(R)-butane-1,2-diol

Base Information

• Chemical Name: (R)-butane-1,2-diol
• CAS No.: 40348-66-1
• Molecular Formula: C4H10O2
• Molecular Weight: 90.1222
• Hs Code.: 29053990
• European Community (EC) Number: 805-781-9
• DSSTox Substance ID: DTXSID90348847
• Nikkaji Number: J63.447F
• Wikidata: Q27123549
• Metabolomics Workbench ID: 58338
• Mol file: 40348-66-1.mol

Synonyms:(R)-butane-1,2-diol;40348-66-1;(R)-1,2-BUTANEDIOL;(2R)-butane-1,2-diol;1,2-Butanediol, (2R)-;(2~{R})-butane-1,2-diol;NZ5;(R)-1,2-Dihydroxybutane;(R)-1,2-Butylene Glycol;CHEBI:52685;DTXSID90348847;AMY40578;MFCD09953765;AKOS016843611;CS-W005888;AS-57499;B4118;EN300-7167370;Q27123549

Chemical Property of (R)-butane-1,2-diol

Chemical Property:

• Vapor Pressure: 0.148mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 190.3 °C at 760 mmHg
• Flash Point: 93.3 °C
• PSA: 40.46000
• Density: 1.001g/cm³
• LogP: -0.25040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 90.068079557
• Heavy Atom Count: 6
• Complexity: 28.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-Butane-1,2-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CO)O
• Isomeric SMILES: CC[C@H](CO)O

Technology Process of (R)-butane-1,2-diol

There total 7 articles about (R)-butane-1,2-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 48.0%

ethyloxirane (106-88-7) → (R)-1,2-butanediol (40348-66-1) + (2S)-1,2-butanediol (73522-17-5) + (R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9)

Guidance literature:

With water; chiral ((substituted salen)Co)2-InCl₃; at 20 ℃; for 3h;

DOI:10.1080/00397910600640354

Reference yield: 46.0%

ethyloxirane (106-88-7) → (S)-(-)-1,2-epoxybutane (30608-62-9) + (R)-1,2-butanediol (40348-66-1)

Guidance literature:

With water; In neat (no solvent); at 0 - 20 ℃; for 5h; enantioselective reaction; Resolution of racemate;

DOI:10.1039/c4cy00594e

Reference yield: 45.0%

ethyloxirane (106-88-7) → (S)-(-)-1,2-epoxybutane (30608-62-9) + (R)-1,2-butanediol (40348-66-1) + (2S)-1,2-butanediol (73522-17-5)

Guidance literature:

With water; (R,R)-[Co(salen)]2*GaCl₃; at 20 ℃; for 4h;

DOI:10.1016/j.jorganchem.2005.12.044

upstream raw materials:

(2S,3S)-2-amino-3-hydroxybutanoic acid

(R)-(+)-3,4-dihydroxy-1-butene

ethyloxirane

benzaldehyde

Downstream raw materials:

(R)-2-hydroxybutyl p-toluenesulfonate

(2R)-1-(benzyloxy)-2-butanol

1-bromo-2-butanol

butyraldehyde

Refernces

• 1、 Roy, Tamal,Barik, Sunirmal,Kumar, Manish,Kureshy, Rukhsana I.,Ganguly, Bishwajit,Khan, Noor-Ul H.,Abdi, Sayed H. R.,Bajaj, Hari C.. "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". . p. 3899 - 3908. Retrieved 2015/02/19.
• 2、 Thakur, Santosh Singh,Chen, Shu-Wei,Li, Wenji,Shin, Chang-Kyo,Kim, Seong-Jin,Koo, Yoon-Mo,Kim, Geon-Joong. "A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates". . p. 1862 - 1872. Retrieved 2007/10/03.