Butanoyl chloride

C4H7ClO

butanoyl chloride

CAS141-75-3
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
141-75-3
EC Number
205-498-5
UN Number
2353
Index Number
607-136-00-5
PubChem CID
8855

Physical-chemical properties

Molecular Formula
C4H7ClO
Molar Mass
106.55 g/mol
IUPAC Name
butanoyl chloride

Chemical Identifiers

InChI
InChI=1S/C4H7ClO/c1-2-3-4(5)6/h2-3H2,1H3
InChI Key
DVECBJCOGJRVPX-UHFFFAOYSA-N

Overview

Butanoyl chloride (CAS 141-75-3) is an acyl chloride compound with high reactivity towards nucleophiles and significant industrial synthetic applications. This four-carbon acyl chloride represents a crucial intermediate in organic synthesis and industrial chemical manufacturing. Butanoyl chloride belongs to the family of acid chlorides, which are characterized by their exceptional reactivity and utility in forming various carbonyl compounds. Like other members of this chemical class including acetyl chloride and propanoyl chloride, it serves as an efficient acylating agent in numerous synthetic pathways. The compound exhibits typical properties of acid chlorides, including high susceptibility to hydrolysis in the presence of moisture, forming butanoic acid and hydrogen chloride. This reactivity necessitates careful handling and storage under anhydrous conditions. From a safety perspective, butanoyl chloride is classified as a flammable liquid (Category 2) and skin corrosive (Category 1B), requiring appropriate personal protective equipment and safety protocols during handling and processing. Key industrial applications include the synthesis of pharmaceuticals, agrochemicals, and specialty organic compounds. It serves as an essential building block in the production of esters, amides, and anhydrides through nucleophilic acyl substitution reactions. The compound is particularly valuable in manufacturing processes requiring selective acylation reactions where controlled introduction of the butanoyl group is necessary. In polymer chemistry, butanoyl chloride functions as a modifier for various substrates, enabling the introduction of specific functional groups that enhance material properties. Its role extends to the production of surfactants and intermediate compounds used in fine chemical synthesis. OYSI provides high-quality butanoyl chloride to support diverse industrial applications across European markets, ensuring reliable supply chains for chemical manufacturers and research institutions.

Safety & Classification

Danger
Classification:

Flam. Liq. 2; Skin Corr. 1B

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H225

Highly flammable liquid and vapour.

H314

Causes severe skin burns and eye damage.

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

Harmful

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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

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 Number2353
ADR Class3
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameButyrylchlorid
Marine PollutantNo

Frequently Asked Questions

What is butanoyl chloride?

Butanoyl chloride is an organic chemical compound with the molecular formula C4H7ClO and CAS number 141-75-3. It belongs to the acyl chloride family, characterized by its highly reactive carbonyl-chlorine bond. With a molecular weight of 106.55 g/mol, this substance is classified as a flammable liquid and corrosive material, requiring careful handling due to its aggressive chemical properties and potential hazards to human health and safety.

What are the physicochemical properties of butanoyl chloride?

Butanoyl chloride is a colorless to pale yellow liquid with a pungent, acrid odor typical of acyl chlorides. It has a boiling point around 101-102°C and is highly reactive with water, undergoing rapid hydrolysis to form butanoic acid and hydrogen chloride. The compound is soluble in organic solvents but reacts violently with water and alcohols, making it moisture-sensitive and requiring anhydrous storage conditions.

What is butanoyl chloride used for?

Butanoyl chloride is primarily used as an acylating agent in organic synthesis and pharmaceutical manufacturing. It serves as an intermediate for producing esters, amides, and other derivatives through nucleophilic substitution reactions. The compound is valuable in the synthesis of active pharmaceutical ingredients, agrochemicals, and specialty chemicals. It's also employed in laboratory research for introducing butanoyl groups into organic molecules during chemical transformations.

How to handle butanoyl chloride safely?

Butanoyl chloride requires strict safety measures due to its corrosive and flammable nature. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, face shield, and acid-resistant clothing. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation of vapors. Avoid contact with water, alcohols, and other nucleophiles. Keep away from ignition sources and ensure proper grounding of equipment to prevent static electricity buildup.

How to store butanoyl chloride correctly?

Butanoyl chloride must be stored in tightly sealed, dry containers made of compatible materials such as glass or certain plastics. Storage areas should be cool, well-ventilated, and kept below 25°C away from heat sources and ignition points. The compound is incompatible with water, alcohols, amines, and strong bases. Store separately from oxidizing agents and ensure containers are properly labeled with appropriate hazard warnings according to GHS requirements.

What to do in case of contact with butanoyl chloride?

Immediate action is crucial for butanoyl chloride exposure due to its corrosive properties. For skin contact, remove contaminated clothing and rinse affected area with copious amounts of water for at least 15 minutes. In case of eye contact, flush immediately with water for 15-20 minutes while holding eyelids open. If inhaled, move to fresh air immediately. Seek immediate medical attention for all exposure incidents and never induce vomiting if ingested.

How to dispose of butanoyl chloride properly?

Butanoyl chloride disposal must comply with local and European waste regulations as hazardous chemical waste. Small quantities can be carefully hydrolyzed with excess water or dilute alkali solution under controlled conditions, neutralizing the resulting acid. Large quantities require professional hazardous waste disposal through licensed contractors. Never pour down drains or dispose of in regular waste. Consult local environmental authorities for specific disposal requirements and approved facilities.

How to transport butanoyl chloride?

Butanoyl chloride is classified under ADR as Class 3 (flammable liquid), Packing Group II, requiring specific transport protocols. Packages must be properly labeled with appropriate hazard diamonds (GHS02, GHS05) and comply with UN packaging requirements. Vehicles must carry appropriate emergency equipment and documentation. Transport should be conducted by trained personnel familiar with dangerous goods regulations, avoiding extreme temperatures and ensuring secure containment during transit.

Is butanoyl chloride subject to specific regulations?

Butanoyl chloride is regulated under European REACH and CLP regulations due to its hazardous properties. It's classified as Flam. Liq. 2 and Skin Corr. 1B with the signal word 'Danger'. The substance is not currently listed as SVHC (Substance of Very High Concern). Users must comply with safety data sheet requirements, proper labeling, and risk assessment protocols. Industrial users may need to register quantities above certain thresholds under REACH provisions.

Where to buy butanoyl chloride in Europe?

Butanoyl chloride is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers across Europe. As a professional chemical supplier, OYSI ensures proper handling, documentation, and compliance with European regulations. For procurement, contact OYSI directly to discuss quantities, specifications, and delivery arrangements. Professional customers should be prepared to provide relevant documentation regarding intended use and safety capabilities for handling this hazardous material.

Data Sources

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