3447 - 3452. Retrieved 2021/05/04.