Bromoxynil - analytical standard , CAS No.1689-84-5

CAS: 1689-84-5 Cat. No.: B135561 Molecular Weight: 276.91 Beilstein Registry Number: 2364039 EC Number: 216-882-7
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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
CCRIS 2447 | DTXSID3022162 | M&B 10731 | M&B 10,064 | Tox21_301202 | Z57900367 | Brominal Triple | CHEBI:17192 | J46EK95K0P | NCGC00163844-04 | SCHEMBL19210 | AMY14593 | Q408345 | EN300-258708 | NCGC00163844-05 | S 2132 | Brittox | Brominal ME4 | 3,5-Dibr
Storage
Room temperature
Shipped In
FedEx DG Service
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
250mg
B135561-250mg
3
$41.90
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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

Room temperature Ships FedEx DG Service 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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
CCRIS 2447 | DTXSID3022162 | M&B 10731 | M&B 10, 064 | Tox21_301202 | Z57900367 | Brominal Triple | CHEBI:17192 | J46EK95K0P | NCGC00163844-04 | SCHEMBL19210 | AMY14593 | Q408345 | EN300-258708 | NCGC00163844-05 | S 2132 | Brittox | Brominal ME4 | 3, 5-Dibr
Specifications & Purity
analytical standard
Storage
Room temperature
Shipped In
FedEx DG Service
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Analytical standard
Names and Identifiers
Canonical SmilesC1=C(C=C(C(=C1Br)O)Br)C#N
IUPAC Name3,5-dibromo-4-hydroxybenzonitrile
InChIKeyUPMXNNIRAGDFEH-UHFFFAOYSA-N
INCHI1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
Isomeric SMILES C1=C(C=C(C(=C1Br)O)Br)C#N
WGK Germany 3
RTECS DI3150000
UN Number 2811
Packing Group I
Molecular Weight 276.91
Beilstein 2364039
Reaxy-Rn 2364039
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2364039&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
ClassBenzene and substituted derivatives
SubclassBenzonitriles
Intermediate Tree Nodes Not available
Direct ParentBenzonitriles
Alternative Parents O-bromophenols  Bromobenzenes  Aryl bromides  Nitriles  Organopnictogen compounds  Organooxygen compounds  Organobromides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Benzonitrile - 2-halophenol - 2-bromophenol - Bromobenzene - Halobenzene - Phenol - Aryl bromide - Aryl halide - Nitrile - Carbonitrile - Organonitrogen compound - Organobromide - Organohalogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.
External Descriptors Nitrile herbicides
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 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:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot NumberCertificate TypeDateItem
B1704040Certificate of AnalysisMar 20, 2026 B135561
Chemical and Physical Properties
Melt Point(°C)189-191 °C
Molecular Weight276.910 g/mol
XLogP33.500
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass276.856 Da
Monoisotopic Mass274.858 Da
Topological Polar Surface Area44.000 Ų
Heavy Atom Count11
Formal Charge0
Complexity176.000
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. Baoqiang Hao, Yang Guo, Xueling Bai, Renyuan Zhang, Xiaoqing Li, Jing Li.  (2023)  Direct conversion of cyano group to cyanogen chloride and dichloroacetonitrile in the UV/chlorine process.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.148353]
2. Qian Yang, Yanjing Guo, He Wang, Zhi Luo, Ying Chen, Mengyun Jiang, Huan Lu, Bernal E. Valverde, Sheng Qiang, Reto Jörg Strasser, Shiguo Chen.  (2023)  Action of the fungal compound citrinin, a bioherbicide candidate, on photosystem II.  PEST MANAGEMENT SCIENCE,  80  (1): (133-148).  [PMID:37103431] [10.1002/ps.7513]
3. Yunhao Gao, Zhiyuan Zhou, Xi Chen, Yuyang Tian, Yan Li, Huachen Wang, Xuan Li, Xueyang Yu, Yongsong Cao.  (2021)  Controlled release of herbicides by 2,4-D-, MCPA-, and bromoxynil-intercalated hydrotalcite nanosheets.  GREEN CHEMISTRY,  23  (12): (4560-4566).  [PMID:] [10.1039/D1GC01349A]
4. Yunqing Wu, Yuxin Chen, Shiqin Zhang, Lizhi Zhang, Jingming Gong.  (2019)  Bifunctional S, N-Codoped carbon dots-based novel electrochemiluminescent bioassay for ultrasensitive detection of atrazine using activated mesoporous biocarbon as enzyme nanocarriers.  ANALYTICA CHIMICA ACTA,      [PMID:31146835] [10.1016/j.aca.2019.04.068]
5. Shaoyang Hu, Xiangxiang Li, Guangzhao Li, Zhigang Li, Falin He, Guang Tian, Xingchen Zhao, Rutao Liu.  (2024)  New Species and Cytotoxicity Mechanism of Halohydroxybenzonitrile Disinfection Byproducts in Drinking Water.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:39166926] [10.1021/acs.est.4c06163]
6. He Wang, Yanjing Guo, Yu Ji, Qing Liu, Qizhen Chen, Qianlong Zhang, Mingying Yang, Bernal E. Valverde, Shiguo Chen.  (2025)  Herbicidal mechanism of Isovanillic acid and computational structure-guided design of high-potency derivatives.  PEST MANAGEMENT SCIENCE,      [PMID:41414656] [10.1002/ps.70469]
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