trans-2,3-Dimethyloxirane

Base Information

• Chemical Name: trans-2,3-Dimethyloxirane
• CAS No.: 21490-63-1
• Molecular Formula: C4H8 O
• Molecular Weight: 72.1069
• Hs Code.: 2910900090
• European Community (EC) Number: 244-406-8
• Nikkaji Number: J221.548I
• Mol file: 21490-63-1.mol

Synonyms:trans-2,3-Dimethyloxirane;(2R,3R)-2,3-dimethyloxirane;(2R,3R)-2,3-EPOXYBUTANE TRANS;1758-32-3;Oxirane, 2,3-dimethyl-,(2R,3R)-rel-;Butane, 2,3-epoxy-, trans-;Oxirane, 2,3-dimethyl-, trans-;E-2R,3R-epoxybutane;trans-2r,3r-epoxybutane;2,3-Dimethyloxirane, trans;2,3-Dimethyl-oxirane (E);2alpha,3beta-Dimethyloxirane;2,3-Butylene oxide (trans);PQXKWPLDPFFDJP-QWWZWVQMSA-N;10203-50-6;AKOS016344776;Oxirane,2,3-dimethyl-,(2R,3R)-rel-;BB 0262581;J-014102

Chemical Property of trans-2,3-Dimethyloxirane

Chemical Property:

• Melting Point: -85°C
• Refractive Index: n20/D 1.373
• Boiling Point: 56.5°Cat760mmHg
• Flash Point: °C
• PSA: 12.53000
• Density: 0.855g/cm³
• LogP: 0.79360
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in water(95g/L).
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 36.9

Purity/Quality:

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

trans-2,3-Epoxybutane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(O1)C
• Isomeric SMILES: C[C@@H]1[C@H](O1)C
• Uses: A higher order cuprate reacted with trans-2,3-epoxybutane a high yield both counted on the epoxide (96%) and on the haloalkane (85%). Enolate derived from trans-2,3-Epoxybutan has chiral recognition.

Technology Process of trans-2,3-Dimethyloxirane

There total 72 articles about trans-2,3-Dimethyloxirane 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: 88.0%

(C4H9)3SnOCH(CH3)CH(CH3)Br → 2,3-epoxybutane (1758-32-3,1758-33-4,3266-23-7,6189-41-9,21490-63-1,63864-69-7,103110-88-9) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 120°C for 3 h;

DOI:10.1016/S0022-328X(00)86886-2

Reference yield: 47.0%

butene-2 (107-01-7) → 2,3-epoxybutane (1758-32-3,1758-33-4,3266-23-7,6189-41-9,21490-63-1,63864-69-7,103110-88-9)

Guidance literature:

With oxygen; acetic acid; vanadyl porphyrin; In N,N-dimethyl-formamide; at 60 - 70 ℃; under 2280 Torr;

DOI:10.1134/S0965544106010051

Reference yield:

(Z)-2-Butene (590-18-1) → 2,3-epoxybutane (1758-32-3,1758-33-4,3266-23-7,6189-41-9,21490-63-1,63864-69-7,103110-88-9) + 2-hydroxy-3-butene (598-32-3) + (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + methyl vinyl ketone (78-94-4,25038-87-3) + acetone (67-64-1) + butanone (78-93-3)

Guidance literature:

With O(3P); Product distribution; Mechanism; low pressure;

DOI:10.1021/j100191a006

upstream raw materials:

(2R,3S)-2,3-butanediol

(Z)-2-Butene

butene-2

trans-2-Butene

Downstream raw materials:

2-methoxy-3-butanol

2-Methoxybutanol-(3) (erythro)

(Z)-2-Butene

trans-2-Butene

Refernces

• 1、 Nakata, Munetaka,Frei, Heinz. "Stereoselective Photooxidation of trans-2-Butene to Epoxide by Nitrogen Dioxide Excited with Red Light in a Cryogenic Matrix". . p. 5240 - 5247. Retrieved 1989.
• 2、 Alexander,Dittmer. "-". . p. 1665. Retrieved 1951.
• 3、 Kim, Wooyoung,Shin, Wookyun,Lee, Kyoung Jun,Cho, YongSeok,Kim, Hyung Soon,Filimonov, Igor N.. "2,3-Butanediol dehydration catalyzed by silica-supported alkali phosphates". . p. 148 - 163. Retrieved 2018/11/26.
• 4、 -. "A method for preparing epoxy butane". Paragraph 0019; 0020. . Retrieved 2017/03/08.