468037

cis-1,4-Diacetoxy-2-butene

95%

• Synonym(s): cis-2-Butene-1,4-diol diacetate
• Linear Formula: CH₃CO₂CH₂CH=CHCH₂O₂CCH₃
• CAS Number: 25260-60-0
• Molecular Weight: 172.18
• MDL number: MFCD00059339
• UNSPSC Code: 12352100
• PubChem Substance ID: 24870459
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 95%
• refractive index: n20/D 1.443 (lit.)
• bp: 120-121 °C/18 mmHg (lit.)
• density: 1.08 g/mL at 25 °C (lit.)
• functional group: ester
• SMILES string: [H]\C(COC(C)=O)=C(/[H])COC(C)=O
• InChI: 1S/C8H12O4/c1-7(9)11-5-3-4-6-12-8(2)10/h3-4H,5-6H2,1-2H3/b4-3-
• InChI key: VZUAUHWZIKOMFC-ARJAWSKDSA-N

Description

General description

cis-1,4-Diacetoxy-2-butene is an ester. Ruthenium olefin metathesis catalysts having cyclic (alkyl)(amino)carbenes effectively catalyzes the cross-metathesis of cis-1,4-diacetoxy-2-butene with allylbenzene. cis-1,4-Diacetoxy-2-butene on pyrolysis affords 1-acetoxy-1,3-butadiene, a diacetate and an isomeric 1,2-diacetoxy-3-butene. Mechanism of pyrolysis has been investigated.

Application

cis-1,4-Diacetoxy-2-butene may be used in the preparation of hindered Diels-Alder adducts. It may be used for the synthesis of 1,2,3,4-tetrahydro-2-vinylquinoxalines, via Palladium-catalyzed tandem allylation of 1,2-phenylenediamines.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315
• pcodes: P264 - P280 - P302 + P352 - P332 + P313 - P362 + P364
• Hazard Classifications: Skin Irrit. 2
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter