(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate

C11H17NO3

CAS122-15-6
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
Danger

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Identification

CAS Number
122-15-6
EC Number
204-525-8
UN Number
2757
Index Number
006-010-00-1
PubChem CID
31201

Physical-chemical properties

Molecular Formula
C11H17NO3
Molar Mass
211.26 g/mol
IUPAC Name
(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate

Chemical Identifiers

InChI
InChI=1S/C11H17NO3/c1-11(2)6-8(13)5-9(7-11)15-10(14)12(3)4/h5H,6-7H2,1-4H3
InChI Key
ITEQSCBLCCNACE-UHFFFAOYSA-N

Overview

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate (CAS 122-15-6) is an organophosphorus-alternative carbamate compound with potent cholinesterase inhibition properties and systemic bioactivity. This cyclic carbamate derivative, with molecular formula C11H17NO3 and molecular weight 211.26 g/mol, represents a significant class of bioactive compounds widely utilized in agricultural and pharmaceutical applications. The compound features a unique cyclohexenone ring system substituted with dimethyl groups at the 5-position, coupled with a dimethylcarbamate functional group that confers its characteristic biological activity. Its structural design allows for enhanced stability compared to traditional organophosphates while maintaining effective cholinesterase inhibition mechanisms. The substance is classified under Acute Toxicity Category 3 with the GHS06 pictogram and "Danger" signal word, requiring careful handling protocols and appropriate personal protective equipment. Its ADR classification as Class 6.1 (toxic substances) necessitates specialized transportation and storage procedures. Unlike related compounds such as magnesium hexafluorosilicon(2-), this carbamate offers more predictable degradation pathways and reduced environmental persistence. Primary industrial applications include pharmaceutical intermediate synthesis, where its selective biological activity makes it valuable for developing therapeutic agents targeting the nervous system. The compound also serves as a research chemical for biochemical studies investigating cholinesterase mechanisms and as a reference standard in analytical chemistry applications. Its structural similarity to other bioactive carbamates makes it particularly useful in comparative efficacy studies. OYSI provides this specialized carbamate compound to European industrial customers, ensuring consistent quality and regulatory compliance for demanding technical applications.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H301

Toxic if swallowed.

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

Toxic

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 GroupIII
Tunnel CodeE
Proper Shipping NameDimetan, fest
Marine PollutantNo

Frequently Asked Questions

What is (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate is an organic chemical compound with the molecular formula C11H17NO3 and CAS number 122-15-6. This carbamate derivative has a molecular weight of 211.26 g/mol and features a cyclohexenone ring system with dimethyl substitution combined with a dimethylcarbamate functional group. It is classified as an acute toxicity hazard (Acute Tox. 3) and requires careful handling due to its dangerous properties.

What are the physicochemical properties of (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate exhibits specific physicochemical characteristics determined by its carbamate structure and cyclohexenone backbone. The compound has a molecular weight of 211.26 g/mol and contains both hydrophilic carbamate and hydrophobic cyclohexene components. Its physical state, solubility profile, and stability are influenced by the presence of the ketone group and the dimethyl substitutions, though specific physical parameters require analytical determination for precise characterization.

What is (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate used for?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate serves various industrial and research applications based on its carbamate functionality. Carbamate compounds are commonly utilized in pharmaceutical synthesis, agrochemical formulations, and as intermediates in organic synthesis processes. The specific cyclohexenone structure makes it valuable for specialized chemical transformations and as a building block in the production of more complex molecules. Its applications depend on its reactivity profile and compatibility with target synthesis pathways.

How to handle (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate safely?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate requires strict safety protocols due to its Acute Tox. 3 classification and GHS06 pictogram indicating acute toxicity. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and appropriate respiratory protection. Work should be conducted in well-ventilated areas or under fume extraction systems. Avoid skin contact, inhalation, and ingestion. Use proper handling tools and ensure emergency procedures are readily available. Training on hazardous material handling is mandatory before use.

How to store (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate correctly?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate must be stored under controlled conditions to maintain stability and prevent hazardous situations. Storage areas should be cool, dry, and well-ventilated, away from incompatible materials and ignition sources. Containers must be tightly sealed and properly labeled with hazard information. Access should be restricted to trained personnel only. Secondary containment measures are recommended to prevent environmental release. Regular inspection of storage containers and monitoring of storage conditions ensure product integrity and safety compliance.

What to do in case of contact with (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate?

Immediate action is required following contact with (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate due to its acute toxicity. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention if breathing difficulties occur. For eye contact, flush with clean water for 15 minutes. If ingested, do not induce vomiting and seek immediate medical care. Always consult the safety data sheet and contact emergency services when necessary.

How to dispose of (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate appropriately?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate requires specialized disposal procedures in accordance with hazardous waste regulations. The compound cannot be disposed of through regular waste streams due to its toxicity classification. Licensed hazardous waste contractors must handle collection, treatment, and final disposal. Waste containers should be properly labeled and stored in designated areas until collection. Documentation of disposal activities is mandatory for regulatory compliance. Consult local environmental authorities for specific disposal requirements and approved treatment facilities.

How to transport (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate is classified under ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. Shipments must comply with dangerous goods regulations including proper packaging specifications, labeling requirements, and documentation. Vehicles and personnel involved in transport require appropriate dangerous goods certification. Packages must display the GHS06 pictogram and relevant hazard information. Emergency response information and safety data sheets must accompany shipments. Only authorized carriers experienced in hazardous material transport should handle delivery.

Is (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate subject to specific regulations?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate is subject to comprehensive chemical safety regulations including REACH registration requirements in the European Union and CLP classification obligations. Its Acute Tox. 3 classification triggers specific labeling, packaging, and safety data sheet requirements. The substance is not currently identified as a Substance of Very High Concern (SVHC). Users must comply with occupational health and safety regulations, environmental protection laws, and transport regulations. Regular monitoring of regulatory updates ensures continued compliance with evolving chemical safety requirements.

Where to buy (5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate in Europe?

(5,5-dimethyl-3-oxocyclohexen-1-yl) N,N-dimethylcarbamate is available through specialized chemical distributors across Europe, including OYSI, a leading European distributor of technical chemicals. OYSI provides reliable supply chains, regulatory compliance support, and technical expertise for industrial customers. When sourcing this hazardous material, ensure suppliers maintain proper certifications, provide complete safety documentation, and comply with REACH regulations. Choose distributors with experience in toxic substance handling and established logistics networks for safe, compliant delivery throughout Europe.

Data Sources

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