- Versatile Synthesis of Isoquinolines and Isochromenes by Pd-Catalyzed Oxidative Carbonylation of (2-Alkynyl)benzylidene-amine DerivativesGabriele, Bartolo; Veltri, Lucia; Maltese, Vito; Spina, Rosella; Mancuso, Raffaella; et al, European Journal of Organic Chemistry, 2011, 2011(28), 5626-5635
Cas no 940-05-6 (2-bromo-1-(bromomethyl)-4-nitro-benzene)
2-Bromo-1-(bromomethyl)-4-nitro-benzene is a brominated aromatic compound featuring both bromomethyl and nitro functional groups, making it a versatile intermediate in organic synthesis. Its dual bromine substituents enhance reactivity in substitution and coupling reactions, while the nitro group facilitates further functionalization, such as reduction to amines or participation in nucleophilic aromatic substitution. This compound is particularly valuable in pharmaceutical and agrochemical research, where it serves as a precursor for constructing complex molecular frameworks. Its high purity and stability under standard conditions ensure reliable performance in synthetic applications. Careful handling is advised due to its potential reactivity as an alkylating agent.
940-05-6 structure
Product Name:2-bromo-1-(bromomethyl)-4-nitro-benzene
CAS No:940-05-6
MF:C7H5Br2NO2
MW:294.928100347519
MDL:MFCD11100213
CID:797314
PubChem ID:14644718
Update Time:2025-06-06
2-bromo-1-(bromomethyl)-4-nitro-benzene Chemical and Physical Properties
Names and Identifiers
-
- 2-Bromo-1-(bromomethyl)-4-nitrobenzene
- Benzene,2-bromo-1-(bromomethyl)-4-nitro-
- 2-Brom-4-nitro-benzylbromid
- 2-bromo-4-nitrobenzyl bromide
- 2-bromo-5-nitrobenzyl bromide
- bromobromomethylnitrobenzene
- Benzene, 2-bromo-1-(bromomethyl)-4-nitro-
- NE43268
- ST2416506
- W9650
- 2-Bromo-1-(bromomethyl)-4-nitrobenzene (ACI)
- Toluene, α,2-dibromo-4-nitro- (7CI, 8CI)
- 2-bromo-1-(bromomethyl)-4-nitro-benzene
- MFCD11100213
- J-508159
- SCHEMBL3379806
- CS-0029512
- 940-05-6
- EN300-45231
- AKOS005072360
- DTXSID30562545
- SY045858
- EC-0717
-
- MDL: MFCD11100213
- Inchi: 1S/C7H5Br2NO2/c8-4-5-1-2-6(10(11)12)3-7(5)9/h1-3H,4H2
- InChI Key: IHNSPLNYBYYNKQ-UHFFFAOYSA-N
- SMILES: [O-][N+](C1C=C(Br)C(CBr)=CC=1)=O
Computed Properties
- Exact Mass: 292.86900
- Monoisotopic Mass: 292.86870g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 12
- Rotatable Bond Count: 1
- Complexity: 171
- 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
- Topological Polar Surface Area: 45.8
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: 3
Experimental Properties
- Density: 2.006
- Melting Point: 73-74°
- Boiling Point: 348℃ at 760 mmHg
- Flash Point: 164.3°C
- Refractive Index: 1.642
- PSA: 45.82000
- LogP: 3.77540
2-bromo-1-(bromomethyl)-4-nitro-benzene Customs Data
- HS CODE:2904909090
- Customs Data:
China Customs Code:
2904909090Overview:
2904909090 Sulfonation of other hydrocarbons\nitrification\Nitrosative derivative(Whether halogenated or not). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%
2-bromo-1-(bromomethyl)-4-nitro-benzene Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-HN365-100mg |
2-bromo-1-(bromomethyl)-4-nitro-benzene |
940-05-6 | 97% | 100mg |
367CNY | 2021-05-08 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-HN365-1g |
2-bromo-1-(bromomethyl)-4-nitro-benzene |
940-05-6 | 97% | 1g |
1088.0CNY | 2021-07-12 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-HN365-250mg |
2-bromo-1-(bromomethyl)-4-nitro-benzene |
940-05-6 | 97% | 250mg |
788CNY | 2021-05-08 | |
| Alichem | A013009637-1g |
2-Bromo-1-(bromomethyl)-4-nitrobenzene |
940-05-6 | 97% | 1g |
$199.66 | 2023-08-31 | |
| Alichem | A013009637-5g |
2-Bromo-1-(bromomethyl)-4-nitrobenzene |
940-05-6 | 97% | 5g |
$598.82 | 2023-08-31 | |
| Alichem | A013009637-10g |
2-Bromo-1-(bromomethyl)-4-nitrobenzene |
940-05-6 | 97% | 10g |
$1045.63 | 2023-08-31 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-HN365-200mg |
2-bromo-1-(bromomethyl)-4-nitro-benzene |
940-05-6 | 97% | 200mg |
309.0CNY | 2021-07-12 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-HN365-50mg |
2-bromo-1-(bromomethyl)-4-nitro-benzene |
940-05-6 | 97% | 50mg |
126.0CNY | 2021-07-12 | |
| Apollo Scientific | OR400065-250mg |
2-Bromo-4-nitrobenzyl bromide |
940-05-6 | 98+% | 250mg |
£17.00 | 2025-03-21 | |
| Apollo Scientific | OR400065-1g |
2-Bromo-4-nitrobenzyl bromide |
940-05-6 | 98+% | 1g |
£70.00 | 2025-02-20 |
2-bromo-1-(bromomethyl)-4-nitro-benzene Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Benzoyl peroxide Solvents: Carbon tetrachloride ; 7 h, 80 °C → reflux
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Benzoyl peroxide Solvents: Carbon tetrachloride ; overnight, 80 °C → reflux
Reference
- Accelerated Discovery of Novel Ponatinib Analogs with Improved Properties for the Treatment of Parkinson's DiseaseKaiser, Thomas M. ; Dentmon, Zackery W. ; Dalloul, Christopher E.; Sharma, Savita K.; Liotta, Dennis C., ACS Medicinal Chemistry Letters, 2020, 11(4), 491-496
Production Method 3
Production Method 4
Production Method 5
Reaction Conditions
Reference
- Preparation of aromatic sulfone, sulfonamide, and sulfonate compounds as aldosterone receptor (mineralocorticoid receptor) (MR) modulators, World Intellectual Property Organization, , ,
Production Method 6
Reaction Conditions
Reference
- Inactivation of acetylcholinesterase with a bretylium tosylate photoaffinity probeBranchini, Bruce R.; Lajiness, Evelyn J., Biochimica et Biophysica Acta, 1986, 884(1), 135-41
Production Method 7
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: 1,2-Dichloroethane ; 24 h, 65 °C
Reference
- Enhancing Repair of Oxidative DNA Damage with Small-Molecule Activators of MTH1Lee, Yujeong ; Onishi, Yoshiyuki; McPherson, Lisa; Kietrys, Anna M.; Hebenbrock, Marian; et al, ACS Chemical Biology, 2022, 17(8), 2074-2087
Production Method 8
Production Method 9
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ; 20 °C; 12 h, 70 °C
Reference
- Protein kinase AKT3 modulators and methods of use thereof for preventing and treating various diseases, World Intellectual Property Organization, , ,
Production Method 10
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Benzoyl peroxide Solvents: Carbon tetrachloride ; 5 - 6 h, reflux
Reference
- Pd(II)-Catalyzed Non-Directed Benzylic C(sp3)-H Activation: Cascade C(sp3)-S Bond Cleavage to Access Benzaldehydes from Benzylphenyl Sulfides and SulfoxidesJoshi, Asha; Iqbal, Zafar; Kandwal, Pankaj; De, Saroj Ranjan, Asian Journal of Organic Chemistry, 2022, 11(12),
Production Method 11
Reaction Conditions
1.1 Reagents: Benzoyl peroxide , N-Bromosuccinimide Solvents: Carbon tetrachloride ; 16 h, reflux; reflux → rt
Reference
- Preparation of benzoxazepines, benzodiazepines, and benzazepines derivatives as agents for treating disorders involving modulation of ryanodine receptors, World Intellectual Property Organization, , ,
Production Method 12
Reaction Conditions
Reference
- Preparation and formulation of alkylsulfonylbiphenyl and aminosulfonylbiphenyl derivatives as selective COX-2 inhibitors, World Intellectual Property Organization, , ,
2-bromo-1-(bromomethyl)-4-nitro-benzene Raw materials
2-bromo-1-(bromomethyl)-4-nitro-benzene Preparation Products
2-bromo-1-(bromomethyl)-4-nitro-benzene Related Literature
-
David B. Cordes,Alexandra M. Z. Slawin,Stefania Righetto,Denis Jacquemin,Eli Zysman-Colman,Véronique Guerchais Dalton Trans., 2018,47, 8292-8300
-
Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
-
Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao Duan Nanoscale, 2016,8, 19541-19550
-
Yang Chen,Di Zhou,Zheyi Meng,Jin Zhai Chem. Commun., 2016,52, 10020-10023
-
Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
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