4437-70-1

Basic information

• Product Name: Carbonic acid 2,3-butanediyl
• Synonyms: Carbonic acid 2,3-butanediyl
• CAS NO: 4437-70-1
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.12
• Mol File: 4437-70-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 224 °C at 760 mmHg
• Flash Point: 119.8 °C
• Appearance: /
• Density: 1.082 g/cm³
• CAS DataBase Reference: Carbonic acid 2,3-butanediyl(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid 2,3-butanediyl(4437-70-1)
• EPA Substance Registry System: Carbonic acid 2,3-butanediyl(4437-70-1)

Safety Data

• Hazardous Substances Data: 4437-70-1(Hazardous Substances Data)

Usage

General Description

Carbonic acid 2,3-butanediyl, also known as 2,3-butylene carbonate, is an organic compound that belongs to the class of carbonic acid esters. It is a cyclic carbonate compound with a chemical formula of C5H8O3 and a molecular weight of 116.11 g/mol. This chemical is commonly used as a solvent, plasticizer, and electrolyte additive. It is also utilized in the production of polyurethane polymers and as a potential candidate for use in lithium-ion batteries. Carbonic acid 2,3-butanediyl is considered to be relatively safe for use, with low toxicity levels, and it is not classified as a carcinogen or a mutagen.

Upstream product

• 124-38-9 carbon dioxide 
• 925669-95-0 2,3-cis-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 
• 6982-25-8 d,l-2,3-butanediol 
• 105-58-8 Diethyl carbonate 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 513-85-9 2.3-butanediol 
• 109-65-9 1-bromo-butane 
• 79-37-8 oxalyl dichloride 
• 75-44-5 phosgene 

Downstream Products

• 1792-81-0 cis-1,2-cyclohexane 
• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 
• 67-56-1 methanol 
• 1029272-42-1 (2R,3S)-2,3-butanediol 
• 6982-25-8 d,l-2,3-butanediol 
• 513-85-9 2.3-butanediol 
• 24347-58-8 (R,R)-2,3-butandiol 

Relevant articles and documents

Highly regio- And stereoselective synthesis of cyclic carbonates from biomass-derived polyols: Via organocatalytic cascade reaction

The cascade reaction of CO2, vicinal diols, and propargylic alcohol, was firstly achieved by dual Lewis base (LB) organocatalytic systems involving LB-CO2 adducts and commercially available organic amines. This methodology could overcome the chemical inertness of CO2, providing an alternative route to various functionalized five-membered cyclic carbonates in moderate to high yields under mild reaction conditions (25 °C, 1.0 atm of CO2). More importantly, this method could also be applied for facile and efficient synthesis of chiral polycyclic carbonates from biomass-derived polyols with complete configuration retention of chiral centers. This study provides an environment-friendly, scalable and cost effective protocol to construct value-added cyclic carbonates with multi-functional groups and chiral centers.

Convenient synthesis of ethylene carbonates from carbon dioxide and 1,2-diols at atmospheric pressure of carbon dioxide

An efficient and convenient synthesis of ethylene carbonates was achieved by the reaction of carbon dioxide with 1,2-diols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), followed by treatment with 1-bromobutane. This DBU-promoted transformation proceeded at an atmospheric pressure of carbon dioxide at 25 °C and gave ethylene carbonates in good yields.

Cyclocondensation of oxalyl chloride with 1,2-glycols

Oxalyl chloride reacts with a wide range of acyclic 1,2-glycols 1 in the presence of triethylamine to produce 1,3-dioxolan-2-ones 3 together with 1,4-dioxane-2,3-diones 2. Ethylene glycol (1d), monosubstituted ethylene glycols 1e, j-l, and erythro-1,2-disubstituted ethylene glycols 1f, m, o provide the cyclic carbonates 3 as the minor products, while the threo-compounds 1g, i, n, p, q and pinacol (1h) afford 3 as the main products. The formation of 3 may be rationalized in terms of stereoelectronically controlled cleavage of the conjugate base 17- of the tetrahedral intermediates. The rate of the conformational change of 17- into 18- and the equilibrium constant between these conformers are proposed to be the major factors affecting the reaction pattern.