(R)-2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetonitrile

Base Information

• Chemical Name: (R)-2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetonitrile
• CAS No.: 10017-05-7
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.159
• Hs Code.: 2932999099
• Mol file: 10017-05-7.mol

Synonyms:1,3-Benzodioxole-5-acetonitrile,a-hydroxy-, (R)-; Mandelonitrile,3,4-(methylenedioxy)-, D-(+)- (8CI)

Chemical Property of (R)-2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetonitrile

Chemical Property:

• PSA: 62.48000
• LogP: 0.97228

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetonitrile

There total 10 articles about (R)-2-(benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetonitrile 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: 94.0%

piperonal (120-57-0,30024-74-9) + hydrogen cyanide (74-90-8) → (R)-2-hydroxy-2-(3,4-methylenedioxyphenyl)acetonitrile (10017-05-7,33630-47-6)

Guidance literature:

In ethyl acetate; for 5.5h; Ambient temperature; (E_.C_. 4.1.2.10), 1000 U/ml, sodium acetate buffer pH 5.4;

DOI:10.1055/s-1990-26945

Reference yield: 88.0%

piperonal (120-57-0,30024-74-9) + potassium cyanide (151-50-8) → (R)-2-hydroxy-2-(3,4-methylenedioxyphenyl)acetonitrile (10017-05-7,33630-47-6)

Guidance literature:

With Prunus mume (R)-hydroxynitrile lyase; citrate buffer; In dimethyl sulfoxide; for 30h; pH=4.0;

DOI:10.1016/j.tet.2005.08.105

Reference yield: 85.0%

piperonal (120-57-0,30024-74-9) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → (R)-2-hydroxy-2-(3,4-methylenedioxyphenyl)acetonitrile (10017-05-7,33630-47-6)

Guidance literature:

In di-isopropyl ether; at 5 ℃; for 66h; almond meal oxynitrilase, 0.1 M tartrate buffer, pH 5.4;

DOI:10.1016/0957-4166(96)00116-4

upstream raw materials:

piperonal

hydrogen cyanide

potassium cyanide

2-hydroxy-2-methylpropanenitrile

Refernces

• 1、 Hong, Ran,Li, Fu-Long,Lin, Guo-Qiang,Lin, Zuming,Xu, Jian-He,Yu, Hui-Lei,Zheng, Yu-Cong. "Structure-Guided Tuning of a Hydroxynitrile Lyase to Accept Rigid Pharmaco Aldehydes". . p. 5757 - 5763. Retrieved 2020/06/09.
• 2、 Delville, Marille M. E.,Koch, Kaspar,Van Hest, Jan C. M.,Rutjes, Floris P. J. T.. "Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives". supporting information. p. 1634 - 1638. Retrieved 2015/03/05.