Hexadecyl carbonochloridate

C17H33ClO2

hexadecyl carbonochloridate

CAS26272-90-2

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Identification

CAS Number
26272-90-2
EC Number
247-578-2
UN Number
3265
PubChem CID
97633

Physical-chemical properties

Molecular Formula
C17H33ClO2
Molar Mass
304.90 g/mol
IUPAC Name
hexadecyl carbonochloridate

Chemical Identifiers

InChI
InChI=1S/C17H33ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-17(18)19/h2-16H2,1H3
InChI Key
HOQUWXSARQBQCW-UHFFFAOYSA-N

Overview

Hexadecyl carbonochloridate (CAS 26272-90-2) is an organic chloroformate compound with a long alkyl chain structure providing both reactivity and surfactant properties. This specialized chemical intermediate belongs to the chloroformate family, characterized by its reactive carbonyl chloride functional group attached to a sixteen-carbon alkyl chain. With the molecular formula C17H33ClO2 and a molecular weight of 304.9 g/mol, hexadecyl carbonochloridate combines the electrophilic reactivity typical of acid chlorides with the amphiphilic properties derived from its extended hydrocarbon chain. The compound is classified under ADR Class 8, indicating its corrosive nature, which is consistent with the general behavior of chloroformate compounds that readily hydrolyze in the presence of moisture to form hydrochloric acid and the corresponding alcohol. The primary chemical properties of hexadecyl carbonochloridate center around its high reactivity toward nucleophiles, particularly amines, alcohols, and water. This reactivity makes it moisture-sensitive and requires careful handling under anhydrous conditions. Unlike shorter-chain chloroformates such as those related to 4-methoxybenzoyl chloride, the long alkyl chain imparts unique solubility characteristics and potential surfactant behavior. The compound shares some handling considerations with other acid chlorides like benzene-1,4-dicarbonyl chloride, requiring similar storage and safety protocols. Industrial applications typically include use as a derivatizing agent in organic synthesis, particularly for the preparation of carbamate compounds and esters. It serves as an important intermediate in pharmaceutical synthesis and specialty chemical manufacturing. The compound also finds application in surface modification chemistry, where its dual hydrophobic-reactive nature proves valuable. OYSI maintains reliable supply chains for hexadecyl carbonochloridate to support diverse industrial applications across Europe.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Transport (ADR)

UN Number3265
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping NameHexadecylchlorformiat
Marine PollutantNo

Frequently Asked Questions

What is hexadecyl carbonochloridate?

Hexadecyl carbonochloridate is an organochlorine compound with the molecular formula C17H33ClO2 and CAS number 26272-90-2. This chemical belongs to the family of chloroformate esters, featuring a long hexadecyl chain (16 carbon atoms) attached to a carbonochloridate functional group. With a molecular weight of 304.9 g/mol, it serves as an important intermediate in organic synthesis and chemical manufacturing processes.

What are the physicochemical properties of hexadecyl carbonochloridate?

Hexadecyl carbonochloridate is typically a colorless to pale yellow liquid at room temperature due to its long aliphatic chain structure. The compound exhibits low solubility in water but dissolves readily in organic solvents such as dichloromethane, toluene, and chloroform. It has a characteristic pungent odor typical of chloroformate compounds and demonstrates reactivity with moisture, potentially releasing hydrogen chloride gas upon hydrolysis.

What is hexadecyl carbonochloridate used for?

Hexadecyl carbonochloridate is primarily used as a derivatizing agent in analytical chemistry and as an intermediate in organic synthesis. It serves in the production of carbamates, carbonates, and other ester derivatives. The compound finds applications in pharmaceutical manufacturing, agrochemical synthesis, and specialty chemical production. Its long alkyl chain makes it particularly useful in creating lipophilic derivatives and surface-active compounds for various industrial applications.

How to handle hexadecyl carbonochloridate safely?

Hexadecyl carbonochloridate should be handled wearing appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation of vapors. Avoid contact with skin, eyes, and clothing. Use non-sparking tools and equipment. Keep away from moisture, heat sources, and incompatible materials. Ensure emergency eyewash and shower facilities are readily accessible.

How to store hexadecyl carbonochloridate correctly?

Hexadecyl carbonochloridate should be stored in tightly sealed, dry containers in a cool, well-ventilated area away from direct sunlight and heat sources. Keep the product away from moisture, water, and humid conditions to prevent hydrolysis. Store separately from alcohols, amines, and strong bases which can react violently. Use containers made of compatible materials such as glass or suitable plastics. Maintain storage temperatures below 25°C for optimal stability.

What to do in case of contact with hexadecyl carbonochloridate?

Skin contact with hexadecyl carbonochloridate requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15-20 minutes and seek medical attention. If inhaled, move the person to fresh air and monitor breathing. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms develop.

How to dispose of hexadecyl carbonochloridate properly?

Hexadecyl carbonochloridate disposal must comply with local, national, and EU waste regulations including the Waste Framework Directive. The compound should be treated as hazardous chemical waste and disposed of through licensed waste management companies. Neutralization with appropriate alkaline solutions under controlled conditions may be required before disposal. Never discharge into drains, waterways, or soil. Contaminated containers should also be disposed of as hazardous waste through authorized channels.

How to transport hexadecyl carbonochloridate?

Hexadecyl carbonochloridate is classified under ADR Class 8 (corrosive substances), Packing Group II, indicating it requires specific transport regulations. Packages must meet UN specification requirements for corrosive materials and display appropriate hazard labels and markings. Transport vehicles must carry emergency response information and appropriate equipment. Drivers require ADR certification for carrying dangerous goods. Ensure proper documentation including transport documents and safety data sheets accompany shipments.

Is hexadecyl carbonochloridate subject to specific regulations?

Hexadecyl carbonochloridate is regulated under the EU REACH regulation requiring registration for manufacture or import above one tonne per year. It is not classified as a Substance of Very High Concern (SVHC) and currently has no specific GHS hazard classification. However, users must comply with CLP regulation requirements for classification and labeling. Industrial users should implement appropriate risk management measures and maintain safety data sheets as required by chemical safety legislation.

Where to buy hexadecyl carbonochloridate in Europe?

Hexadecyl carbonochloridate is available through OYSI, a European distributor specializing in technical chemicals and intermediates. OYSI provides reliable supply chains across Europe with proper documentation, safety data sheets, and regulatory compliance support. As a professional chemical distributor, OYSI ensures product quality, appropriate packaging, and adherence to transport regulations. Contact OYSI directly for availability, technical specifications, and delivery options to your location within Europe.

Data Sources

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