4440-92-0

Basic information

• Product Name: 1,4-BUTANEDIONE
• Synonyms: 1,4-BUTANEDIONE
• CAS NO: 4440-92-0
• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 86.08924
• Mol File: 4440-92-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-BUTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BUTANEDIONE(4440-92-0)
• EPA Substance Registry System: 1,4-BUTANEDIONE(4440-92-0)

Safety Data

• Hazardous Substances Data: 4440-92-0(Hazardous Substances Data)

Usage

General Description

1,4-Butanedione, also known as diacetyl, is a chemical compound commonly used as a flavoring agent in food products such as butter, cheese, and caramel. It is a colorless liquid with a strong, buttery odor, and is found naturally in some foods as well as being produced synthetically. While it is generally recognized as safe for use in food, diacetyl has been linked to respiratory issues when inhaled in high concentrations, leading to its classification as a hazardous air pollutant. In addition, long-term exposure to diacetyl has been associated with lung disease in workers who inhale the chemical regularly, such as those in the flavor manufacturing and food processing industries. As a result, many manufacturers are taking steps to reduce or eliminate the use of diacetyl in their products.

Upstream product

• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 
• 2859-78-1 4-Bromoveratrole 
• 594-19-4 tert.-butyl lithium 
• 107-02-8 acrolein 
• 91-16-7 1,2-dimethoxybenzene 
• 1835-05-8 2-bromo-1-(3,4-dimethoxyphenyl)propan-1-one 
• 4650-71-9 SK 31597 
• 74-88-4 methyl iodide 
• 93-07-2 Veratric acid 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 854679-72-4 ethyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate 
• 3943-77-9 ethyl veratrate 

Downstream Products

• 5701-82-6 2,3-bis[(3,4-dimethoxyphenyl)methyl]butane 
• 4676-33-9 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan 
• 528-63-2 (2R*,3R*,4R*,5R*)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran 
• 528-63-2 all-cis-3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)tetrahydrofuran 
• 24150-24-1 terameprocol 
• 521-54-0 (±)-galbulin 
• 5701-82-6 1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane 
• 116588-90-0 3,6-Bis-(3,4-dimethoxy-phenyl)-1,4,5-trimethyl-1,4-dihydro-pyridazine 
• 116588-92-2 (+/-)-2,3-bis(3,4-dimethoxybenzoyl)butane-1-one-4-phenylhydrazone 
• 116588-91-1 3,6-Bis-(3,4-dimethoxy-phenyl)-4,5-dimethyl-1-phenyl-1,4-dihydro-pyridazine 
• 528-63-2 (2R*,3R*,4R*,5S*)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran 
• 116588-89-7 3,6-Bis-(3,4-dimethoxy-phenyl)-4,5-dimethyl-4,5-dihydro-pyridazine 
• 103239-13-0 1,4-bis-(3,4-dimethoxy-phenyl)-2,3-dimethyl-butane-1,4-diol 

Relevant articles and documents

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Bioinspired total synthesis of tetrahydrofuran lignans by tandem nucleophilic addition/redox isomerization/oxidative coupling and cycloetherification reactions as key steps

A very short three-step approach to trans,trans,trans-2,5-diaryl-3,4-dimethyltetrahydrofuran lignans is reported. The carbon skeleton is assembled in a single step based on an unprecedented tandem reaction consisting of 1,2-addition of aryllithium reagents to α,β-unsaturated aldehydes, ruthenium-catalyzed redox isomerization of the resulting alkoxides to enolates and their dimerization triggered by single electron oxidation. The resulting 2,3-dialkyl-1,4-diketones form with moderate to good d/l-diastereoselectivity and are transformed to the target tetrahydrofuran lignans by reduction and diastereoselective cycloetherification.

SCALABLE SYNTHETIC PROCESS FOR MAKING TERAMEPROCOL

A manufacturing process for making terameprocol (1) which includes the following reaction scheme, wherein a first general reaction is the formation of a furan intermediate (39) and a second general reaction is the ring-reduction and ring-opening of the furan intermediate (39) to form the terameprocol (1)