1-DEOXY-1-NITRO-D-MANNITOL

Base Information

• Chemical Name: 1-DEOXY-1-NITRO-D-MANNITOL
• CAS No.: 14199-83-8
• Molecular Formula: C6H13 N O7
• Molecular Weight: 211.172
• Hs Code.: 29400090
• European Community (EC) Number: 238-051-8
• DSSTox Substance ID: DTXSID201311230
• Nikkaji Number: J216.899E
• Mol file: 14199-83-8.mol

Synonyms:Mannitol,1-deoxy-1-nitro- (6CI,7CI); Mannitol, 1-deoxy-1-nitro-, D- (8CI);1-Deoxy-1-nitro-D-mannitol; NSC 159058

Chemical Property of 1-DEOXY-1-NITRO-D-MANNITOL

Chemical Property:

• Vapor Pressure: 2.45E-17mmHg at 25°C
• Melting Point: 133 °C
• Refractive Index: 1.4240 (estimate)
• Boiling Point: 608.3°Cat760mmHg
• Flash Point: 268.9°C
• PSA: 146.97000
• Density: 1.632g/cm³
• LogP: -2.77780
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 211.06920175
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

1-Deoxy-1-nitro-D-mannitol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(C(C(CO)O)O)O)O)[N+](=O)[O-]
• Isomeric SMILES: C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)[N+](=O)[O-]

Technology Process of 1-DEOXY-1-NITRO-D-MANNITOL

There total 7 articles about 1-DEOXY-1-NITRO-D-MANNITOL 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: 61.0%

nitromethane (75-52-5) + L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → (2S,3S,4S)-6-Nitro-hexane-1,2,3,4,5-pentaol (6027-42-5,14199-83-8,14199-88-3,20971-06-6,69257-51-8,74183-68-9,94481-72-8,96613-89-7,97466-53-0,97907-36-3,105499-37-4,107080-35-3,107080-36-4,114612-65-6,114612-66-7,120019-25-2)

Guidance literature:

With sodium methylate; In methanol; for 50h;

DOI:10.1021/jo00174a028

Reference yield: 21.0%

nitromethane (75-52-5) + D-Arabinose (10323-20-3) → 1-deoxy-1-nitro-D-manno-hexitol (14199-83-8) + 1-Desoxy-1-nitro-D-glucitol (14199-88-3)

Guidance literature:

With sodium methylate; In methanol; for 4h;

Reference yield:

→ 1-deoxy-1-nitro-D-manno-hexitol (14199-83-8)

Guidance literature:

With sulfuric acid; at 70 ℃;

DOI:10.1021/ja01236a031

upstream raw materials:

nitromethane

D-Arabinose

sodium methylate

L-arabinose

Downstream raw materials:

D-Mannose

1,2:5,6-di-O-isopropylidene-α-L-glucofuranose

Refernces

• 1、 Mack, Hans,Brossmer, Reinhard. "Extension of chains of 1-deoxy-1-nitroalditols by nitrile oxide cycloaddition. Synthesis of 4-N-substituted 3,4-didesoxy-2-ulosonic acids". . p. 4539 - 4560. Retrieved 1998.
• 2、 Grethe,Mitt,Williams,Uskokovic. "Synthesis of daunosamine". . p. 5309 - 5315. Retrieved 2007/10/02.