Dodecyl-beta-D-maltoside

Base Information

• Chemical Name: Dodecyl-beta-D-maltoside
• CAS No.: 69227-93-6
• Molecular Formula: C₂₄H₄₆O₁₁
• Molecular Weight: 510.623
• Hs Code.: 29400090
• European Community (EC) Number: 614-943-6
• UNII: DI107E57B4
• DSSTox Substance ID: DTXSID30988948
• Nikkaji Number: J477.836G
• Wikidata: Q27120527
• NCI Thesaurus Code: C175914
• RXCUI: 2178066
• ChEMBL ID: CHEMBL1234047
• Mol file: 69227-93-6.mol

Synonyms:dodecyl maltoside;dodecyl(-beta-D-)maltoside;dodecyl-beta-D-maltoside;lauryl maltoside;n-dodecyl-beta-D-maltoside

Chemical Property of Dodecyl-beta-D-maltoside

Chemical Property:

• Appearance/Colour: white powder.
• Vapor Pressure: 7.08E-23mmHg at 25°C
• Melting Point: 224-226 ºC
• Refractive Index: 1.552
• Boiling Point: 703.5 °C at 760 mmHg
• PKA: 12.82±0.70(Predicted)
• Flash Point: 379.3 °C
• PSA: 178.53000
• Density: 1.28 g/cm³
• LogP: -0.45200
• Storage Temp.: 2-8°C
• Solubility.: Do you have solubility information on this product that you woul
• Water Solubility.: soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 16
• Exact Mass: 510.30401228
• Heavy Atom Count: 35
• Complexity: 554

Purity/Quality:

98%, ^*data from raw suppliers

n-Dodecyl β-D-maltoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: CCCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• Uses: N-dodecyl-β-D-maltoside is used as a non-ionic detergent for stabilization and activation of enzymes and for membrane research. It has also been used for the isolation of the mitochondrial cytochrome c oxidize.

Technology Process of Dodecyl-beta-D-maltoside

There total 6 articles about Dodecyl-beta-D-maltoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.7%

1-dodecyl-2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (98808-73-2) → lauryl maltoside (74513-18-1,74513-19-2,83212-61-7,104596-59-0,116183-64-3,69227-93-6)

Guidance literature:

With methanol; sodium methylate; for 4h; pH=Ca. 10;

Reference yield: 54.0%

1-dodecyl alcohol (112-53-8) + 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0) → lauryl maltoside (74513-18-1,74513-19-2,83212-61-7,104596-59-0,116183-64-3,69227-93-6)

Guidance literature:

1-dodecyl alcohol; 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide; With iodine; silver carbonate; In dichloromethane; at 20 ℃; for 12h;

With sulfuric acid; water; In acetone; at 20 ℃; for 0.5h;

With triethylamine; In methanol; water; at 20 ℃;

DOI:10.1002/jlcr.3249

Reference yield:

1-dodecyl alcohol (112-53-8) + α-hepta-O-acetylmaltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0,42385-75-1) → lauryl maltoside (74513-18-1,74513-19-2,83212-61-7,104596-59-0,116183-64-3,69227-93-6) + n-dodecyl α-D-glucopyranosyl-(1->4)-α-D-glucopyranoside

Guidance literature:

1-dodecyl alcohol; α-hepta-O-acetylmaltosyl bromide; With iron(III) chloride; In nitromethane; at 25 ℃; for 1h;

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.carres.2004.07.016

upstream raw materials:

1-dodecyl alcohol

α-hepta-O-acetylmaltosyl bromide

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide

1-dodecyl-2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

C₂₄H₄₆O₁₁*C₄₇H₅₆N₈

C₂₄H₄₆O₁₁*C₅₁H₆₄N₈

n-dodecyl-b-D-glucopyranoside

Refernces

• 1、 Li, Zhencao,Chen, Guoyong,Chen, Langqiu,Zhang, Yanhua,Dai, Zhiyong. "Solution Properties of Alkyl β-D-Maltosides". . p. 731 - 742. Retrieved 2019/04/10.
• 2、 Shetye, Gauri S.,Singh, Nischal,Jia, Changqing,Nguyen, Chan D.K.,Wang, Guirong,Luk, Yan-Yeung. "Specific maltose derivatives modulate the swarming motility of nonswarming mutant and inhibit bacterial adhesion and biofilm formation by pseudomonas aeruginosa". . p. 1514 - 1523. Retrieved 2014/07/21.