Cas no 88139-91-7 (5-Bromo-2-hydroxymethylpyridine)

5-Bromo-2-hydroxymethylpyridine is a versatile heterocyclic compound featuring a bromo substituent at the 5-position and a hydroxymethyl group at the 2-position of the pyridine ring. This structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceutical and agrochemical applications. The bromo group offers reactivity for cross-coupling reactions, while the hydroxymethyl functionality allows for further derivatization, such as oxidation or esterification. Its well-defined reactivity profile and stability under standard conditions enhance its utility in constructing complex molecular frameworks. The compound is typically handled under inert conditions to preserve its integrity, ensuring consistent performance in synthetic workflows.
5-Bromo-2-hydroxymethylpyridine structure
88139-91-7 structure
Product Name:5-Bromo-2-hydroxymethylpyridine
CAS No:88139-91-7
MF:C6H6BrNO
MW:188.02194070816
MDL:MFCD04035597
CID:61146
PubChem ID:87561522
Update Time:2025-05-28

5-Bromo-2-hydroxymethylpyridine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-hydroxymethylpyridine
    • (5-Bromopyrid-2-yl)methanol
    • 2-Hydroxymethyl-5-bromopyridine
    • 5-Bromo-2-(hydroxymethyl)pyridine
    • 5-Bromo-2-pyridinemethanol
    • (5-BROMO-PYRIDIN-2-YL)-METHANOL
    • (5-bromopyridin-2-yl)methanol
    • 2-PYRIDINEMETHANOL, 5-BROMO-
    • 5-BROMOPYRIDINE-2-METHANOL
    • (5-bromo-2-pyridyl)methan-1-ol
    • (5-Bromo-pyridin-2-yl)methanol (5-Bromo-2-hydroxymethylpyridine)
    • (5-bromo-2-pyridyl)methanol
    • zlchem 391
    • PubChem7710
    • PubChem12387
    • 5-bromo-2-pyridine methanol
    • KSC49
    • 5-Bromo-2-pyridinemethanol (ACI)
    • PB18645
    • SCHEMBL506458
    • FS-2167
    • H5AM7UXN25
    • B3492
    • BCP32564
    • 5-bromo-2-hydroxymethylpyridine, AldrichCPR
    • BBL100859
    • EN300-73884
    • (5-Bromo-2-pyridyl)methanol;5-Bromo-2-hydroxymethylpyridine
    • 5-Bromo-pyridin-2-yl-methanol
    • STL554653
    • HY-32837
    • AKOS005255303
    • (5-BROMO-2-PYRIDINYL)METHANOL
    • UNII-H5AM7UXN25
    • CS-D0982
    • Z1065600752
    • NS00125142
    • (5-bromopyridin-2-yl)-methanol
    • (5-Bromanylpyridin-2-yl)methanol
    • SY002137
    • DB-013611
    • W-204002
    • 5-bromo-2-hydroxymethyl pyridine
    • MFCD04035597
    • DTXSID40409417
    • 88139-91-7
    • MDL: MFCD04035597
    • Inchi: 1S/C6H6BrNO/c7-5-1-2-6(4-9)8-3-5/h1-3,9H,4H2
    • InChI Key: RUCZFWMEACWFER-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(CO)=NC=1
    • BRN: 1447472

Computed Properties

  • Exact Mass: 186.96300
  • Monoisotopic Mass: 186.96328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 89.1
  • 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: 33.1
  • XLogP3: 0.7

Experimental Properties

  • Color/Form: Solid
  • Density: 1.7±0.1 g/cm3
  • Melting Point: 59.0 to 63.0 deg-C
  • Boiling Point: 120°C/0.06mmHg(lit.)
  • Flash Point: 0℃
  • Refractive Index: 1.599?
  • PSA: 33.12000
  • LogP: 1.33640

5-Bromo-2-hydroxymethylpyridine Security Information

5-Bromo-2-hydroxymethylpyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-Bromo-2-hydroxymethylpyridine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Methanol ;  1 h, rt
Reference
End-On and Side-On Peroxo Derivatives of Non-Heme Iron Complexes with Pentadentate Ligands: Models for Putative Intermediates in Biological Iron/Dioxygen Chemistry
Roelfes, Gerard; et al, Inorganic Chemistry, 2003, 42(8), 2639-2653

Production Method 2

Reaction Conditions
1.1 Reagents: Trifluoroacetic anhydride ;  rt; 0.5 h, rt; 0.5 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8, rt; overnight, rt
Reference
Synthesis of a Non-Heme Template for Attaching Four Peptides: An Approach to Artificial Iron(II)-Containing Peroxidases
van den Heuvel, Marco; et al, Journal of Organic Chemistry, 2004, 69(2), 250-262

Production Method 3

Reaction Conditions
1.1 Reagents: Acetic anhydride ;  12 h, 90 °C
1.2 Reagents: Potassium hydroxide Solvents: Methanol ;  0 °C; 3 h, rt
Reference
Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic Studies
Deng, Lisheng; et al, Journal of Medicinal Chemistry, 2011, 54(13), 4721-4734

Production Method 4

Reaction Conditions
1.1 Reagents: m-Chloroperbenzoic acid Solvents: Chloroform ;  5 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water
2.1 Reagents: Acetic anhydride ;  12 h, 90 °C
2.2 Reagents: Potassium hydroxide Solvents: Methanol ;  0 °C; 3 h, rt
Reference
Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic Studies
Deng, Lisheng; et al, Journal of Medicinal Chemistry, 2011, 54(13), 4721-4734

Production Method 5

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Toluene ,  Hexane ;  -78 °C; 2 h, -78 °C
1.2 1 h, -78 °C; -78 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt
1.4 Reagents: Sodium borohydride Solvents: Methanol ;  rt; 1 h, rt
1.5 Reagents: Hydrochloric acid Solvents: Water ;  rt
Reference
Tetrameric Cyclic Double Helicates as a Scaffold for a Molecular Solomon Link
Beves, Jonathon E.; et al, Angewandte Chemie, 2013, 52(25), 6464-6467

Production Method 6

Reaction Conditions
1.1 Reagents: Aluminum chloride ,  Bromine
1.2 Reagents: Hydrochloric acid
1.3 Reagents: Sodium bisulfite
2.1 Reagents: m-Chloroperbenzoic acid Solvents: Chloroform
3.1 Reagents: Trifluoroacetic anhydride
3.2 Reagents: Sodium bicarbonate Solvents: Water
Reference
Structure-activity relationships in the 2-arylcarbapenem series. Synthesis of 1-methyl-2-arylcarbapenems
Guthikonda, Ravindra Nath; et al, Journal of Medicinal Chemistry, 1987, 30(5), 871-80

Production Method 7

Reaction Conditions
1.1 Reagents: Triethylamine ,  Ethyl chloroformate Solvents: Tetrahydrofuran ;  0 °C
1.2 Reagents: Sodium borohydride Solvents: Water
Reference
Novel bisphosphonate inhibitors of the human farnesyl pyrophosphate synthase
De Schutter, Joris W.; et al, Bioorganic & Medicinal Chemistry Letters, 2010, 20(19), 5781-5786

Production Method 8

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Toluene
1.2 -
1.3 Reagents: Sodium borohydride
Reference
Selective monolithiation of 2,5-dibromopyridine with butyllithium
Wang, Xin; et al, Tetrahedron Letters, 2000, 41(22), 4335-4338

Production Method 9

Reaction Conditions
1.1 Solvents: Acetic anhydride ;  overnight, 90 °C
1.2 Reagents: Sodium carbonate Solvents: Water ;  neutralized
2.1 Reagents: Potassium carbonate Solvents: Methanol ;  1 h, rt
Reference
End-On and Side-On Peroxo Derivatives of Non-Heme Iron Complexes with Pentadentate Ligands: Models for Putative Intermediates in Biological Iron/Dioxygen Chemistry
Roelfes, Gerard; et al, Inorganic Chemistry, 2003, 42(8), 2639-2653

5-Bromo-2-hydroxymethylpyridine Raw materials

5-Bromo-2-hydroxymethylpyridine Preparation Products

5-Bromo-2-hydroxymethylpyridine Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:88139-91-7)2-Hydroxymethyl-5-bromopyridine
Order Number:LE1947;LE26658188
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:41
Price ($):discuss personally
Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:88139-91-7)2-Hydroxymethyl-5-bromopyridine
LE1947;LE26658188
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
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