Hexadecyl carbonochloridate

C17H33ClO2

hexadecyl carbonochloridate

CAS26272-90-2

Consulting for Hexadecyl carbonochloridate

Our experts support you with application, dosage, and compliance.

Request Consultation

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 aliphatic chloroformate compound with a long-chain alkyl structure and reactive acyl chloride functionality. This specialized chemical intermediate belongs to the chloroformate family, characterized by its distinctive carbonyl chloride group (-COCl) attached to a sixteen-carbon alkyl chain. With the molecular formula C17H33ClO2 and molecular weight of 304.9 g/mol, hexadecyl carbonochloridate exhibits the typical reactivity profile of chloroformates, making it particularly valuable in organic synthesis and polymer chemistry applications. The compound's long alkyl chain imparts hydrophobic properties while maintaining the high reactivity associated with acyl chlorides. This dual character enables its use in creating amphiphilic molecules and surface-active compounds. Like other chloroformates such as 4-methoxybenzoyl chloride, it readily undergoes nucleophilic substitution reactions, though its aliphatic nature provides different selectivity patterns compared to aromatic analogs. From a safety perspective, hexadecyl carbonochloridate is classified under ADR Class 8 as a corrosive substance, reflecting the inherent reactivity of the chloroformate group. Proper handling protocols must account for its moisture sensitivity and potential to release hydrogen chloride upon hydrolysis. Storage requires anhydrous conditions and appropriate corrosion-resistant containers. Industrial applications include its use as a reagent in pharmaceutical intermediate synthesis, particularly for introducing protective groups in complex molecule preparation. The compound also finds application in specialty polymer synthesis and as a derivatizing agent in analytical chemistry for improving compound volatility and detectability. OYSI maintains reliable supply chains for hexadecyl carbonochloridate to support European chemical manufacturing operations requiring this specialized intermediate.

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 organic chemical compound with the molecular formula C17H33ClO2 and CAS number 26272-90-2. This substance belongs to the family of carbonochloridates (also known as chloroformates) and features a long-chain hexadecyl group 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 or waxy solid at room temperature, depending on conditions. Due to its long alkyl chain, it exhibits low solubility in water but good solubility in organic solvents such as alcohols, ethers, and hydrocarbons. The compound is reactive toward moisture and can hydrolyze in the presence of water, releasing hydrogen chloride gas and forming corresponding alcohols and carbon dioxide.

What is hexadecyl carbonochloridate used for?

Hexadecyl carbonochloridate is primarily used as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. It serves as a protecting group reagent for amino acids and peptides, facilitating the formation of carbamate linkages. The compound is also utilized in the production of specialty chemicals, surfactants, and polymer additives. Its reactivity makes it valuable for creating ester and amide bonds in complex organic molecules used in research and industrial applications.

How to handle hexadecyl carbonochloridate safely?

Hexadecyl carbonochloridate should be handled with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and lab coats. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation of vapors or decomposition products. Avoid contact with skin, eyes, and mucous membranes. Keep away from moisture, heat sources, and incompatible materials. Use non-sparking tools and ensure proper grounding when handling to prevent static discharge.

How to store hexadecyl carbonochloridate correctly?

Hexadecyl carbonochloridate should be stored in tightly sealed, moisture-proof containers in a cool, dry, and well-ventilated area. Keep away from heat sources, direct sunlight, and ignition sources. Store separately from water, alcohols, amines, and other nucleophilic compounds to prevent unwanted reactions. Ensure containers are properly labeled and inventory is regularly inspected. Maintain storage temperatures below 25°C and use inert atmosphere conditions when possible to prevent hydrolysis and degradation.

What to do in case of contact with hexadecyl carbonochloridate?

In case of skin contact with hexadecyl carbonochloridate, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air and seek medical attention if breathing difficulties occur. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult safety data sheets for specific guidance.

How to dispose of hexadecyl carbonochloridate appropriately?

Hexadecyl carbonochloridate should be disposed of according to local, national, and international waste regulations. The compound should not be released into the environment or disposed of through regular waste streams. Contact licensed waste disposal companies specializing in chemical waste management. Small quantities can be carefully hydrolyzed under controlled conditions to form less hazardous products, but this should only be performed by trained personnel. Always consult local environmental authorities for specific disposal requirements and procedures.

How to transport hexadecyl carbonochloridate?

Hexadecyl carbonochloridate is classified as ADR Class 8 (corrosive substances), Packing Group II for transportation purposes. It must be packaged in approved containers suitable for corrosive materials and properly labeled with appropriate hazard markings. Transportation should comply with ADR/RID regulations for road and rail transport within Europe. Use appropriate packaging instructions and ensure proper documentation including transport documents and emergency response information. Only authorized carriers experienced in handling chemical products should transport this substance.

Is hexadecyl carbonochloridate subject to specific regulations?

Hexadecyl carbonochloridate is subject to standard chemical regulations including REACH registration requirements for substances manufactured or imported in quantities above 1 ton per year in the European Union. It is not currently identified as a Substance of Very High Concern (SVHC) under REACH. Manufacturers and users must comply with CLP regulation for classification, labeling, and packaging. Industrial users should conduct appropriate risk assessments and implement necessary risk management measures according to applicable workplace safety regulations.

Where to buy hexadecyl carbonochloridate in Europe?

Hexadecyl carbonochloridate is available through OYSI, a specialized European distributor of technical chemicals and intermediates. OYSI provides reliable supply chains for industrial customers across Europe, ensuring product quality and regulatory compliance. The compound is typically available for purchase by qualified industrial users, research institutions, and chemical manufacturers. Contact OYSI directly for availability, technical specifications, packaging options, and delivery arrangements. Proper documentation and end-use declarations may be required for purchase.

Data Sources

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