Name | Dodecyl-beta-D-glucopyranoside |
Synonyms | DODECYL-GLUCOSIDE N-DODECYL GLUCOSIDE N-DODECYL-BETA-D-GLC LAURYL MONOGLUCOSIDE DODECYLGLUCOPYRANOSIDE N-DODECYL B-D-GLUCOPYRANOSIDE Dodecyl-beta-D-glucopyranoside DODECYL-BETA-D-GLUCOPYRANOSIDE N-DODECYL-BETA-D-GLUCOPYRANOSIDE |
CAS | 59122-55-3 |
EINECS | 261-614-4 |
InChI | InChI=1/C18H35O6/c1-2-3-4-5-6-7-8-9-10-11-12-23-17-16(21)15(20)14(13-19)24-18(17)22/h14-21H,2-13H2,1H3/q-1/t14-,15-,16+,17-,18-/m1/s1 |
Molecular Formula | C18H36O6 |
Molar Mass | 348.48 |
Density | 1.0573 (rough estimate) |
Melting Point | 77-137 °C |
Boling Point | 402.83°C (rough estimate) |
Flash Point | 264.5°C |
Solubility | Soluble in methanol at 50mg/ml |
Vapor Presure | 1.05E-12mmHg at 25°C |
Appearance | Powder |
Color | White to Off-white |
BRN | 86236 |
pKa | 12.95±0.70(Predicted) |
Storage Condition | −20°C |
Stability | Stable. Incompatible with strong oxidizing agents. |
Refractive Index | 1.4450 (estimate) |
MDL | MFCD00063298 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
FLUKA BRAND F CODES | 3 |
HS Code | 29389090 |
Reference Show more | 1. Xu Yuanzhou tension Hao Fang Cheng Dai Zi Wen Wei Zhi-Min Li Huixin Hu Feng Xu Li. Optimization of SO_4 ~-. Remediation of PAHs combined contaminated soil by advanced oxidation technology [J]. China Environmental Science 2020 40(03):1183-1190. |
introduction | dodecyl glucopyranoside is a n-alkyl-β-glucoside. Glycosides, also known as glycosides. It is the hemiacetal hydroxyl group of monosaccharide or oligosaccharide and the hydroxyl group, amino group or sulfur hydroxyl group in another molecule lose water to produce hydrate. So a glycoside can be divided into two parts. One part is the residue of sugar (the sugar removes the hemiacetal hydroxyl group), and the other part is the ligand (non-sugar part), and its bond is called the glycosidic bond. |
product features | this carbon atom becomes the chiral center in the molecule after forming a ring, with two possible configurations: if the oxygen atom can be above or below the plane, the pair of chiral isomers thus obtained are called anaphases. If the-OH substituent on the anomeric carbon forms a trans configuration with the CH2OH group outside the ring (that is, it is not on the side of the ring ), it is called: α anomeric; in the other case, both In the same side of the ring, showing a cis configuration, it is called: β anomeric object. Since cyclic sugars and linear sugars themselves are transformed into each other, there is a balance between the two anoses. In the Fischer projection formula, α hetero is expressed as: anomeric hydroxyl and CH2OH are trans, while β hetero is cis; most of the glycosides that exist widely in nature are β-Glycosides, and many have special biological activities, which bear important physiological functions. |
preparation | a synthesis method of dodecyl glucopyranoside, comprising the following steps: 1) dissolving all acetylated glucopyranose, n-dodecyl alcohol and anhydrous tin tetrachloride in anhydrous dichloromethane, stirring and reacting at room temperature for 20 minutes, washing with a saturated potassium carbonate aqueous solution, and collecting the organic phase, distillation under reduced pressure to obtain 1-ndecyl-2, 3,4, 6-tetraacetyl-β-D-glucopyranoside; The molar ratio of total acetylated glucopyranose, n-dodecyl alcohol and anhydrous tin tetrachloride is: 1:1.2:1.2; The ratio of total acetylated glucopyranose to anhydrous dichloromethane is 100g:550ml;2) 1-n-twelve alkyl -2,3,4, 6-Tetraacetyl-β-D-glucopyranoside is dissolved in methanol, sodium methoxide is added to adjust the pH to 9, reaction at room temperature for 1.5 hours, Dowex-509 adjusted to neutral with a strong acidic cation exchange resin, filtered, The filtrate is distilled out of the solvent, dried, and detected by nuclear magnetic resonance to obtain dodecyl glucopyranoside. The ratio of 1-n-dodecyl -2,3,4,6-tetraacetyl-β-D-glucopyranoside to methanol is 100g:520ml. The yield is 57%. And beta configuration products> 97%. |
EPA chemical information | information provided by: ofmpub.epa.gov (external link) |