4-amino-3-fluorophenol

C6H6FNO

CAS399-95-1
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
399-95-1
EC Number
241-775-7
UN Number
3077
Index Number
604-028-00-X
PubChem CID
2735919

Physical-chemical properties

Molecular Formula
C6H6FNO
Molar Mass
127.12 g/mol
IUPAC Name
4-amino-3-fluorophenol

Chemical Identifiers

InChI
InChI=1S/C6H6FNO/c7-5-3-4(9)1-2-6(5)8/h1-3,9H,8H2
InChI Key
MNPLTKHJEAFOCA-UHFFFAOYSA-N

Overview

4-amino-3-fluorophenol (CAS 399-95-1) is an aromatic amine compound featuring both amino and fluorine substituents on a phenolic ring structure. This fluorinated aminophenol represents an important intermediate in pharmaceutical and fine chemical synthesis, combining the reactivity of an aromatic amine with the unique properties conferred by fluorine substitution. The compound's molecular structure, with the fluorine atom positioned ortho to the amino group and meta to the hydroxyl group, creates distinct electronic and steric effects that influence its chemical behavior and biological activity. The substance exhibits significant safety considerations, classified as a Category 1B carcinogen under CLP regulation, requiring careful handling protocols and appropriate risk management measures. Additional hazard classifications include acute toxicity (Category 4), skin sensitization potential, and chronic aquatic toxicity, necessitating comprehensive safety documentation and specialized storage conditions. These properties place 4-amino-3-fluorophenol in ADR Class 9 for transportation purposes, with GHS pictograms indicating health hazards and environmental concerns. Industrial applications of 4-amino-3-fluorophenol primarily center on pharmaceutical intermediate synthesis, where its unique substitution pattern enables the construction of complex drug molecules. The compound also finds use in agrochemical development and specialty dye manufacturing, where the fluorine substituent can enhance product stability and performance characteristics. Like related compounds such as 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline, these halogenated aromatic amines serve as valuable building blocks in organic synthesis. OYSI maintains reliable supply chains for 4-amino-3-fluorophenol, providing European customers with consistent access to this specialized chemical intermediate along with comprehensive regulatory documentation and technical support.

Safety & Classification

Danger
Classification:

Carc. 1B; Acute Tox. 4 *; Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H302

Harmful if swallowed.

H317

May cause an allergic skin reaction.

H411

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

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

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 Name4-Amino-3-fluorphenol
Marine PollutantNo

Frequently Asked Questions

What is 4-amino-3-fluorophenol?

4-amino-3-fluorophenol is an aromatic organic compound with the molecular formula C6H6FNO and CAS number 399-95-1. This fluorinated phenol derivative contains both amino and hydroxyl functional groups on a benzene ring, with a molecular weight of 127.12 g/mol. It is classified as a Category 1B carcinogen and requires careful handling due to its hazardous properties including acute toxicity and skin sensitization potential.

What are the physicochemical properties of 4-amino-3-fluorophenol?

4-amino-3-fluorophenol is a solid organic compound at room temperature with a molecular weight of 127.12 g/mol. As an aromatic compound containing both amino and hydroxyl groups, it typically exhibits moderate polarity and may show limited water solubility. The presence of the fluorine substituent affects its electronic properties and reactivity compared to unsubstituted aminophenols, influencing its chemical behavior in various applications.

What is 4-amino-3-fluorophenol used for?

4-amino-3-fluorophenol serves as an important intermediate in pharmaceutical synthesis and fine chemical manufacturing. Its unique substitution pattern makes it valuable for producing fluorinated pharmaceuticals, agrochemicals, and specialty chemicals. The compound is particularly useful in medicinal chemistry for developing drugs where fluorine substitution can enhance metabolic stability, bioavailability, or binding affinity. It may also be used in dye synthesis and other specialized chemical applications.

How to handle 4-amino-3-fluorophenol safely?

4-amino-3-fluorophenol requires strict safety precautions due to its carcinogenic properties (Category 1B) and acute toxicity. Essential protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas or fume hoods. Avoid skin contact and inhalation as it may cause sensitization. Work in designated areas with proper containment measures, and ensure personnel are trained in handling carcinogenic substances according to workplace safety regulations.

How to store 4-amino-3-fluorophenol correctly?

4-amino-3-fluorophenol should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from incompatible materials. Keep containers in secondary containment and store separately from oxidizing agents, acids, and bases. Storage areas must be clearly labeled as containing carcinogenic material with restricted access. Maintain temperatures below 25°C and protect from light and moisture. Implement inventory controls and regular container inspections for leak detection.

What to do in case of contact with 4-amino-3-fluorophenol?

In case of skin contact with 4-amino-3-fluorophenol, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. Seek medical attention promptly in all cases, especially given the carcinogenic nature of this substance. Do not induce vomiting if ingested.

How to dispose of 4-amino-3-fluorophenol appropriately?

4-amino-3-fluorophenol requires disposal as hazardous waste due to its carcinogenic classification and environmental hazard properties. Contact licensed hazardous waste disposal companies authorized to handle Category 1B carcinogens. Do not discharge to drains, soil, or waterways as it poses aquatic chronic toxicity risks. Dispose of in accordance with local, national, and EU regulations including the Waste Framework Directive. Maintain disposal records and waste transfer documentation.

How to transport 4-amino-3-fluorophenol?

4-amino-3-fluorophenol is classified under ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transportation. Packages must be properly labeled with UN identification numbers and hazard labels including GHS pictograms GHS07, GHS08, and GHS09. Use appropriate packaging that meets ADR requirements for Class 9 substances. Transport documentation must include proper shipping names, hazard classes, and emergency response information. Only use carriers certified for dangerous goods transport.

Is 4-amino-3-fluorophenol subject to specific regulations?

4-amino-3-fluorophenol is subject to comprehensive EU chemical regulations including REACH registration requirements and CLP classification obligations. As a Category 1B carcinogen, it falls under strict occupational exposure limits and workplace safety regulations. While not currently listed as an SVHC, its hazard profile requires compliance with worker protection directives and environmental regulations. Users must maintain safety data sheets, implement risk management measures, and follow notification requirements for carcinogenic substance use.

Where to buy 4-amino-3-fluorophenol in Europe?

4-amino-3-fluorophenol is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides high-quality chemical products with proper documentation, safety data sheets, and regulatory compliance support. As an established chemical distributor, OYSI ensures reliable supply chains for laboratory and industrial customers across Europe. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.

Data Sources

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