1-Methylcyclopropene

1-Methylcyclopropene

Names
IUPAC name 1-Methylcyclopropene
Identifiers
CAS Number	3100-04-7 N
Abbreviations	1-MCP
ChemSpider	133162 Y
Jmol 3D model	Interactive image
PubChem	151080
InChI InChI=1S/C4H6/c1-4-2-3-4/h2H,3H2,1H3 Y Key: SHDPRTQPPWIEJG-UHFFFAOYSA-N Y InChI=1/C4H6/c1-4-2-3-4/h2H,3H2,1H3 Key: SHDPRTQPPWIEJG-UHFFFAOYAJ
SMILES C\1=C(/C)C/1
Properties
Chemical formula	C4H6
Molar mass	54.09 g/mol
Boiling point	~12 °C
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

1-Methylcyclopropene (1-MCP) is a cyclopropene derivative used as a synthetic plant growth regulator. It is structurally related to the natural plant hormone ethylene and it is used commercially to slow down the ripening of fruit and to help maintain the freshness of cut flowers.

Chemical properties

1-MCP is a cycloalkene with the molecular formula C₄H₆. It is a volatile gas at standard temperature and pressure with a boiling point of ~12 °C.

Methylcyclopropene can refer to either of two isomers, 1-methylcyclopropene covered in this article, or 3-methylcyclopropene which is not covered in this article. 2-methylcyclopropene would be an incorrect name for 1-methylcyclopropene. Also note: methylcyclopropane is yet a different chemical compound, which is a cycloalkane with the formula C₄H₈.

Mechanism of action

Ethylene exists as a gas and it acts at trace levels throughout the life of a plant by stimulating or regulating various processes such as the ripening of climacteric fruit, the opening of flowers, and the shedding of leaves. The mechanism of action of 1-MCP involves its tightly binding to the ethylene receptor in plants, thereby blocking the effects of ethylene (competitive inhibitor).

Commercial use

There are two principal commercial uses of 1-MCP: maintaining the freshness of ornamental plants and flowers, and preventing the ripening of fruits. In each case, 1-MCP is combined with other materials for handling and then mixed with a specific amount of water or other solution to release it into the air. It is used in enclosed indoor sites, such as coolers, truck trailers, greenhouses, storage facilities, and shipping containers.

Under the brand name EthylBloc, 1-MCP was approved by the U.S. Environmental Protection Agency for use on ornamental crops. It is used with cut flowers, potted flowers, and bedding, nursery and foliage plants to prevent premature wilting, leaf yellowing, premature opening, and premature death.

Under the brand name SmartFresh, 1-MCP is used in the agriculture industry by growers, packers, and shippers to maintain the quality of fruits and vegetables by preventing or delaying the natural ripening process. The use of 1-MCP in agricultural products including apples, kiwifruit, tomatoes, bananas, plums, persimmons, avocados and melons has been approved and accepted for use in more than 34 countries including the European Union and the United States. Although there are benefits to the consumer, including fresher produce and lower cost, there is some concern that consumers may be purchasing fruit that is older than expected, with less vitamins.

1-MCP is also being developed as a new crop protection technique. By spraying 1-MCP on growing field crops during times of stress, the crops may be protected from moderate heat and drought conditions.