(R)-(+)-1,2-Epoxybutane

Base Information

• Chemical Name: (R)-(+)-1,2-Epoxybutane
• CAS No.: 3760-95-0
• Molecular Formula: C₄H₈O
• Molecular Weight: 72.1069
• Hs Code.: 29109000
• European Community (EC) Number: 609-448-7
• DSSTox Substance ID: DTXSID701315532
• Nikkaji Number: J1.191.803D
• Wikidata: Q72470928
• Mol file: 3760-95-0.mol

Synonyms:(R)-(+)-1,2-Epoxybutane;3760-95-0;(2R)-2-ethyloxirane;(R)-2-ethyloxirane;Oxirane, ethyl-, (2R)-;(R)-1,2-Epoxybutane;R-1,2-epoxybutane;(R)-(+)-Ethyloxirane;(2R)-Ethyloxirane;(R)-1,2-epoxy-butane;(R)-(+)-Butylene Oxide;(R)-Ethyloxirane;(R)-(+)-Ethylethylene Oxide;RBACIKXCRWGCBB-SCSAIBSYSA-N;DTXSID701315532;MFCD02683444;AKOS017343449;(R)-(+)-1,2-Epoxybutane, 98%;A6421;B3832;EN300-54690;A801527

Chemical Property of (R)-(+)-1,2-Epoxybutane

Chemical Property:

• Refractive Index: n20/D 1.386(lit.)
• Boiling Point: 63.419 °C at 760 mmHg
• Flash Point: -12.222 °C
• PSA: 12.53000
• Density: 0.88 g/cm³
• LogP: 0.79520
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 34.6

Purity/Quality:

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

(R)-(+)-Butylene Oxide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, T
• Hazard Codes: F,T
• Statements: 20/21/22-34-40
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CO1
• Isomeric SMILES: CC[C@@H]1CO1

Technology Process of (R)-(+)-1,2-Epoxybutane

There total 20 articles about (R)-(+)-1,2-Epoxybutane 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: 72.0%

((R)-2-Hydroxy-butyl)-trimethyl-ammonium; hydroxide (93246-17-4) → (R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9)

Guidance literature:

at 130 ℃; for 0.5h;

DOI:10.1055/s-1984-30884

Reference yield: 71.0%

S-(-)-1-bromo-2-acetoxy-butane (72952-76-2) → (R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9)

Guidance literature:

With potassium pentanolate; In pentan-1-ol; for 0.5h; Ambient temperature;

DOI:10.1021/ja00217a044

Reference yield: 49.0%

ethyloxirane (106-88-7) → (R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9)

Guidance literature:

With bis(triphenylphosphine)iminium acetate; C₆₄H₇₄Cl₂Co₂N₄O₄; In toluene; at 0 ℃; for 52h; optical yield given as %ee; Resolution of racemate; Inert atmosphere;

DOI:10.1021/ja807709j

upstream raw materials:

ethyloxirane

(R)-2-acetoxy-1-bromobutane

(R)-1,2-butanediol

((R)-2-Hydroxy-butyl)-trimethyl-ammonium; hydroxide

Downstream raw materials:

(R)-3-hydroxypentanenitrile

(R)-1-phenyl-3-pentanol

(R)-2-hydroxypropane-1-phenylsulfide

Refernces

• 1、 Liang, Jian,Soucie, Luke N.,Blechschmidt, Daniel R.,Yoder, Aaron,Gustafson, Addie,Liu, Yu. "Aromatic Donor-Acceptor Interaction-Based Co(III)-salen Self-Assemblies and Their Applications in Asymmetric Ring Opening of Epoxides". supporting information. p. 513 - 518. Retrieved 2019/01/14.
• 2、 Xie, Shengming,Zhang, Junhui,Fu, Nan,Wang, Bangjin,Hu, Cong,Yuan, Liming. "Application of homochiral alkylated organic cages as chiral stationary phases for molecular separations by capillary gas chromatography". . . Retrieved 2016/12/03.