3-iodoprop-1-ene

C3H5I

CAS556-56-9
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
556-56-9
EC Number
209-130-4
UN Number
1723
Index Number
602-054-00-6
PubChem CID
11166

Physical-chemical properties

Molecular Formula
C3H5I
Molar Mass
167.98 g/mol
IUPAC Name
3-iodoprop-1-ene

Chemical Identifiers

InChI
InChI=1S/C3H5I/c1-2-3-4/h2H,1,3H2
InChI Key
HFEHLDPGIKPNKL-UHFFFAOYSA-N

Overview

3-iodoprop-1-ene (CAS 556-56-9) is an organoiodine compound with a vinyl group and halogen substituent used in organic synthesis applications. This aliphatic iodide represents an important class of halogenated alkenes widely utilized in pharmaceutical and fine chemical manufacturing. The compound features both an alkene functional group and an iodine atom, making it a versatile building block for various synthetic transformations. Its molecular structure combines the reactivity of the carbon-carbon double bond with the excellent leaving group properties of iodine, enabling diverse chemical reactions including nucleophilic substitutions and cross-coupling processes. From a safety perspective, 3-iodoprop-1-ene requires careful handling due to its classification as a flammable liquid (Category 2) and skin corrosive substance (Category 1B). The compound bears the danger signal word and displays both flame and corrosion pictogrammes, indicating significant fire and health hazards. Storage and transportation follow Class 3 dangerous goods regulations, necessitating appropriate containment and fire prevention measures. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, particularly in the preparation of complex organic molecules where selective functionalization is required. The compound also serves in specialty chemical manufacturing and as a reagent for introducing allyl groups into molecular frameworks. Similar to other reactive halides like acetyl chloride and propanoyl chloride, 3-iodoprop-1-ene demonstrates high reactivity that makes it valuable for specific synthetic methodologies. OYSI maintains reliable supply chains for 3-iodoprop-1-ene, ensuring consistent availability for European chemical manufacturers requiring this specialized organoiodine intermediate for their production processes.

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 Number1723
ADR Class3
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameAllyliodid
Marine PollutantNo

Frequently Asked Questions

What is 3-iodoprop-1-ene?

3-iodoprop-1-ene is an organoiodine compound with the molecular formula C3H5I and CAS number 556-56-9. This chemical features an iodine atom attached to a propene chain, making it a valuable intermediate in organic synthesis. With a molecular weight of 167.98 g/mol, it is classified as a flammable liquid and skin corrosive substance, requiring careful handling due to its hazardous properties.

What are the physicochemical properties of 3-iodoprop-1-ene?

3-iodoprop-1-ene is a liquid organoiodine compound at room temperature with high density due to the heavy iodine atom. It typically appears as a colorless to pale yellow liquid and may darken upon exposure to light. The compound has limited water solubility but dissolves well in organic solvents. Its alkene functionality makes it reactive toward addition reactions, while the carbon-iodine bond is relatively weak and prone to substitution.

What is 3-iodoprop-1-ene used for?

3-iodoprop-1-ene serves primarily as a synthetic intermediate in organic chemistry and pharmaceutical manufacturing. It is used in nucleophilic substitution reactions, cross-coupling reactions, and as a building block for more complex molecules. The compound finds applications in research laboratories for developing new chemical compounds and in industrial processes where selective introduction of propyl groups is required through its reactive iodine functionality.

How to handle 3-iodoprop-1-ene safely?

3-iodoprop-1-ene must be handled with extreme caution due to its flammable and corrosive properties. Essential protective equipment includes chemical-resistant gloves, safety goggles, and appropriate clothing to prevent skin contact. Work should be conducted in well-ventilated areas or under fume hoods, away from heat sources and ignition sources. Emergency eyewash stations and safety showers should be readily accessible during handling operations.

How to store 3-iodoprop-1-ene correctly?

3-iodoprop-1-ene should be stored in a cool, dry, well-ventilated area away from heat sources, sparks, and open flames due to its flammable nature. The container must be tightly sealed and protected from light to prevent degradation. Storage areas should be equipped with appropriate fire suppression systems and kept separate from oxidizing agents, acids, and other incompatible materials to prevent dangerous reactions.

What to do in case of contact with 3-iodoprop-1-ene?

Immediate action is required if 3-iodoprop-1-ene contacts skin or eyes due to its corrosive properties. For skin contact, immediately remove contaminated clothing and flush the affected area with plenty of water for at least 15 minutes. For eye contact, rinse thoroughly with water and seek immediate medical attention. If inhaled, move the person to fresh air and seek medical help. Never induce vomiting if ingested.

How to dispose of 3-iodoprop-1-ene properly?

3-iodoprop-1-ene must be disposed of as hazardous waste in accordance with local and national environmental regulations. The substance cannot be poured down drains or disposed of with regular waste due to its flammable and corrosive properties. Contact licensed hazardous waste disposal companies for proper collection and treatment. Empty containers should also be handled as hazardous waste and properly decontaminated before disposal.

How to transport 3-iodoprop-1-ene?

3-iodoprop-1-ene is classified under ADR as Class 3 (flammable liquid), Packing Group II, requiring specific transport protocols. It must be packaged in approved containers with proper labeling including flammable liquid markings. Transport vehicles need appropriate placarding and emergency equipment. Only trained personnel should handle the shipment, and transport documentation must include proper shipping names, hazard classes, and emergency contact information.

Is 3-iodoprop-1-ene subject to specific regulations?

3-iodoprop-1-ene is regulated under multiple European frameworks including CLP regulation for classification and labeling, and REACH regulation for chemical registration. It is not currently listed as a Substance of Very High Concern (SVHC). Companies must comply with safety data sheet requirements, proper labeling with GHS02 and GHS05 pictograms, and ensure appropriate risk management measures are implemented throughout the supply chain.

Where to buy 3-iodoprop-1-ene in Europe?

3-iodoprop-1-ene is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides reliable supply chains across Europe with proper regulatory compliance and technical support. As a professional chemical distributor, OYSI ensures that all products meet European standards and provides comprehensive documentation including safety data sheets, certificates of analysis, and regulatory compliance information for industrial and research applications.

Data Sources

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