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Usage

Uses

Used in Chemical Reactions:
(R)-1,2-Butanediol is used as a solvent for facilitating various chemical reactions. Its ability to dissolve a wide range of substances makes it a versatile component in the chemical industry.
Used in Cosmetics and Personal Care Products:
In the cosmetics and personal care industry, (R)-1,2-Butanediol is utilized as a humectant to help retain moisture, ensuring the longevity and effectiveness of products.
Used as a Precursor in Pharmaceutical Synthesis:
(R)-1,2-Butanediol is used as a precursor in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicines.
Used as a Precursor in Agrochemical Production:
Similarly, in the agrochemical sector, (R)-1,2-Butanediol serves as a starting material for the production of various agrochemicals, aiding in the development of agricultural solutions.
Used as a Precursor in the Synthesis of Fine Chemicals:
Its role extends to the synthesis of fine chemicals, where (R)-1,2-Butanediol is used as a precursor to create specialty chemicals for diverse applications.
Used in Bio-based Fuel or Fuel Additive Research:
(R)-1,2-Butanediol is also being studied for its potential as a bio-based fuel or fuel additive, indicating its possible use in the energy sector as a sustainable and eco-friendly alternative.
Ongoing research continues to explore the potential of (R)-1,2-Butanediol in various industrial and commercial applications, highlighting its importance and versatility across different sectors.

InChI:InChI=1/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3/t4-/m1/s1

Upstream product

• 28954-12-3 (2S,3S)-2-amino-3-hydroxybutanoic acid 
• 86106-09-4 (R)-(+)-3,4-dihydroxy-1-butene 
• 106-88-7 ethyloxirane 
• 100-52-7 benzaldehyde 
• 584-03-2 1,2-dihydroxybutane 

Downstream Products

• 2482-57-7 1-bromo-2-butanol 
• 30608-62-9 (S)-(-)-1,2-epoxybutane 
• 106-88-7 (R)-(+)-1,2-epoxybutane 
• 167354-12-3 (2R)-1-(benzyloxy)-2-butanol 
• 123-72-8 butyraldehyde 
• 103745-07-9 (R)-2-hydroxybutyl p-toluenesulfonate 

Relevant academic research and scientific papers

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

Asymmetric hydrolytic kinetic resolution with recyclable polymeric Co(iii)-salen complexes: A practical strategy in the preparation of (S)-metoprolol, (S)-toliprolol and (S)-alprenolol: Computational rationale for enantioselectivity

A series of chiral polymeric Co(iii)-salen complexes based on a number of achiral and chiral linkers were synthesized and their catalytic performances were assessed in the asymmetric hydrolytic kinetic resolution of terminal epoxides. The effects of the linker were judiciously studied and it was found that in the case of the chiral BINOL-based polymeric salen complex 1, there was an enrichment in catalyst reactivity and enantioselectivity of the unreacted epoxide, particularly in the case of short as well as long chain aliphatic epoxides. Good isolated yields of the unreacted epoxide (up to 46% compared to 50% theoretical yield) along with high enantioselectivity (up to 99%) were obtained in most cases using catalyst 1. Further studies showed that catalyst 1 could retain its catalytic activity for six cycles under the present reaction conditions without any significant loss in activity or enantioselectivity. To show the practical applicability of the above synthesized catalyst we have synthesised some potent chiral β-blockers in moderate yield and high enantioselectivity using complex 1. The DFT (M06-L/6-31+G??//ONIOM(B3LYP/6-31G?:STO-3G)) calculations revealed that the chiral BINOL linker influences the enantioselectivity achieved with Co(iii)-salen complexes. Further, the transition state calculations show that the R-BINOL linker with the (S,S)-Co(iii)-salen complex is energetically preferred over the corresponding S-BINOL linker with the (S,S)-Co(iii)-salen complex for the HKR of 1,2-epoxyhexane. The role of non-covalent C-H?π interactions and steric effects has been discussed to control the HKR reaction of 1,2-epoxyhexane.

Synthesis of optically pure terminal epoxide and 1,2-diol via hydrolytic kinetic resolution catalyzed by new heterometallic salen complexes

The inactive chiral (salen)Co complex is easily activated by InCl 3 and TlCl3 Lewis acids by forming heterometallic salen complexes. These complexes show very high catalytic activity for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and 1,2-diols simultaneously via hydrolytic kinetic resolution. Strong synergistic effects of different Lewis acids, Co-In and Co-Tl, were exhibited in the catalytic process. The system described is very simple and efficient. Copyright Taylor & Francis Group, LLC.

A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates

A new dinuclear chiral Co(salen) complexes bearing group 13 metals have been synthesized and characterized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity for the asymmetric ring opening of epoxides with H2O, chloride ions and carboxylic acids and consequently provide enantiomerically enriched terminal epoxides (>99% ee). It also catalyzes the asymmetric cyclization of ring opened product, to prepare optically pure terminal epoxides in one step. The homogeneous dinuclear chiral Co(salen) have been covalently immobilized on MCM-41. The potential benefits of heterogenization include facilitation of catalyst separation and recyclability requiring very simple techniques. The system described is very efficient.

Highly reactive and enantioselective kinetic resolution of terminal epoxides with H2O and HCl catalyzed by new chiral (salen)Co complex linked with Al

The asymmetric hydrolytic kinetic resolution (HKR) of racemic terminal epoxides by new easily synthesized dimeric chiral (salen)Co bearing Al, provides a practical and straightforward method for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and diols. An inorganic acid, HCl is applied first time for the asymmetric ring opening reaction of terminal epoxides. Reactions are conveniently carried out at room temperature under an air atmosphere.

Access to (S)-2-Methyloxetane and the Precursor (S)-1,3-Butanediol of Hight Enantiomeric Purity

(S)-2-Methyloxetane (1) and its precursor (S)-1,3-butanediol (2) were prepared in low to moderate chemical yield with less than 0.5percent racemization from (S)-ethyl lactate (4) and from (2S,3S)-allothreonine (14b).For the first time the enantiomeric purities of both the starting material and the product (1) were carefully determined by high-precision capillary gas chromatography on optically active resolving stationary phases.The validity of the quadrant rule, correlating the relative configuration of alkyloxiranes with the order of elution from manganese(II) bis (3) by complexation gas chromatography, is also confirmed for 2-methyloxetane (1).