2-chloro-N-(4-methylphenyl)acetamide

C9H10ClNO

CAS16634-82-5
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
16634-82-5
EC Number
435-170-9
UN Number
3077
Index Number
616-179-00-9
PubChem CID
27967

Physical-chemical properties

Molecular Formula
C9H10ClNO
Molar Mass
183.63 g/mol
IUPAC Name
2-chloro-N-(4-methylphenyl)acetamide

Chemical Identifiers

InChI
InChI=1S/C9H10ClNO/c1-7-2-4-8(5-3-7)11-9(12)6-10/h2-5H,6H2,1H3,(H,11,12)
InChI Key
CITIOELQTFSEGI-UHFFFAOYSA-N

Overview

2-chloro-N-(4-methylphenyl)acetamide (CAS 16634-82-5) is an organic chloroacetamide compound featuring a substituted aromatic ring and reactive chloroacetyl functionality. This specialized chemical intermediate belongs to the chloroacetamide family and serves as a valuable building block in organic synthesis and pharmaceutical chemistry. The compound's molecular structure (C9H10ClNO) combines a para-methylated aniline derivative with a chloroacetyl group, creating a versatile molecule with distinct reactivity patterns. With a molecular weight of 183.63 g/mol, this white to off-white crystalline solid exhibits the characteristic properties of halogenated acetamides while maintaining the aromatic stability of the tolyl substituent. The compound presents significant safety considerations requiring careful handling protocols. Classified under ADR Class 9 (miscellaneous dangerous goods), it carries multiple hazard classifications including severe eye damage (Eye Dam. 1), skin sensitization potential (Skin Sens. 1), and acute aquatic toxicity (Aquatic Acute 1, Aquatic Chronic 1). The associated GHS pictograms (GHS05, GHS07, GHS09) and "Danger" signal word emphasize the need for appropriate personal protective equipment and environmental protection measures during handling and storage. Industrial applications of 2-chloro-N-(4-methylphenyl)acetamide primarily focus on pharmaceutical intermediate synthesis, where its chloroacetamide functionality enables nucleophilic substitution reactions for drug development. The compound also finds use in agrochemical synthesis and specialty chemical manufacturing. While structurally distinct from compounds like 3-amino-4-hydroxy-N-(3-propan-2-yloxypropyl)benzenesulfonamide hydrochloride, both serve as important pharmaceutical intermediates in different therapeutic areas. OYSI provides this high-quality chemical intermediate to European customers, supporting pharmaceutical and specialty chemical manufacturing operations across the region.

Safety & Classification

Danger
Classification:

Eye Dam. 1; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H318

Causes serious eye damage.

H317

May cause an allergic skin reaction.

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

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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

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 Name2-Chlor-N-(4-methylphenyl)acetamid
Marine PollutantNo

Frequently Asked Questions

What is 2-chloro-N-(4-methylphenyl)acetamide?

2-chloro-N-(4-methylphenyl)acetamide is an organic chemical compound with the molecular formula C9H10ClNO and CAS number 16634-82-5. This chloroacetamide derivative has a molecular weight of 183.63 g/mol and belongs to the family of substituted acetamides. The compound features a chlorine atom attached to an acetyl group, which is linked to a para-methylated aniline moiety, making it an important intermediate in organic synthesis and pharmaceutical applications.

What are the physicochemical properties of 2-chloro-N-(4-methylphenyl)acetamide?

2-chloro-N-(4-methylphenyl)acetamide is typically a crystalline solid at room temperature with a molecular weight of 183.63 g/mol. The compound contains both hydrophilic (amide group) and hydrophobic (aromatic ring) regions, affecting its solubility profile. Its physicochemical behavior is influenced by the presence of the chlorine substituent and the para-methyl group on the benzene ring, which impact its melting point, solubility in various solvents, and stability under different conditions.

What is 2-chloro-N-(4-methylphenyl)acetamide used for?

2-chloro-N-(4-methylphenyl)acetamide is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. The compound serves as a building block for the production of various active pharmaceutical ingredients and fine chemicals. Its reactive chloroacetamide structure makes it valuable in medicinal chemistry for developing new drug compounds, particularly those targeting specific biological pathways. It may also find applications in agrochemical synthesis and specialty chemical manufacturing processes.

How to handle 2-chloro-N-(4-methylphenyl)acetamide safely?

2-chloro-N-(4-methylphenyl)acetamide requires careful handling due to its classification as Eye Dam. 1 and Skin Sens. 1, indicating severe eye damage potential and skin sensitization properties. Always wear appropriate personal protective equipment including safety goggles, chemical-resistant gloves, and protective clothing. Work in well-ventilated areas or under fume hoods to minimize inhalation exposure. Avoid direct contact with skin and eyes, and wash hands thoroughly after handling. Follow proper hygiene practices and emergency procedures.

How to store 2-chloro-N-(4-methylphenyl)acetamide correctly?

2-chloro-N-(4-methylphenyl)acetamide should be stored in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep containers tightly closed to prevent moisture absorption and contamination. Store separately from incompatible materials such as strong bases, oxidizing agents, and reducing agents. Ensure storage areas are equipped with appropriate spill containment measures and maintain proper inventory management. Check containers regularly for signs of deterioration or leakage.

What to do in case of contact with 2-chloro-N-(4-methylphenyl)acetamide?

In case of eye contact with 2-chloro-N-(4-methylphenyl)acetamide, immediately flush with plenty of clean water for at least 15 minutes and seek medical attention due to its Eye Dam. 1 classification. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water. If skin sensitization occurs, avoid further exposure. In case of inhalation, move to fresh air immediately. For ingestion, do not induce vomiting and seek medical attention. Always consult safety data sheets for specific first aid measures.

How to dispose of 2-chloro-N-(4-methylphenyl)acetamide properly?

2-chloro-N-(4-methylphenyl)acetamide must be disposed of according to local and national hazardous waste regulations due to its environmental hazard classification (Aquatic Acute 1; Aquatic Chronic 1). Do not discharge into waterways, soil, or sewage systems. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may require incineration at authorized high-temperature facilities. Keep detailed disposal records and ensure compliance with REACH and local environmental protection requirements.

How to transport 2-chloro-N-(4-methylphenyl)acetamide?

2-chloro-N-(4-methylphenyl)acetamide is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transport purposes. This classification indicates it presents a relatively lower degree of danger during transport but still requires proper packaging, labeling, and documentation. Use appropriate UN-specification packaging and ensure proper marking and placarding of transport vehicles. Transport documentation must include proper shipping names, hazard class, and emergency contact information according to ADR regulations.

Is 2-chloro-N-(4-methylphenyl)acetamide subject to specific regulations?

2-chloro-N-(4-methylphenyl)acetamide is subject to European chemical regulations including REACH and CLP. The compound is not currently listed as a Substance of Very High Concern (SVHC). It must be classified and labeled according to CLP regulation with appropriate hazard pictogrammes (GHS05, GHS07, GHS09) and danger signal word. Registration requirements under REACH apply for manufacturers and importers above tonnage thresholds. Users must comply with occupational safety regulations and environmental protection requirements.

Where to buy 2-chloro-N-(4-methylphenyl)acetamide in Europe?

2-chloro-N-(4-methylphenyl)acetamide is available through OYSI, a leading European distributor of specialty chemicals and pharmaceutical intermediates. OYSI provides high-quality chemical products with proper documentation including certificates of analysis, safety data sheets, and regulatory compliance information. As an established European supplier, OYSI ensures reliable supply chains and technical support for customers across various industries requiring this chemical intermediate for research and manufacturing applications.

Data Sources

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