Sucrose acetate isobutyrate

Sucrose acetate isobutyrate
Names
	IUPAC name 1-O-Acetyl-3,4,6-tris-O-[(2-methylpropanoyl)oxy]-β-D-fructofuranosyl α-D-glucopyranoside 6-acetate 2,3,4-tris(2-methylpropanoate)
	Systematic IUPAC name (2R,3R,4S,5R,6R)-2-[(Acetyloxy)methyl]-6-{[(2S,3S,4R,5R)-2-[(acetyloxy)methyl]-3,4-bis[(2-methylpropanoyl)oxy]-5-{[(2-methylpropanoyl)oxy]methyl}oxolan-2-yl]oxy}oxane-3,4,5-triyl tris(2-methylpropanoate)
	Other names Sucrose acetoisobutyrate; Sucrose diacetate hexaisobutyrate; HSDB 5657; AI3-25354; E444
Identifiers
CAS Number	27216-37-1 ;
3D model (JSmol)	Interactive image;
Abbreviations	SAIB
ECHA InfoCard	100.004.338
EC Number	204-771-6;
E number	E444 (thickeners, ...)
PubChem CID	31339;
UNII	H5KI1C3YTV ;
CompTox Dashboard (EPA)	DTXSID3027035 ;
	SMILES CC(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(COC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C;
Properties
Chemical formula	C40H62O19
Molar mass	846.917 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Sucrose acetoisobutyrate (SAIB) is an emulsifier and has E number E444.^[1] In the United States, SAIB is categorized as generally recognized as safe (GRAS) as a food additive in cocktail mixers, beer, malt beverages, or wine coolers^[2] and is a potential replacement for brominated vegetable oil.

Chemistry

SAIB can be prepared by esterification of sucrose with acetic and isobutyric anhydride.

Uses

Beverage emulsions - weighting agent
Color cosmetics and skin care
Flavorings (orange flavor)
Fragrance fixative
Hair care
Horse styling products

References

^ Current EU approved additives and their E Numbers, Food Standards Agency
^ Agency Response Letter GRAS Notice No. GRN 000104, U.S. Food and Drug Administration

External links

InChem

[1] Current EU approved additives and their E Numbers, Food Standards Agency

[2] Agency Response Letter GRAS Notice No. GRN 000104, U.S. Food and Drug Administration

[1]

[2]

Names

IUPAC name 1-O-Acetyl-3,4,6-tris-O-[(2-methylpropanoyl)oxy]-β-D-fructofuranosyl α-D-glucopyranoside 6-acetate 2,3,4-tris(2-methylpropanoate)
Systematic IUPAC name (2R,3R,4S,5R,6R)-2-[(Acetyloxy)methyl]-6-{[(2S,3S,4R,5R)-2-[(acetyloxy)methyl]-3,4-bis[(2-methylpropanoyl)oxy]-5-{[(2-methylpropanoyl)oxy]methyl}oxolan-2-yl]oxy}oxane-3,4,5-triyl tris(2-methylpropanoate)
Other names Sucrose acetoisobutyrate Sucrose diacetate hexaisobutyrate HSDB 5657; AI3-25354; E444
Identifiers
CAS Number	27216-37-1^Y
3D model (JSmol)	Interactive image
Abbreviations	SAIB
ECHA InfoCard	100.004.338
EC Number	204-771-6
E number	E444 (thickeners, ...)
PubChem CID	31339
UNII	H5KI1C3YTV^Y
CompTox Dashboard (EPA)	DTXSID3027035
SMILES CC(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(COC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C
Properties
Chemical formula	C₄₀H₆₂O₁₉
Molar mass	846.917 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references