86106-09-4

Basic information

• Product Name: (R)-3-BUTENE-1,2-DIOL
• Synonyms: (R)-3-BUTENE-1,2-DIOL;(R)-3-Butene-1,2-diol,99%;(R)-but-3-ene-1,2-diol
• CAS NO: 86106-09-4
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 88.11
• Mol File: 86106-09-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 98-100 °C(Press: 15 Torr)
• Appearance: /
• Density: 1.036±0.06 g/cm3(Predicted)
• PKA: 13.68±0.20(Predicted)
• CAS DataBase Reference: (R)-3-BUTENE-1,2-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-BUTENE-1,2-DIOL(86106-09-4)
• EPA Substance Registry System: (R)-3-BUTENE-1,2-DIOL(86106-09-4)

Safety Data

• Hazardous Substances Data: 86106-09-4(Hazardous Substances Data)

Usage

General Description

(R)-3-Butene-1,2-diol, also known as (R)-1,2-Butanediol, is a chemical compound with the molecular formula C4H10O2. It is a colorless, odorless liquid that is soluble in water and has a relatively high boiling point. (R)-3-BUTENE-1,2-DIOL is commonly used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. It is also used as a solvent and in the manufacture of certain polymers. Additionally, (R)-3-Butene-1,2-diol has potential applications in the production of flavor and fragrance compounds. Overall, it is a versatile compound with a range of industrial and commercial uses.

Upstream product

• 87-69-4 L-Tartaric acid 
• 62249-80-3 (S)-(+)-3,4-epoxy-1-butene 
• 930-22-3 epoxybutene 
• 127001-96-1 (R)-1,2-O-isopropylidene-3-butene-1,2-diol 
• 4427-96-7 (R)-(+)-4-vinyl-1,3-dioxolan-2-one 
• 1450667-14-7 C₁₆H₁₇N₃OSi 
• 1450667-22-7 C₁₈H₂₀O₃Si 
• 106-99-0 buta-1,3-diene 
• 497-06-3 3,4-butenediol 

Downstream Products

• 40348-66-1 (R)-1,2-butanediol 
• 5077-67-8 1-Hydroxy-2-butanone 
• 578716-73-1 (R)-1-(triphenylmethoxy)-3-buten-2-ol 
• 138249-07-7 2-hydroxy-(2R)-3-butenyl-4-methyl-1-benzenesulfonate 
• 191800-37-0 (R)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene 
• 52642-66-7 hydroxymethylvinyl ketone 

Relevant articles and documents

Iridium-Catalyzed Enantioselective Allylic Substitutions of Racemic, Branched Trichloroacetimidates with Heteroatom Nucleophiles: Formation of Allylic C?O, C?N, and C?S Bonds

A broadly applicable methodology for the regio- and enantioselective construction of branched allylic carbon-heteroatom bonds from racemic, secondary allylic trichloroacetimidates has been developed. The branched allylic substrates undergo dynamic kinetic asymmetric substitution reactions with a number of unactivated anilines and carboxylic acids as well as unactivated aromatic thiols in the presence of a chiral bicyclo[3.3.0]octadiene-ligated iridium catalyst. The allylic C?O, C?N, and C?S bond containing products are obtained in synthetically useful yield and selectivity. Mechanistic studies suggest that the iridium-catalyzed enantioselective substitution reactions of heteroatom nucleophiles with allylic trichloroacetimidate substrates through an outer-sphere nucleophilic addition mechanism. In addition, the chiral diene-ligated iridium catalyst is effective at promoting asymmetric aminations of acyclic secondary anilines. Importantly, this catalytic iridium methodology enables the use of alkyl substituted allylic electrophiles. (Figure presented.).

Modular Construction of Protected 1,2/1,3-Diols, -Amino Alcohols, and -Diamines via Catalytic Asymmetric Dehydrative Allylation: An Application to Synthesis of Sphingosine

A new enantioselective catalysis has been developed for the one-step construction of methylene-bridged chiral modules of 1,2- and 1,3-OH and/or NH function(s) from δ- or λ-OH/NHBoc-substituted allylic alcohols and H2C=O / H2C=NBoc . A protonic nucleophile, either in situ-generated CH2OH or CH2NHBoc, is intramolecularly allylated to furnish eight possible 1,2- or 1,3-O,O, -O,N, -N,O, and -N,N chiral modules equipped with an ethenyl group in high yields and enantioselectivities. The utility of this method has been demonstrated in the five-step synthesis of sphingosine.

Expedient synthesis of epigoitrin from L-ascorbic acid

Epigoitrin is the main bioactive constituent of an important traditional Chinese herbal medicine, Radix isatidis. Reported pharmacological effects of epigoitrin include antiviral, anticancer, and antithyroid activities. Extensive biological exploration of