Cas no 90562-10-0 (1-Bromo-4-(3-bromopropyl)benzene)

1-Bromo-4-(3-bromopropyl)benzene structure
90562-10-0 structure
Product Name:1-Bromo-4-(3-bromopropyl)benzene
CAS No:90562-10-0
MF:C9H10Br2
MW:277.983701229095
MDL:MFCD09744416
CID:1952472
PubChem ID:15153578
Update Time:2024-10-26

1-Bromo-4-(3-bromopropyl)benzene Chemical and Physical Properties

Names and Identifiers

    • 1-Bromo-4-(3-bromopropyl)benzene
    • 9-(4-bromophenyl)-3,6-di-tert-butyl-9H-carbazole
    • 9-(4-bromophenyl)-3,6-di-tert-butylcarbazole
    • 1-bromo-4-(3-bromo-propyl)-benzene
    • SureCN4369118
    • 1-bromo-3-(4-bromophenyl)propane
    • 3,6-di-tert-butyl-9-(4-bromophenyl)-9H-carbazole
    • 1-bromo-4-(3,6-di-tert-butylcarbazol-9-yl)benzene
    • 3-(4-bromophenyl)propyl bromide
    • 3-(4-bromophenyl)-propyl bromide
    • N-(4-bromophenyl)-3,6-di-tert-butylcarbazole
    • bromo-4-(3-bromopropyl)benzene
    • 9-(4-bromo-phenyl)-3,6-di-tert-butyl-9H-carbazole
    • CTK1J0402
    • 4-bromo-1-(3-bromopropyl)benzene
    • 9-(4-bromo-phenyl)3,6-di-tert-butyl-9H-carbazole
    • 9H-Carbazole, 9-(4-bromophenyl)-3,6-bis(1,1-dimethylethyl)-
    • HUOADVRCIRXGBF-UHFFFAOYSA-N
    • AM87403
    • Benzene, 1-bromo-4-(3-bromopropyl)-
    • AK544095
    • Y4633
    • 1-Bromo-4-(3-bromopropyl)benzene (ACI)
    • 3-(p-Bromophenyl)propyl bromide
    • 4-(3-Bromopropyl)bromobenzene
    • CS-0158402
    • AKOS011898140
    • EN300-674472
    • DS-19285
    • AB91719
    • SCHEMBL80599
    • J-504432
    • MFCD09744416
    • 90562-10-0
    • MDL: MFCD09744416
    • Inchi: 1S/C9H10Br2/c10-7-1-2-8-3-5-9(11)6-4-8/h3-6H,1-2,7H2
    • InChI Key: HUOADVRCIRXGBF-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(CCCBr)=CC=1

Computed Properties

  • Exact Mass: 277.91288g/mol
  • Monoisotopic Mass: 275.91493g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 95.7
  • 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: 0
  • XLogP3: 4

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1-Bromo-4-(3-bromopropyl)benzene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  5 min, rt
1.2 Reagents: Methanesulfonyl chloride ;  1 h, rt
1.3 Reagents: Methylmagnesium bromide Solvents: Diethyl ether ,  Toluene ;  rt; 1 h, rt
1.4 Reagents: Methanol ;  rt
Reference
Halogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents
Hirbawi, Nadia ; Lin, Patricia C. ; Jarvo, Elizabeth R., Journal of Organic Chemistry, 2022, 87(18), 12352-12369

Production Method 2

Reaction Conditions
1.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ;  0 °C; 18 h, rt
1.2 Reagents: Water ;  rt
1.3 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Dichloromethane ;  0 °C; 18 h, rt
1.4 Reagents: Sodium chloride Solvents: Water ;  rt
Reference
Chemical modification-mediated optimisation of bronchodilatory activity of mepenzolate, a muscarinic receptor antagonist with anti-inflammatory activity
Yamashita, Yasunobu; Tanaka, Ken-ichiro; Yamakawa, Naoki; Asano, Teita; Kanda, Yuki; et al, Bioorganic & Medicinal Chemistry, 2019, 27(15), 3339-3346

Production Method 3

Reaction Conditions
1.1 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Tetrahydrofuran ;  15 min, 0 °C; 15 min, rt
Reference
Development of Prodrug 4-Chloro-3-(5-methyl-3-{[4-(2-pyrrolidin-1-ylethoxy)phenyl]amino}-1,2,4-benzotriazin-7-yl)phenyl Benzoate (TG100801): A Topically Administered Therapeutic Candidate in Clinical Trials for the Treatment of Age-Related Macular Degeneration
Palanki, Moorthy S. S.; Akiyama, Hideo; Campochiaro, Peter; Cao, Jianguo; Chow, Chun P.; et al, Journal of Medicinal Chemistry, 2008, 51(6), 1546-1559

Production Method 4

Reaction Conditions
1.1 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Tetrahydrofuran ;  0 °C; 4 h, rt
Reference
Syntheses and evaluation of a homologous series of aza-vesamicol as improved radioiodine-labeled probes for sigma-1 receptor imaging
Ogawa, Kazuma ; Masuda, Ryohei; Mishiro, Kenji; Wang, Mengfei; Kozaka, Takashi; et al, Bioorganic & Medicinal Chemistry, 2019, 27(10), 1990-1996

Production Method 5

Reaction Conditions
1.1 Reagents: Phosphorus tribromide Solvents: Tetrahydrofuran ;  heated
Reference
Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a series of 4-substituted phenyl alkyl triazole-based compounds as potential inhibitors of 17α-hydroxylase/17,20-lyase (P45017α)
Owen, Caroline P.; Dhanani, Sachin; Patel, Chirag H.; Ahmed, Sabbir, Letters in Drug Design & Discovery, 2007, 4(7), 479-483

Production Method 6

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide ,  Triphenylphosphine Solvents: Dichloromethane ;  60 min, 0 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water
Reference
Mo-Based Oxidizers as Powerful Tools for the Synthesis of Thia- and Selenaheterocycles
Franzmann, Peter; Beil, Sebastian B. ; Schollmeyer, Dieter; Waldvogel, Siegfried R., Chemistry - A European Journal, 2019, 25(8), 1936-1940

Production Method 7

Reaction Conditions
1.1 Reagents: tert-Butanol ,  Boron tribromide Solvents: Dichloromethane ;  25 h, 22 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  0 °C
Reference
Boron tribromide as a reagent for anti-Markovnikov addition of HBr to cyclopropanes
Gieuw, Matthew H.; Chen, Shuming; Ke, Zhihai; Houk, K. N.; Yeung, Ying-Yeung, Chemical Science, 2020, 11(35), 9426-9433

Production Method 8

Reaction Conditions
1.1 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Tetrahydrofuran ;  15 min, 0 °C; 8 h, rt
Reference
Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides
Molander, Gary A.; Argintaru, O. Andreea; Aron, Ioana; Dreher, Spencer D., Organic Letters, 2010, 12(24), 5783-5785

Production Method 9

Reaction Conditions
1.1 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Dichloromethane ;  0 °C; 0 °C → 25 °C; 3 h, 25 °C
Reference
Selective Piperidine Synthesis Exploiting Iodine-Catalyzed Csp3-H Amination under Visible Light
Zhang, Hongwei; Muniz, Kilian, ACS Catalysis, 2017, 7(6), 4122-4125

Production Method 10

Reaction Conditions
1.1 Reagents: Diisobutylaluminum hydride
1.2 Reagents: Carbon tetrabromide ,  Triphenylphosphine
Reference
4-Alkyloxyimino Derivatives of Uridine-5'-triphosphate: Distal Modification of Potent Agonists as a Strategy for Molecular Probes of P2Y2, P2Y4, and P2Y6 Receptors
Jayasekara, P. Suresh; Barrett, Matthew O.; Ball, Christopher B.; Brown, Kyle A.; Hammes, Eva; et al, Journal of Medicinal Chemistry, 2014, 57(9), 3874-3883

Production Method 11

Reaction Conditions
1.1 Reagents: Ethanol ,  Hydrogen ion ;  reflux
1.2 Reagents: Hydrogen Catalysts: Palladium
1.3 Reagents: Oxygen Solvents: Tetrahydrofuran ;  reflux
1.4 Reagents: Phosphorus tribromide Solvents: Diethyl ether ;  reflux
Reference
Synthesis, biochemical evaluation of a range of potent 4-substituted phenyl alkyl imidazole-based inhibitors of the enzyme complex 17α-Hydroxylase/17,20-Lyase (P45017α)
Shahid, Imran; Patel, Chirag H.; Dhanani, Sachin; Owen, Caroline P.; Ahmed, Sabbir, Journal of Steroid Biochemistry and Molecular Biology, 2008, 110(1-2), 18-29

Production Method 12

Reaction Conditions
1.1 Reagents: Phosphorus tribromide Solvents: Tetrahydrofuran ;  reflux
Reference
Synthesis, biochemical evaluation and rationalization of the inhibitory activity of a range of 4-substituted phenyl alkyl imidazole-based inhibitors of the enzyme complex 17α-hydroxylase/17,20-lyase (P45017α)
Patel, Chirag H.; Dhanani, Sachin; Owen, Caroline P.; Ahmed, Sabbir, Bioorganic & Medicinal Chemistry Letters, 2006, 16(18), 4752-4756

1-Bromo-4-(3-bromopropyl)benzene Raw materials

1-Bromo-4-(3-bromopropyl)benzene Preparation Products

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