- Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl IodoniumsZhu, Daqian ; Li, Min; Wu, Zhouming; Du, Yongliang; Luo, Bingling; et al, European Journal of Organic Chemistry, 2019, 2019(28), 4566-4571
Cas no 943595-13-9 (2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester)
2-Bromomethyl-6-methoxy-benzoic acid methyl ester is a versatile intermediate in organic synthesis, particularly valued for its reactive bromomethyl group and ester functionality. The compound serves as a key building block in the preparation of pharmaceuticals, agrochemicals, and fine chemicals, enabling efficient derivatization through nucleophilic substitution or further functionalization. Its methoxy and ester groups enhance solubility and stability, facilitating controlled reactions in multi-step syntheses. The bromomethyl moiety allows for selective alkylation or cross-coupling reactions, making it useful in constructing complex molecular frameworks. This compound is typically handled under inert conditions due to its sensitivity to moisture and light, ensuring optimal reactivity in synthetic applications.
943595-13-9 structure
Product Name:2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester
CAS No:943595-13-9
MF:C10H11BrO3
MW:259.096542596817
MDL:MFCD15474833
CID:1092606
PubChem ID:16723776
Update Time:2025-06-08
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Chemical and Physical Properties
Names and Identifiers
-
- Methyl 2-(bromomethoxy)-6-methoxybenzoate
- methyl 2-(bromomethyl)-6-methoxybenzoate
- 2-Bromomethyl-6-methoxy-benzoic acid methyl ester
- AKOS024259187
- AS-48094
- Benzoic acid, 2-(bromomethyl)-6-methoxy-, methyl ester
- MFCD15474833
- DA-33125
- SCHEMBL14352049
- methyl2-(bromomethyl)-6-methoxybenzoate
- F17793
- SB40127
- KJLOXBFOHKOSBO-UHFFFAOYSA-N
- 943595-13-9
- 2-(Bromomethyl)-6-methoxy-benzoic acid methyl ester
- 2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester
-
- MDL: MFCD15474833
- Inchi: 1S/C10H11BrO3/c1-13-8-5-3-4-7(6-11)9(8)10(12)14-2/h3-5H,6H2,1-2H3
- InChI Key: KJLOXBFOHKOSBO-UHFFFAOYSA-N
- SMILES: O=C(C1C(CBr)=CC=CC=1OC)OC
Computed Properties
- Exact Mass: 257.98916g/mol
- Monoisotopic Mass: 257.98916g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 14
- Rotatable Bond Count: 4
- Complexity: 196
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.3
- Topological Polar Surface Area: 35.5?2
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A015009850-250mg |
Methyl 2-bromomethyl-6-methoxybenzoate |
943595-13-9 | 97% | 250mg |
$484.80 | 2023-08-31 | |
| Alichem | A015009850-500mg |
Methyl 2-bromomethyl-6-methoxybenzoate |
943595-13-9 | 97% | 500mg |
$782.40 | 2023-08-31 | |
| Alichem | A015009850-1g |
Methyl 2-bromomethyl-6-methoxybenzoate |
943595-13-9 | 97% | 1g |
$1445.30 | 2023-08-31 | |
| TRC | B994185-10mg |
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester |
943595-13-9 | 10mg |
$ 50.00 | 2022-06-06 | ||
| TRC | B994185-50mg |
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester |
943595-13-9 | 50mg |
$ 185.00 | 2022-06-06 | ||
| TRC | B994185-100mg |
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester |
943595-13-9 | 100mg |
$ 295.00 | 2022-06-06 | ||
| JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd. | 03R0137-1g |
2-Bromomethyl-6-methoxy-benzoic acid methyl ester |
943595-13-9 | 97% | 1g |
5071.29CNY | 2021-05-08 | |
| JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd. | 03R0137-5g |
2-Bromomethyl-6-methoxy-benzoic acid methyl ester |
943595-13-9 | 97% | 5g |
21964.3CNY | 2021-05-08 | |
| JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd. | 03R0137-500mg |
2-Bromomethyl-6-methoxy-benzoic acid methyl ester |
943595-13-9 | 97% | 500mg |
2959.67CNY | 2021-05-08 | |
| JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd. | 03R0137-250mg |
2-Bromomethyl-6-methoxy-benzoic acid methyl ester |
943595-13-9 | 97% | 250mg |
1908.1CNY | 2021-05-08 |
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 4 h, reflux
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Benzoyl peroxide , N-Bromosuccinimide Solvents: Carbon tetrachloride ; 1.5 h, reflux; reflux → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt
Reference
- The synthesis of (-)-varitriol and (-)-3'-epi-varitriol via a Ramberg-Baecklund routeMcAllister, Graeme D.; Robinson, James E.; Taylor, Richard J. K., Tetrahedron, 2007, 63(49), 12123-12130
Production Method 3
Reaction Conditions
1.1 Reagents: Azobisisobutyronitrile , N-Bromosuccinimide Solvents: Acetonitrile
Reference
- Isosteric analogs of lenalidomide and pomalidomide: Synthesis and biological activityRuchelman, Alexander L.; Man, Hon-Wah; Zhang, Weihong; Chen, Roger; Capone, Lori; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(1), 360-365
Production Method 4
Reaction Conditions
1.1 Reagents: Azobisisobutyronitrile , N-Bromosuccinimide Solvents: Carbon tetrachloride ; 72 °C; 3 h, reflux
Reference
- Metabolically Stable Dibenzo[b,e]oxepin-11(6H)-ones as Highly Selective p38 MAP Kinase Inhibitors: Optimizing Anti-Cytokine Activity in Human Whole BloodBaur, Benjamin; Storch, Kirsten; Martz, Kathrin E.; Goettert, Marcia I.; Richters, Andre; et al, Journal of Medicinal Chemistry, 2013, 56(21), 8561-8578
Production Method 5
Reaction Conditions
Reference
- Treating long QT syndrome, World Intellectual Property Organization, , ,
Production Method 6
Reaction Conditions
Reference
- Radical-mediated synthesis of 3,4-dihydroisocoumarins. Total synthesis of hydrangenol. [Erratum to document cited in CA147:143153]Mandal, Samir Kumar; Roy, Subhas Chandra, Tetrahedron Letters, 2007, 48(35),
Production Method 7
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Carbon tetrachloride ; reflux
1.2 Catalysts: Azobisisobutyronitrile ; 2 h, reflux; reflux → rt
1.2 Catalysts: Azobisisobutyronitrile ; 2 h, reflux; reflux → rt
Reference
- Titanocene(III) chloride mediated radical-induced synthesis of 3,4-dihydroisocoumarins: synthesis of (±)-hydrangenol, (±)-phyllodulcin, (±)-macrophyllol and (±)-thunberginol GMandal, Samir Kumar; Roy, Subhas Chandra, Tetrahedron, 2008, 64(49), 11050-11057
Production Method 8
Reaction Conditions
1.1 Reagents: Azobisisobutyronitrile , N-Bromosuccinimide Solvents: Carbon tetrachloride
Reference
- Radical-mediated synthesis of 3,4-dihydroisocoumarins. Total synthesis of hydrangenolMandal, Samir Kumar; Roy, Subhas Chandra, Tetrahedron Letters, 2007, 48(23), 4131-4134
Production Method 9
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 15 min, 25 °C; 12 h, 60 °C
Reference
- Compounds modulating protein recruitment and/or degradation, World Intellectual Property Organization, , ,
Production Method 10
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 6 h, rt → reflux
Reference
- Histone acetyltransferase activators and compositions and uses thereof, World Intellectual Property Organization, , ,
Production Method 11
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 6 h, reflux
Reference
- Preparation of isoindolinone and benzamide derivatives as histone acetyltransferase activators useful in disease therapy, World Intellectual Property Organization, , ,
Production Method 12
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 2 h, reflux
Reference
- Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanineD'Hollander, Agathe C. A.; Westwood, Nicholas J., Tetrahedron, 2018, 74(2), 224-239
Production Method 13
Reaction Conditions
1.1 Reagents: Thionyl chloride ; 3 h, 80 °C
1.2 cooled; 30 min, 80 °C
1.3 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; overnight, reflux
1.2 cooled; 30 min, 80 °C
1.3 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; overnight, reflux
Reference
- Preparation of isoindole carboxamides, pyrrolopyridine carboxamides, and similar compounds as inhibitors of phosphodiesterase type 10A for treating neurological and psychiatric disorders, World Intellectual Property Organization, , ,
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Raw materials
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Preparation Products
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Suppliers
Amadis Chemical Company Limited
Gold Member
(CAS:943595-13-9)2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester
Order Number:A1045985
Stock Status:in Stock
Quantity:100mg/250mg/1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:21
Price ($):173.0/292.0/788.0
Email:[email protected]
2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester Related Literature
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Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
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A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
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Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. Gokhale Phys. Chem. Chem. Phys., 2002,4, 2162-2168
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Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
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Recommended suppliers
Amadis Chemical Company Limited
(CAS:943595-13-9)2-Bromomethyl-6-methoxy-benzoic Acid Methyl Ester
Purity:99%/99%/99%
Quantity:100mg/250mg/1g
Price ($):173.0/292.0/788.0