2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol

C13H7Br2N3O6

CAS13181-17-4
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
13181-17-4
EC Number
236-129-6
UN Number
3077
Index Number
609-032-00-5
PubChem CID
86287521

Physical-chemical properties

Molecular Formula
C13H7Br2N3O6
Molar Mass
461.02 g/mol
IUPAC Name
2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol

Chemical Identifiers

InChI
InChI=1S/C13H7Br2N3O6/c14-9-3-7(4-10(15)13(9)19)6-16-24-12-2-1-8(17(20)21)5-11(12)18(22)23/h1-6,19H/b16-6+
InChI Key
XTFNPKDYCLFGPV-OMCISZLKSA-N

Overview

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol (CAS 13181-17-4) is a brominated aromatic compound with oxime ester functionality and significant aquatic toxicity concerns. This specialized chemical intermediate features a complex molecular structure combining brominated phenol and dinitrophenoxy oxime moieties, resulting in a molecular formula of C13H7Br2N3O6 and molecular weight of 461.02 g/mol. The compound is characterized by its dual bromine substituents at the 2,6-positions of the phenol ring and an E-configured oxime ester linkage to a 2,4-dinitrophenoxy group, which contributes to its distinct chemical reactivity profile. From a safety perspective, this substance requires careful handling due to its classification as Acute Tox. 4 with significant environmental concerns, particularly its Aquatic Acute 1 and Aquatic Chronic 1 classifications. The GHS07 and GHS09 pictograms reflect both its moderate acute toxicity and severe aquatic hazards, necessitating appropriate containment measures and waste management protocols. Transport regulations classify it under ADR Class 9 as a miscellaneous dangerous substance. The compound finds primary applications in pharmaceutical synthesis as an advanced intermediate, particularly in the development of specialized therapeutic agents where the unique oxime ester functionality provides specific reactivity patterns. It also serves in agrochemical research for developing crop protection compounds, where its structural features complement other specialized intermediates like 2-N,4-N-diethyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine in comprehensive synthetic programs. Additionally, it functions as a specialty reagent in organic synthesis for creating complex molecular architectures. OYSI maintains reliable supply channels for 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol to support pharmaceutical and specialty chemical manufacturing requirements across European markets.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameBromophenoxim (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is an organic chemical compound with the molecular formula C13H7Br2N3O6 and CAS number 13181-17-4. This brominated phenolic compound has a molecular weight of 461.02 g/mol and features both bromine substituents and a dinitrophenoxy group. It is classified as a hazardous substance with acute toxicity and environmental concerns, requiring careful handling in industrial applications.

What are the physicochemical properties of 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is a complex organic molecule with a molecular weight of 461.02 g/mol. The compound contains multiple functional groups including bromine atoms, phenolic groups, and nitro substituents. Due to its brominated aromatic structure and polar functional groups, it likely exhibits limited water solubility but good solubility in organic solvents. Specific physical properties such as melting point and density require laboratory determination.

What is 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol used for?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is primarily used in specialized industrial applications as a chemical intermediate or reagent. Its brominated aromatic structure makes it valuable in organic synthesis processes, particularly in pharmaceutical research, agrochemical development, or as a building block for more complex molecules. The compound may also serve analytical purposes in laboratory settings, though specific end-use applications depend on the manufacturer's intended purpose.

How to handle 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol safely?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol requires careful handling due to its Acute Tox. 4 classification and environmental hazards. Essential safety measures include wearing appropriate personal protective equipment such as chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume extraction systems. Avoid skin contact, inhalation, and ingestion. Keep away from heat sources and incompatible materials. Follow GHS07 and GHS09 pictogram warnings for health and environmental protection.

How to store 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol correctly?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Use tightly sealed original containers to prevent moisture absorption and contamination. Store separately from incompatible materials such as strong oxidizers, acids, and bases. Implement appropriate containment measures to prevent environmental release due to its aquatic toxicity classification. Maintain proper inventory controls and ensure storage areas meet local safety regulations.

What to do in case of contact with 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol?

In case of skin contact with 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol, immediately remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. For eye contact, flush thoroughly with water and seek immediate medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical care. Always consult the safety data sheet and contact emergency services if severe symptoms occur.

How to dispose of 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol appropriately?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol must be disposed of through licensed hazardous waste disposal facilities due to its toxicity and environmental impact classifications. Never discharge into sewers, soil, or water bodies given its Aquatic Acute 1 and Aquatic Chronic 1 classifications. Contact certified waste management companies for proper collection and treatment. Follow local and national hazardous waste regulations, and maintain proper documentation for waste tracking and compliance purposes.

How to transport 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Use UN-approved packaging and ensure proper hazard labels are displayed. Transport vehicles must comply with ADR requirements, and drivers need appropriate training. Shipping documentation must include proper shipping names and hazard classifications for regulatory compliance.

Is 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol subject to specific regulations?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is subject to European chemical regulations including REACH registration requirements and CLP classification obligations. While not currently listed as a Substance of Very High Concern (SVHC), it must comply with hazard communication requirements due to its Acute Tox. 4 and aquatic toxicity classifications. Suppliers must provide safety data sheets, and users must implement appropriate risk management measures according to chemical safety regulations.

Where to buy 2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol in Europe?

2,6-dibromo-4-[(E)-(2,4-dinitrophenoxy)iminomethyl]phenol is available through OYSI, a European distributor of specialty chemical products. OYSI provides this compound to industrial customers, research institutions, and qualified end-users across Europe. As a specialized chemical with specific handling and regulatory requirements, availability may be subject to qualification processes and minimum order quantities. Contact OYSI directly for current availability, technical specifications, and compliance documentation for your specific application requirements.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.