2-Nitrophenyl b-D-xylopyranoside

Base Information

• Chemical Name: 2-Nitrophenyl b-D-xylopyranoside
• CAS No.: 10238-27-4
• Molecular Formula: C11H13NO7
• Molecular Weight: 271.227
• Hs Code.: 29389090
• European Community (EC) Number: 233-571-1
• DSSTox Substance ID: DTXSID00907449
• Nikkaji Number: J227.132J
• Wikidata: Q72495898
• Mol file: 10238-27-4.mol

Synonyms:10238-27-4;2-Nitrophenyl b-D-xylopyranoside;2-Nitrophenyl-Beta-D-xylopyranoside;(2S,3R,4S,5R)-2-(2-nitrophenoxy)oxane-3,4,5-triol;o-Nitrophenyl beta-D-xylopyranoside;EINECS 233-571-1;2'-Nitrophenyl-beta-D-xylopyranoside;(2S,3R,4S,5R)-2-(2-Nitrophenoxy)tetrahydropyran-3,4,5-triol;2-Nitrophenylb-D-xylopyranoside;ONP beta-D-xylopyranoside;2-Nitrophenyl pentopyranoside;SCHEMBL624596;o-Nitrophenyl b-D-xylopyranoside;b-D-Xylopyranoside,2-nitrophenyl;DTXSID00907449;2-Nitrophenyl ss-D-Xylopyranoside;b-D-Xylopyranoside, 2-nitrophenyl;2'-Nitrophenyl-?-D-xylopyranoside;o-nitrophenyl-beta-d-xylopyranoside;AMY41723;beta-D-Xylopyranoside, 2-nitrophenyl;MFCD00047515;2-Nitrophenyl-I(2)-D-Xylopyranoside;AKOS016009990;2-NITROPHENYL--D-XYLOPYRANOSIDE;AS-47924;F17008;A896812;(2S,3R,4S,5R)-2-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol

Chemical Property of 2-Nitrophenyl b-D-xylopyranoside

Chemical Property:

• Vapor Pressure: 2.35E-11mmHg at 25°C
• Melting Point: 170-172 °C
• Refractive Index: 1.654
• Boiling Point: 513.1 °C at 760 mmHg
• PKA: 12.81±0.70(Predicted)
• Flash Point: 264.1 °C
• PSA: 124.97000
• Density: 1.597 g/cm³
• LogP: -0.06420
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 271.06920175
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

98%, ^*data from raw suppliers

2’-Nitrophenyl-β-D-xylopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)OC2=CC=CC=C2[N+](=O)[O-])O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=CC=C2[N+](=O)[O-])O)O)O
• Uses: 2’-Nitrophenyl-β-D-xylopyranoside (cas# 10238-27-4) is a compound useful in organic synthesis.

Technology Process of 2-Nitrophenyl b-D-xylopyranoside

There total 4 articles about 2-Nitrophenyl b-D-xylopyranoside 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: 92.0%

o-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-xylopyranoside (10256-24-3) → 2-nitrophenyl β-D-xylopyranoside (10238-27-4)

Guidance literature:

With methanol; sodium methylate; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(95)00214-E

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2-nitrophenyl β-D-xylopyranoside (10238-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / K₂CO₃ / acetone / Ambient temperature

2: 92 percent / NaOMe, MeOH / 5 h / Ambient temperature

With methanol; sodium methylate; potassium carbonate; In acetone;

DOI:10.1016/0008-6215(95)00214-E

Reference yield:

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose (3068-31-3) → 2-nitrophenyl β-D-xylopyranoside (10238-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / K₂CO₃ / acetone / Ambient temperature

2: 92 percent / NaOMe, MeOH / 5 h / Ambient temperature

With methanol; sodium methylate; potassium carbonate; In acetone;

DOI:10.1016/0008-6215(95)00214-E

upstream raw materials:

o-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-xylopyranoside

2-hydroxynitrobenzene

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

Downstream raw materials:

β-D-xylopyranoside

2-hydroxynitrobenzene

2-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-acetyl-β-D-xylopyranoside

2'-nitrophenyl 2,3-di-O-acetyl-4-O-triethylsilyl-β-D-xylopyranoside

Refernces

• 1、 Takeo,Ohguchi,Hasegawa,Kitamura. "Synthesis of 2- and 4-nitrophenyl β-glycosides of β-(1 → 4)-D-xylo-oligosaccharides of dp 2-4". . p. 231 - 244. Retrieved 2007/10/03.