30264-54-1

Basic information

• Product Name: 2-methyl-2-butene-1,4-diyl diacetate
• Synonyms: 2-methyl-2-butene-1,4-diyl diacetate;1,4-Diacetoxy-2-methyl-2-butene;Diacetic acid 2-methyl-2-butene-1,4-diyl ester;Einecs 250-106-8
• CAS NO: 30264-54-1
• Molecular Formula: C9H14O4
• Molecular Weight: 186.20506
• EINECS: 250-106-8
• Mol File: 30264-54-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 248.6°Cat760mmHg
• Flash Point: 116.3°C
• Appearance: /
• Density: 1.049g/cm³
• Vapor Pressure: 0.024mmHg at 25°C
• Refractive Index: 1.444
• CAS DataBase Reference: 2-methyl-2-butene-1,4-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2-butene-1,4-diyl diacetate(30264-54-1)
• EPA Substance Registry System: 2-methyl-2-butene-1,4-diyl diacetate(30264-54-1)

Safety Data

• Hazardous Substances Data: 30264-54-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H14O4/c1-7(6-13-9(3)11)4-5-12-8(2)10/h4H,5-6H2,1-3H3/b7-4+

Upstream product

• 32659-14-6 4-bromo-3-methyl-2-buten-1-ol acetate 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 78-79-5 isoprene 
• 40560-13-2 (2Z)-2-methylbut-2-ene-1,4-diol 
• 108-05-4 vinyl acetate 
• 104411-04-3 (Z)-4-hydroxy-2-methylbut-2-enyl acetate 
• 132032-87-2 (Z)-4-hydroxy-3-methyl-but-2-enyl acetate 
• 616-02-4 citraconic acid anhydride 
• 108-24-7 acetic anhydride 
• 22122-36-7 3-methyl-5H-furan-2-one 
• 2570-63-0 thallium(III) triacetate 
• 89429-34-5 2-(4'-t-butoxy-3'-methylbut-2'-enoxy)-1,1,3,3-tetramethylisoindoline 
• 89429-37-8 2-(4'-t-butoxy-2'-methylbut-2'-enoxy)-1,1,3,3-tetramethylisoindoline 

Relevant articles and documents

Isoprenoid biosynthesis in Escherichia coli via the methylerythritol phosphate pathway: Enzymatic conversion of methylerythritol cyclodiphosphate into a phosphorylated derivative of (E)-2-methylbut-2-ene-1,4-diol

A crude cell-free system from an Escherichia coli strain overexpressing the cluster containing the three genes yfgA, yfgB, and gcpE converted 2-C-methyl-D-erythritol 2,4-cyclodiphosphate (1) into a phosphorylated derivative of (E)-2-methylbut-2-ene-1,4-diol (6), which most probably represents a novel intermediate in the methylerythritol phosphate pathway for isoprenoid biosynthesis. The free diol 6 was accumulated by phosphatase treatment of the crude enzyme preparation and was identified by comparison with a synthetic reference.

Incorporation of 2-C-methyl-D-erythritol, a putative isoprenoid precursor in the mevalonate-independent pathway, into ubiquinone and menaquinone of Escherichia coli

Incorporation of deuterium labelled 2-C-methyl-D-erythritol into isoprenoid side-chains of ubiquinone and menaquinone from Escherichia coli strongly supports the proposed intermediate role of this branched sugar derivative in the mevalonate independent pathway for isoprenoid biosynthesis via glyceraldehyde 3-phosphate and pyruvate.

Stereo-and Regioselective Palladium-Catalyzed 1,4-Diacetoxylation of 1,3-Dienes

Palladium-catalyzed oxidation of 1,3-dienes in acetic acid using an oxidation system of MnO2 and catalytic amounts of p-benzoquinone selectively gives 1,4-diacetoxy-2-alkenes.The reaction proceeds with high stereo-and regioselectivity, and by ligand control the reaction can be made to take place with either cis or trans 1,4-diacetoxylation across the diene in cyclic systems.Also in an acyclic system the 1,4-relative stereochemistry can be controlled as shown by the stereoselective oxidation of (E,E)- and (E,Z)-2,4-hexadiene to their corresponding dl (>88percent dl) and meso (>95percent meso) diacetates 15 and 18, respectively.Evidence is provided that supports a mechanism involving a trans acetoxypalladation of the conjugated diene to give an intermediate (?-allyl)palladium complex, followed by either a cis or trans attack by acetate on the allyl group.The cis attack is best explained by a cis migration from a (?-allyl)palladium intermediate.The diacetoxylation reaction was applied to the preparation of a key intermediate for the synthesis of dl-shikimic acid.