1,4-DIACETOXY-2-BUTENE

Base Information

• Chemical Name: 1,4-DIACETOXY-2-BUTENE
• CAS No.: 1576-98-3
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2915390090
• Mol file: 1576-98-3.mol

Synonyms:trans-2-Butene-1,4-dioldiacetate;1,4-diacetoxy-but-2-ene;trans-2-Butenylene diacetate;1,4-Diacetoxy-trans-2-butene;2-BUTENE-1,4-DIOL DIACETATE;1,4-but-2-enediol diacetate;TRANS-2-BUTENE-1,4-DIACETATE;but-2-ene-1,4-diol diacetate;

Chemical Property of 1,4-DIACETOXY-2-BUTENE

Chemical Property:

• Melting Point: 14-16 °C
• Boiling Point: 114 °C(Press: 9 Torr)
• PSA: 52.60000
• Density: 1.0842 g/cm3
• LogP: 0.66880

Purity/Quality:

98%Min ^*data from raw suppliers

1,4-DIACETOXY-2-BUTENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-DIACETOXY-2-BUTENE

There total 29 articles about 1,4-DIACETOXY-2-BUTENE 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: 100.0%

1,4-butenediol (821-11-4,6117-80-2,110-64-5) + acetic anhydride (108-24-7) → 1,4-diacetoxybut-2-ene (1576-98-3,18621-75-5,25260-60-0)

Guidance literature:

With triethylamine; at 0 - 20 ℃;

Reference yield: 98.88%

1,4-butenediol (821-11-4,6117-80-2,110-64-5) + acetic acid (64-19-7,77671-22-8) → 1,4-diacetoxybut-2-ene (1576-98-3,18621-75-5,25260-60-0)

Guidance literature:

at 120 ℃; for 9h; Large scale;

Reference yield: 74.0%

cis-1,4-bis(acetyloxy)but-2-ene (25260-60-0) + C17H17Br2NO → trans-1,4-diacetoxy-2-butene (1576-98-3) + C20H21Br2NO3

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In neat (no solvent); at 40 ℃; for 18h;

DOI:10.1021/jacs.7b11299

upstream raw materials:

1,4-dibromo-2-butene

silver(I) acetate

sodium acetate

acetic acid

Downstream raw materials:

1,4-diacetoxy-2,3-dibromo-butane

racemic-1,4-Dibenzyl-2-vinylpiperazine

(Z)-4-Phenyl-2-buten-1-yl acetate

acetic acid 4-phenyl-but-2-enyl ester

Refernces

• 1、 Zawisza, Anna Maria,Bouquillon, Sandrine,Muzart, Jacques. "Palladium(II)-catalyzed isomerization of (Z)-1,4-diacetoxy-2-butene: Solvent effects". . p. 3901 - 3904. Retrieved 2007.
• 2、 Uemura et al.. "". . p. 1630. Retrieved 1970.
• 3、 -. "Preparation method of 4-acetoxy-2-methyl-2-butenal". Paragraph 0057-0063. . Retrieved 2021/08/11.
• 4、 Porter, Matthew R.,Shaker, Rami M.,Calcanas, Cristian,Topczewski, Joseph J.. "Stereoselective Dynamic Cyclization of Allylic Azides: Synthesis of Tetralins, Chromanes, and Tetrahydroquinolines". supporting information. p. 1211 - 1214. Retrieved 2018/02/09.