19191-10-7

Basic information

• Product Name: TRANS-DIACETOXYETHYLENE)
• Synonyms: TRANS-DIACETOXYETHYLENE);1,2-Ethenediol,1,2-diacetate, (1E)-
• CAS NO: 19191-10-7
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.13
• Mol File: 19191-10-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 154.3°C at 760 mmHg
• Flash Point: 67°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 3.2mmHg at 25°C
• Refractive Index: 1.435
• CAS DataBase Reference: TRANS-DIACETOXYETHYLENE)(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-DIACETOXYETHYLENE)(19191-10-7)
• EPA Substance Registry System: TRANS-DIACETOXYETHYLENE)(19191-10-7)

Safety Data

• Hazardous Substances Data: 19191-10-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H8O4/c1-5(7)9-3-4-10-6(2)8/h3-4H,1-2H3/b4-3+

Upstream product

• 156-59-2 cis-1,2-Dichloroethylene 
• 127-09-3 sodium acetate 
• 2983-35-9 1,1,2-triacetoxy-ethane 
• 6946-10-7 1,3-diacetoxyacetone 
• 19191-11-8 (Z)-1,2-diacetoxyethene 
• 5371-49-3 acetoxyacetaldehyde 
• 108-24-7 acetic anhydride 
• 76403-54-8 1,2-diacetoxy-1-chloroethane 
• 76403-53-7 1,2-diacetoxy-1-bromoethane 

Downstream Products

• 7283-44-5 Vinylidene diacetate 
• 19191-11-8 (Z)-1,2-diacetoxyethene 

Relevant articles and documents

Synthetic Studies of Carbohydrate Derivatives by Photochemical Reactions. Part 16. Synthesis of DL-Apiose Derivatives by Photochemical Cycloaddition of 1,3-Dihydroxypropan-2-one Derivatives with Ethenediol or Ethenol Derivatives

Irradiation of a benzene solution of 1,3-diacetoxypropan-2-one (5) and 1,3-dioxol-2-one (6) with a high-pressure mercury lamp gave a photocycloaddition product, (7-acetoxymethyl-3-oxo-2,4,6-trioxabicycloheptan-7-yl)-methyl acetat (7) (55percent yield).Similar photocycloadditions of (5)with (Z)-vinylene diacetate (23), with (Z)-2-(benzyloxy)vinyl acetate (25), with 2,3-dihydro-1,4-dioxin (27), with vinyl acetate (28), with isopropenyl acetate (29), with ethoxyethene (30), and with 1,1-diethoxyethene (43) afforded cis-4,4-bis(acetoxymethyl)oxetan-2,3-diyl diacetat (31) (46percent yield) and the trans-isomer (32) (49percent yield); 2,2-bis(acetoxymethyl)-4-(benzyloxy)-oxetan-3-yl acetate (33) (composed of the two isomers; 11percent and 26percent yields) and 4,4-bis(acetoxymethyl)-3-benzyloxy)oxetan-2-yl acetate (38) (composed of the two isomers; 11percent and 9percent yields); (8-acetoxymethyl-2,5,7-trioxabicyclooct-8-yl)methyl acetate (34) (25percent yield); 2,2-bis(acetoxymethyl)oxetan-3-yl acetate (35) (28percent yield) and 4,4-bis(acetoxymethyl)oxetan-2-yl acetate (39) (15percent yield); 2,2-bis(acetoxymethyl)-3-methyloxetan-3-yl acetate (36) (55percent yield); (2-acetoxymethyl-3-ethoxyoxetan-2-yl)methyl acetate (37) (53percent yield); and (2-acetoxymethyl-3,3-diethoxyoxetan-2-yl)methyl acetate (44) (48percent yield) and ethyl 4-acetoxy-3-acetoxymethyl-3-hydroxybutyrate (45) (19percent yield), respectively.The reaction of (5) with (43) was also induced thermally togive ethyl 4-acetoxy-3-(acetoxymethyl)coronate (46) (24percent yield) in addition to (45) (20percent yield).Photocycloaddition of diethyl mesoxalate (21) with (6) gave diethyl 3-oxo-2,4,6-trioxabicycloheptane-7,7-dicarboxylate (22) (23percent yield).On the other hand, the reactions of 1,3-dimethoxy- (8) and 1,3-bis(benzyloxy)-propan-2-one (13) respectively with (6) afforded none of the expected photocycloadducts, but several products due to the intramolecular hydrogen abstraction from (8) and (13).The reaction of 2,2-dimethyl-1,3-dioxan-5-one (2) with (6) was also accompanied by predominant decomposition of (20).