Benzoin oxime

Base Information

• Chemical Name: Benzoin oxime
• CAS No.: 441-38-3
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2928.00 DERIVATION
• European Community (EC) Number: 207-127-2
• UNII: PTC1433KJ8
• DSSTox Substance ID: DTXSID201269304
• Nikkaji Number: J42.018B,J6.551J
• Wikidata: Q27260588
• Mol file: 441-38-3.mol

Synonyms:alpha-benzoin oxime;alpha-BO cpd

Chemical Property of Benzoin oxime

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.98E-08mmHg at 25°C
• Melting Point: 153-155 °C(lit.)
• Refractive Index: 1.58
• Boiling Point: 417.8 °C at 760 mmHg
• PKA: 10.92±0.40(Predicted)
• Flash Point: 270.4 °C
• PSA: 52.82000
• Density: 1.13 g/cm³
• LogP: 2.59850
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: ethanol: 0.1 g/mL, clear
• Water Solubility.: Slightly soluble in water
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

98% ^*data from raw suppliers

a-BenzoinOxime ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: C1=CC=C(C=C1)C(C(=NO)C2=CC=CC=C2)O
• Isomeric SMILES: C1=CC=C(C=C1)C(/C(=N\O)/C2=CC=CC=C2)O

Technology Process of Benzoin oxime

There total 25 articles about Benzoin oxime 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: 79.0%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → benzoin oxime (441-38-3)

Guidance literature:

With ammonium hydroxide hydrochloride; triethylamine; In ethanol; at 75 ℃; for 24h;

Reference yield:

(S)-(+)-2-oxo-1,2-diphenylethyl butyrate → (+)-(S)-benzoin E-oxime (441-38-3,574-13-0,5928-63-2,5987-98-4,7110-50-1,91840-94-7,116779-97-6,118353-45-0,118353-47-2,141902-07-0,57794-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lipase TL from Pseudomonas stutzeri / tetrahydrofuran; aq. phosphate buffer / 16 h / 20 °C / pH 7 / Inert atmosphere; Enzymatic reaction

2: sodium acetate; hydroxylamine hydrochloride / ethanol; water / Inert atmosphere; Reflux

With lipase TL from Pseudomonas stutzeri; hydroxylamine hydrochloride; sodium acetate; In tetrahydrofuran; aq. phosphate buffer; ethanol; water;

DOI:10.1021/ol500764q

Reference yield:

(S)-(+)-benzoin (5928-67-6,579-44-2) → (+)-(S)-benzoin E-oxime (441-38-3,574-13-0,5928-63-2,5987-98-4,7110-50-1,91840-94-7,116779-97-6,118353-45-0,118353-47-2,141902-07-0,57794-28-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; Inert atmosphere; Reflux;

DOI:10.1021/ol500764q

upstream raw materials:

2-hydroxy-2-phenylacetophenone

diphenylcarbazone

(R)-benzoin

Downstream raw materials:

lophine

benzaldehyde

benzonitrile

(1R,2S)-2-Amino-1,2-diphenylethanol

Refernces

• 1、 -. "Chiral morphine quinoline compound preparation method and chiral amino acid preparation method of compound". Paragraph 0105; 0107-0109. . Retrieved 2017/12/13.
• 2、 Dai, Zhi,Ye, Guozhong,Pittman Jr., Charles U.,Li, Tingyu. "Solution-phase synthesis and evaluation of tetraproline chiral stationary phases". experimental part. p. 329 - 338. Retrieved 2012/05/20.