857054-07-0

Basic information

• Product Name: 3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one
• Synonyms: 3,5-DiMethyl 2H-Furo[2,3-c]pyran-2-one;3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one
• CAS NO: 857054-07-0
• Molecular Formula: C9H8O3
• Molecular Weight: 164.15802
• Product Categories: Heterocycles
• Mol File: 857054-07-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one(857054-07-0)
• EPA Substance Registry System: 3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one(857054-07-0)

Safety Data

• Hazardous Substances Data: 857054-07-0(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one is used as a seed germination promoter for various plant species. It is a component of smoke, and its presence in the environment can stimulate the germination process, leading to improved growth and development of plants.
Used in Plant Biology Research:
3,4-Dimethyl 2H-Furo[2,3-c]pyran-2-one is used as a research tool in plant biology to study the mechanisms of seed germination and the role of smoke-derived compounds in plant growth and development. This knowledge can be applied to develop new strategies for improving crop yields and understanding plant responses to environmental stimuli.

Upstream product

• 1043932-40-6 C₉H₉ClO₃S 
• 30717-77-2 5-hydroxy-2-methyl-thiopyran-4(1H)-one 
• 644-46-2 allomaltol 

Relevant articles and documents

Preparation of 2H-furo[2,3-c]pyran-2-one derivatives and evaluation of their germination-promoting activity

The butenolide, 3-methyl-2H-furo[2,3-c]pyran-2-one (1), has recently been identified as the germination stimulant present in smoke that promotes the germination of seeds from a wide range of plant species. In this paper, we describe the preparation of a number of analogues of 1 and compare their efficacy in promoting seed germination of three highly smoke-responsive plant species, Lactuca sativa L. cv. Grand Rapids (Asteraceae), Emmenanthe penduliflora Benth. (Hydrophyllaceae), and Solanum orbiculatum Poir. (Solanaceae). The results show that the methyl substituent at C-3 in 1 is important for germination-promoting activity while substitution at C-7 reduces activity. In contrast, bioactivity is mostly retained with analogues substituted at C-4 or C-5.

VINYLOGOUS 4H-PYRONES AND THEIR USE IN PROMOTING PLANT GROWTH

This invention resides in a hitherto unknown class of chemical compounds, 2H-furo[2,3-c]pyran-2-ones including derivatives and analogues thereof. It includes methods for making compounds within said class and includes, without limitation, at least the intermediates employed in the generation of said compounds. The invention also relates to the use of vinylogous 4H-pyrones, including but not limited to the hitherto unknown 2H-furo[2,3-c]pyran-2-ones. In one aspect the invention resides in a method comprising the step of: exposing biological plant material to at least a compound of the invention to promoting bioactivity within said material. In another aspect the invention resides in methods for promoting growth of plant material in, for example, smoke-responsive plant species by exposing said material to a compound of the invention. More specifically, the invention relates to the use of said compounds for promoting seed germination of a plant, for example, a smoke-responsive plant.