4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate

C11H9Cl2NO2

CAS101-27-9
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
101-27-9
EC Number
202-930-4
UN Number
3077
Index Number
006-020-00-6
PubChem CID
7551

Physical-chemical properties

Molecular Formula
C11H9Cl2NO2
Molar Mass
258.10 g/mol
IUPAC Name
4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate

Chemical Identifiers

InChI
InChI=1S/C11H9Cl2NO2/c12-6-1-2-7-16-11(15)14-10-5-3-4-9(13)8-10/h3-5,8H,6-7H2,(H,14,15)
InChI Key
MCOQHIWZJUDQIC-UHFFFAOYSA-N

Overview

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate (CAS 101-27-9) is an organochlorine carbamate compound with selective herbicidal and plant growth regulatory properties. This specialized chemical compound, also known by its IUPAC designation 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate, represents an important class of synthetic organic molecules used primarily in agricultural and horticultural applications. With a molecular formula of C11H9Cl2NO2 and molecular weight of 258.1 g/mol, this carbamate derivative features a distinctive alkyne functionality combined with chlorinated aromatic and aliphatic components, contributing to its specific biological activity profile. The compound exhibits moderate acute toxicity (Acute Tox. 4) and potential for skin sensitization (Skin Sens. 1), requiring appropriate handling protocols and personal protective equipment during industrial use. Its environmental classification includes both acute and chronic aquatic toxicity (Aquatic Acute 1; Aquatic Chronic 1), necessitating careful consideration of environmental release and disposal procedures. The GHS07 and GHS09 pictograms reflect these health and environmental hazards, while the ADR Class 9 classification identifies it as a miscellaneous dangerous substance for transportation purposes. Industrial applications primarily focus on selective vegetation management and plant growth regulation in agricultural settings. The compound's mechanism of action relates to interference with specific plant metabolic pathways, making it valuable for crop protection and land management applications. Unlike broader-spectrum compounds such as 1,2,4,5-tetrachloro-3-nitrobenzene, this carbamate offers more targeted biological activity. Its chemical structure differs significantly from compounds like 1-N-phenyl-4-N-propan-2-ylbenzene-1,4-diamine, which belongs to the diamine class and serves different industrial purposes. OYSI maintains reliable supply chains for 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate to support European industrial customers requiring consistent access to this specialized chemical intermediate.

Safety & Classification

Warning
Classification:

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

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

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:

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 NameBarban (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is an organochlorine compound with the molecular formula C11H9Cl2NO2 and CAS number 101-27-9. This chemical belongs to the carbamate family and contains two chlorine atoms in its structure. With a molecular weight of 258.1 g/mol, it is classified as a hazardous substance requiring careful handling due to its acute toxicity, skin sensitization potential, and aquatic toxicity properties.

What are the physicochemical properties of 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is a solid organochlorine compound at room temperature. The molecule features a carbamate functional group linked to a chlorophenyl ring and a chlorobutynyl chain. Its molecular structure includes an alkyne group, contributing to its chemical reactivity. The presence of chlorine atoms and the carbamate ester linkage influence its solubility characteristics and stability under various environmental conditions.

What is 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate used for?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is primarily used as an intermediate in pharmaceutical and agrochemical synthesis. Its carbamate structure makes it valuable in the production of various bioactive compounds. The compound serves as a building block in organic synthesis, particularly in reactions involving the carbamate functional group. Industrial applications may include its use in specialized chemical manufacturing processes requiring specific structural motifs.

How to handle 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate safely?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate requires careful handling due to its Acute Tox. 4 and Skin Sens. 1 classifications. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing to prevent skin contact. Work should be conducted in well-ventilated areas or under fume extraction systems. Avoid inhalation, ingestion, and direct skin contact. Emergency eyewash stations and safety showers should be readily accessible in work areas.

How to store 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate correctly?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep away from incompatible materials such as strong acids, bases, and oxidizing agents. Storage areas should be equipped with appropriate spill containment measures. Due to its aquatic toxicity classification, prevent release to the environment and ensure proper secondary containment systems are in place.

What to do in case of contact with 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate?

In case of skin contact with 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms develop.

How to dispose of 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate properly?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate must be disposed of as hazardous waste through licensed waste management companies. Due to its aquatic toxicity classification (Aquatic Acute 1, Aquatic Chronic 1), prevent release to water systems or soil. Disposal should comply with local, national, and EU waste regulations. Incineration at authorized high-temperature facilities may be appropriate for organic waste streams. Empty containers require proper cleaning and disposal according to hazardous materials protocols.

How to transport 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is classified as ADR Class 9 (Miscellaneous Dangerous Substances), Packing Group III for transportation. This classification requires appropriate UN-approved packaging and proper shipping documentation. Transport vehicles must carry appropriate emergency response information and comply with ADR regulations for Class 9 materials. Packages should be properly labeled with hazard pictograms GHS07 and GHS09, and marked with the correct shipping name and UN number.

Is 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate subject to specific regulations?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is subject to REACH registration requirements in Europe and must comply with CLP classification and labeling regulations. The compound carries Warning signal word with specific hazard classifications including Acute Tox. 4, Skin Sens. 1, and aquatic toxicity categories. While not currently listed as an SVHC substance, it requires safety data sheets and proper risk assessments for professional use. Users must comply with occupational exposure limits and environmental protection measures.

Where to buy 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate in Europe?

4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to industrial customers, research institutions, and chemical manufacturers across Europe. The company ensures full regulatory compliance including proper documentation, safety data sheets, and transport arrangements according to ADR Class 9 requirements. Contact OYSI directly for availability, technical specifications, and regulatory support for your specific application needs.

Data Sources

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