2,6-Dibromophenol - analytical standard , CAS No.608-33-3

CAS: 608-33-3 Cat. No.: D134080 Molecular Weight: 251.91 Beilstein Registry Number: 6(4)1064 EC Number: 210-161-0
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GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
AJ-087/41885654 | Phenol, 2,6-dibromo- | MFCD00002152 | 2,6-dibromo-pheno | 2,6-DIBROMOPHENOL | 2,6-Dibromo-phenol | 2,6-Dibromophenol, 99% | AKOS009152462 | 27MIP05EAV | AC-23653 | D3384 | NSC 6214 | CHEBI:19391 | Z285522740 | 94N | BDBM50150789 | UNII-2
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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
AJ-087/41885654 | Phenol, 2, 6-dibromo- | MFCD00002152 | 2, 6-dibromo-pheno | 2, 6-DIBROMOPHENOL | 2, 6-Dibromo-phenol | 2, 6-Dibromophenol, 99% | AKOS009152462 | 27MIP05EAV | AC-23653 | D3384 | NSC 6214 | CHEBI:19391 | Z285522740 | 94N | BDBM50150789 | UNII-2
Specifications & Purity
analytical standard
Shipped In
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Grade
Analytical standard
Names and Identifiers
Canonical SmilesC1=CC(=C(C(=C1)Br)O)Br
IUPAC Name2,6-dibromophenol
InChIKeySSIZLKDLDKIHEV-UHFFFAOYSA-N
INCHI1S/C6H4Br2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H
Isomeric SMILES C1=CC(=C(C(=C1)Br)O)Br
Molecular Weight 251.91
Beilstein 6(4)1064
Reaxy-Rn 2043614
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2043614&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
SubclassHalophenols
Intermediate Tree Nodes Bromophenols
Direct ParentO-bromophenols
Alternative Parents Bromobenzenes  1-hydroxy-4-unsubstituted benzenoids  Aryl bromides  Organooxygen compounds  Organobromides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents 2-bromophenol - 1-hydroxy-4-unsubstituted benzenoid - Halobenzene - Bromobenzene - Monocyclic benzene moiety - Aryl halide - Aryl bromide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organobromide - Organohalogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring.
External Descriptors dibromophenol - bromohydrocarbon
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Xenopus laevis (337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Boil Point(°C)256 °C
Melt Point(°C)255-256°C
Molecular Weight251.900 g/mol
XLogP33.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass251.861 Da
Monoisotopic Mass249.863 Da
Topological Polar Surface Area20.200 Ų
Heavy Atom Count9
Formal Charge0
Complexity87.100
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Xing Jiali, Xu Xiaorong, Li Yang, Chen Cancan, Mao Lingyan, Luo Xiaohu, Shen Jian, Cheng Hai, Zhang Shufen, Guo Yahui, Gan Ning.  (2023)  Simultaneous detection of multiple phenolic compounds in shrimps through gas chromatography–mass spectrometry coupled with a modified QuEChERS.  EUROPEAN FOOD RESEARCH AND TECHNOLOGY,      [PMID:] [10.1007/s00217-023-04430-7]
2. Yifei Zhang, Zhechao Hua, Xuewen Zhang, Kaiheng Guo, Jingyun Fang.  (2023)  Unexpected trends for the formation of chlorate and bromate during the photolysis of chlorine in bromide-containing water.  WATER RESEARCH,      [PMID:37247439] [10.1016/j.watres.2023.120100]
3. Xiao-Na Zhu, Jie Li, Gao-Lin Qiu, Lin Wang, Chen Lu, Yi-Ge Guo, Ke-Xin Yang, Fang Cai, Tao Xu, Ti-Fei Yuan, Ji Hu.  (2023)  Propofol exerts anti-anhedonia effects via inhibiting the dopamine transporter.  NEURON,      [PMID:36917979] [10.1016/j.neuron.2023.02.017]
4. Jiali Xing, Yang Li, Ruihang Zheng, Hao Shen, Xiaorong Xu, Lingyan Mao, Xiaohu Luo, Jian Shen, Weirong Yao.  (2022)  Simultaneous detection of multiple phenolic compounds in fish by gas chromatography-mass spectrometry following a modified QuEChERS cleanup.  Food Additives and Contaminants Part A-Chemistry Analysis Control Exposure & Risk Assessment,      [PMID:35442851] [10.1080/19440049.2022.2062058]
5. Mei-E Yue, Qiaoyan Lin, Jie Xu, Ting-Fu Jiang.  (2018)  Ionic liquid-based headspace in-tube liquid-phase microextraction coupled with CE for sensitive detection of phenols.  ELECTROPHORESIS,  39  (14): (1771-1776).  [PMID:29683521] [10.1002/elps.201800068]
6. Jin Jie Li, Ya Xin Yue, Sheng Jie Shi, Jun Zeng Xue.  (2023)  Investigation on toxicity mechanism of halogenated aromatic disinfection by-products to zebrafish based on molecular docking and QSAR model.  CHEMOSPHERE,      [PMID:37633607] [10.1016/j.chemosphere.2023.139916]
7. Shaodong Hou, Li Ling, Dionysios D. Dionysiou, Yuru Wang, Jiajia Huang, Kaiheng Guo, Xuchun Li, Jingyun Fang.  (2018)  Chlorate Formation Mechanism in the Presence of Sulfate Radical, Chloride, Bromide and Natural Organic Matter.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:29746105] [10.1021/acs.est.8b00576]
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