(R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE

Base Information

• Chemical Name: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE
• CAS No.: 3205-33-2
• Molecular Formula: C₁₅H₁₂N₂O₆
• Molecular Weight: 316.27
• Hs Code.: 2916399090
• Mol file: 3205-33-2.mol

Synonyms:Benzenemethanol,a-methyl-, 3,5-dinitrobenzoate,(R)-; Benzenemethanol, a-methyl-, 3,5-dinitrobenzoate, (aR)- (9CI); Benzyl alcohol, a-methyl-, 3,5-dinitrobenzoate, (+)- (8CI)

Chemical Property of (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 122-125 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 461.213°C at 760 mmHg
• Flash Point: 196.635°C
• PSA: 117.94000
• Density: 1.381g/cm³
• LogP: 4.46740

Purity/Quality:

99%min ^*data from raw suppliers

(R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE

There total 9 articles about (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE 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%

(R)-1-phenylethanol (1517-69-7) + 3,5-dinitrobenoyl chloride (99-33-2) → (R)-sec-phenethyl-3,5-dinitrobenzoate (3205-33-2)

Guidance literature:

With pyridine; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1039/c1cc11572c

Reference yield: 53.4%

1-Phenylethanol (98-85-1,13323-81-4) + 3,5-dinitrobenoyl chloride (99-33-2) → (+/-)-sec-Phenethyl alcohol 3,5-dinitrobenzoate (3205-18-3,3205-33-2,21286-22-6,82222-60-4)

Guidance literature:

With pyridine; at 0 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202106603

Reference yield:

(1-diazoethyl)benzene (22293-10-3) + 3,5-dinitrobenzoic acid (99-34-3) → (+/-)-sec-Phenethyl alcohol 3,5-dinitrobenzoate (3205-18-3,3205-33-2,21286-22-6,82222-60-4) + acetophenonazine (729-43-1)

Guidance literature:

In tetrahydrofuran; Yield given. Yields of byproduct given;

DOI:10.1055/s-1982-29821

upstream raw materials:

(1-diazoethyl)benzene

3,5-dinitrobenzoic acid

1-Phenylethanol

3,5-dinitrobenoyl chloride

Downstream raw materials:

(S)-sec-phenethyl-3,5-dinitrobenzoate

(+)-α-phenethyl alcohol

Refernces

• 1、 Hirose, Daisuke,Taniguchi, Tsuyoshi,Ishibashi, Hiroyuki. "Recyclable mitsunobu reagents: Catalytic mitsunobu reactions with an iron catalyst and atmospheric oxygen". supporting information. p. 4613 - 4617. Retrieved 2013/06/04.
• 2、 Shimon, L. J. W.,Zbaida, D.,Addadi, L.,Leiserowitz, L.,Lahav, M.. "DESIGN OF STEREOSPECIFIC INHIBITORS FOR CRYSTAL DISSOLUTION". . p. 199 - 222. Retrieved 2007/10/02.