(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate

C11H13NO4

CAS22781-23-3
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
22781-23-3
EC Number
245-216-8
UN Number
2757
Index Number
006-046-00-8
PubChem CID
2314

Physical-chemical properties

Molecular Formula
C11H13NO4
Molar Mass
223.22 g/mol
IUPAC Name
(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate

Chemical Identifiers

InChI
InChI=1S/C11H13NO4/c1-11(2)15-8-6-4-5-7(9(8)16-11)14-10(13)12-3/h4-6H,1-3H3,(H,12,13)
InChI Key
XEGGRYVFLWGFHI-UHFFFAOYSA-N

Overview

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate (CAS 22781-23-3) is a carbamate insecticide compound with potent acetylcholinesterase inhibition properties and high acute toxicity. This specialized carbamate compound, also known by its CAS number 22781-23-3 and EC number 245-216-8, represents a significant chemical intermediate in the agrochemical industry. With a molecular formula of C11H13NO4 and molecular weight of 223.22 g/mol, this benzodioxole derivative exhibits the characteristic structure of methylcarbamate pesticides, featuring a distinctive dimethyl-substituted benzodioxole ring system coupled to an N-methylcarbamate functional group. The compound carries severe safety classifications under the globally harmonized system, including Acute Toxicity Category 2 and 3 designations, along with Aquatic Acute 1 and Aquatic Chronic 1 environmental hazard ratings. These classifications necessitate the "Danger" signal word and require both GHS06 (skull and crossbones) and GHS09 (environmental hazard) pictogrammes. Transportation falls under ADR Class 6.1, reflecting its toxic nature and requiring specialized handling protocols similar to those needed for other toxic compounds like dichlorocadmium. Primary industrial applications include use as an active ingredient in selective insecticide formulations, particularly for agricultural pest control systems where acetylcholinesterase inhibition provides effective neurotoxic action against target insects. The compound also serves as a chemical intermediate in pharmaceutical synthesis pathways and as a research standard in analytical chemistry applications. Unlike simpler aromatic amines such as N-methylaniline, this carbamate derivative offers enhanced selectivity and environmental persistence characteristics. OYSI provides this technical-grade compound to qualified industrial customers across Europe, supporting applications in agrochemical manufacturing and specialized research initiatives.

Safety & Classification

Danger
Classification:

Acute Tox. 3; Acute Tox. 3; Acute Tox. 2; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H300

Fatal 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

Inhalation

Toxic

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Toxic

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

Fatal

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 Number2757
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameBendiocarb (ISO)
Marine PollutantNo

Frequently Asked Questions

What is (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is an organic compound with the molecular formula C11H13NO4 and CAS number 22781-23-3. This carbamate derivative has a molecular weight of 223.22 g/mol and features a benzodioxole ring structure with a methylcarbamate functional group. It is classified as a highly toxic substance with significant acute toxicity properties and environmental hazards, requiring careful handling and specialized safety measures in professional applications.

What are the physicochemical properties of (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is a solid organic compound at room temperature with a molecular weight of 223.22 g/mol. As a carbamate ester, it typically exhibits moderate polarity and limited water solubility. The compound contains aromatic and aliphatic components, contributing to its chemical stability under normal conditions. Specific physical properties such as melting point, boiling point, and exact solubility parameters should be confirmed through technical datasheets for precise applications.

What is (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate used for?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is primarily used as an active ingredient in pesticide formulations and insecticides. This carbamate compound acts as a cholinesterase inhibitor, making it effective against various insect pests in agricultural and professional pest control applications. Due to its high toxicity classification, its use is strictly regulated and limited to professional applications with appropriate licensing and safety protocols. Industrial applications require specialized handling procedures and compliance with relevant pesticide regulations.

How to handle (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate safely?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate requires extreme caution during handling due to its Acute Tox. 2 and 3 classifications. Essential personal protective equipment includes chemical-resistant gloves, full face protection, and respiratory protection to prevent inhalation, skin, and eye contact. Work should be conducted in well-ventilated areas or under fume extraction systems. Personnel must be trained in emergency procedures and first aid measures. Never eat, drink, or smoke when handling this substance, and wash hands thoroughly after use.

How to store (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate correctly?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate must be stored in a secure, cool, dry, and well-ventilated area away from heat sources and direct sunlight. The storage area should be locked and accessible only to authorized personnel due to its high toxicity. Original containers should be kept tightly sealed and properly labeled. Storage must comply with local regulations for toxic substances and be separated from incompatible materials, food, feed, and drinking water. Regular inspection of containers for damage or leaks is essential.

What to do in case of contact with (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate?

Immediate action is required if contact with (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate occurs due to its high toxicity. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. If inhaled, move person to fresh air immediately. For eye contact, flush with water for at least 15 minutes. Never induce vomiting if ingested. Seek immediate medical attention in all cases of exposure and provide the safety data sheet to medical personnel for proper treatment guidance.

How to dispose of (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate properly?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate must be disposed of through licensed hazardous waste disposal facilities due to its toxic and environmentally hazardous properties. The substance cannot be disposed of in regular waste streams or sewage systems due to its Aquatic Acute 1 and Aquatic Chronic 1 classifications. Empty containers should also be treated as hazardous waste. Disposal must comply with local, national, and EU waste regulations. Contact specialized waste management companies experienced in handling toxic pesticide compounds for proper disposal procedures.

How to transport (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is classified as ADR Class 6.1 (Toxic substances), Packing Group II, indicating high toxicity requiring specialized transport conditions. Transportation must comply with ADR regulations for dangerous goods, including proper packaging, labeling, and documentation. Only authorized carriers with dangerous goods certification can transport this substance. Vehicles must display appropriate hazard placards, and drivers must carry emergency response information. Packages must be secured to prevent damage during transport and separated from incompatible materials.

Is (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate subject to special regulations?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is subject to extensive regulatory oversight under EU legislation including REACH, CLP, and biocide/pesticide regulations. As a highly toxic substance with environmental hazards, it requires registration and authorization for commercial use. The compound is not currently listed as a SVHC under REACH, but its use is strictly controlled under pesticide legislation. Companies must comply with notification requirements, safety data sheet provisions, and user authorization procedures. Professional users require appropriate licenses and training certifications.

Where to buy (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate in Europe?

(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate is available through OYSI, a specialized European distributor of technical chemicals with expertise in handling regulated substances. As a restricted toxic compound, purchase requires verification of legitimate professional use, appropriate licensing, and compliance with regulatory requirements. OYSI provides comprehensive technical support, safety documentation, and regulatory compliance assistance to qualified customers. Due to the substance's hazardous nature, sales are limited to authorized professional users with proper handling capabilities and safety infrastructure.

Data Sources

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