Benzoin oxime

Base Information

• Chemical Name: Benzoin oxime
• CAS No.: 7110-50-1
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• European Community (EC) Number: 207-127-2
• UNII: PTC1433KJ8
• DSSTox Substance ID: DTXSID201269304
• Nikkaji Number: J42.018B,J6.551J
• Wikidata: Q27260588
• Mol file: 7110-50-1.mol

Synonyms:alpha-benzoin oxime;alpha-BO cpd

Chemical Property of Benzoin oxime

Chemical Property:

• Boiling Point: 417.8°Cat760mmHg
• Flash Point: 270.4°C
• PSA: 52.82000
• Density: 1.13g/cm³
• LogP: 2.59850
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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 16 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: 100.0%

(R)-benzoin (5928-66-5,579-44-2) → (R)-benzoin oxime (441-38-3,574-13-0,5928-63-2,5987-98-4,7110-50-1,57794-28-2,91840-94-7,118353-45-0,118353-47-2,141902-07-0,116779-97-6)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; water;

DOI:10.1016/S0040-4039(00)01832-3

Reference yield: 56.0%

benzilmonoxime (574-15-2,574-16-3,14090-77-8,5351-34-8) → benzoin E-oxime (574-13-0) + (+-)-benzoin-(Z)-oxime (7110-50-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 18h;

DOI:10.1016/0040-4020(95)00197-G

Reference yield: 47.0%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → (+-)-benzoin-(Z)-oxime (7110-50-1)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; for 1.5h; Ambient temperature;

DOI:10.1246/bcsj.57.1040

upstream raw materials:

2-hydroxy-2-phenylacetophenone

benzoin E-oxime

benzilmonoxime

(Z)-benzilmonooxime

Downstream raw materials:

benzaldehyde

benzonitrile

(+/-)-benzoin-(O-benzoyl-seqcis-oxime )

benzoin E-oxime

Refernces

• 1、 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.
• 2、 SanMartin, Raul,Olivera, Roberto,Marigorta, Eduardo Martinez de,Dominguez, Esther. "A New General Method for the Synthesis of 4-Hydroxylated 3-Aryltetrahydroisoquinolines". . p. 5361 - 5368. Retrieved 2007/10/02.