Benzophenone imine

Base Information

• Chemical Name: Benzophenone imine
• CAS No.: 1013-88-3
• Molecular Formula: C13H11N
• Molecular Weight: 181.237
• Hs Code.: 29252900
• European Community (EC) Number: 440-870-2,600-205-0
• UNII: EJJ21NA7VI
• DSSTox Substance ID: DTXSID10870832
• Nikkaji Number: J121.122F
• Wikipedia: Benzophenone_imine
• Wikidata: Q27892930
• Mol file: 1013-88-3.mol

Synonyms:Benzophenone imine;1013-88-3;Diphenylmethanimine;Benzophenoneimine;1,1-diphenylmethanimine;BENZHYDRYLIDENEAMINE;diphenylketimine;Benzenemethanimine, .alpha.-phenyl-;MFCD00001760;BENZHYDRYLIMINE;BENZOPHENONIMINE;Benzenemethanimine, alpha-phenyl-;UNII-EJJ21NA7VI;EJJ21NA7VI;bezophenone imine;diphenyl ketimine;Benzophenon imine;benzhydrylidenamine;benzo-phenone imine;diphenyl methanimine;diphenyl-methanimine;benzhydrylidene-amine;Diphenylmethanimine #;1,1 diphenylmethanimine;BENZHYDRYLIDENIMINE;BENZOPHENONE-IMINE;1,1 diphenylmethaneimine;1,1-diphenyl-methanimine;Benzophenone imine, 95%;IMINODIPHENYLMETHANE;C,C-Diphenylmethyleneimine;alpha-Phenylbenzenemethanimine;Oprea1_372891;Oprea1_617070;SCHEMBL16954;BENZOPHENONE IMINE [MI];1,1-DIPHENYLMETHYLENIMINE;DTXSID10870832;AMY11993;STR06747;BBL100337;STL554119;AKOS000121302;METHYLENIMINE, 1,1-DIPHENYL-;.ALPHA.-PHENYLBENZENEMETHANIMINE;CS-W007616;PB24516;SB21675;AC-22528;SY003036;FT-0622725;EN300-18146;EC 440-870-2;A929295;Q-103473;Q27892930;Z57204027;F3145-0225

Chemical Property of Benzophenone imine

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 0.00588mmHg at 25°C
• Melting Point: -30 °C
• Refractive Index: n20/D 1.618(lit.)
• Boiling Point: 282 °C at 760 mmHg
• PKA: pK1:6.82 (25°C)
• Flash Point: 124.3 °C
• PSA: 23.85000
• Density: 0.99 g/cm³
• LogP: 3.20250
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 0.3 g/L (25 ºC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 181.089149355
• Heavy Atom Count: 14
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Benzophenone Imine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,Xn
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-38-22
• Safety Statements: 26-36-61-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=N)C2=CC=CC=C2
• Uses: Benzophenone imine is useful in the preparation of nitrile ylide dimers. Useful in the preparation of nitrile ylide dimers.Benzophenone imine as ammonia surrogate. As intermediate material for synthesis of organic chemicals. Catalytic enantioselective alkylation of the benzophenone imine of glycine t-butyl ester using phosphazene (Schwesinger) bases and chiral quaternary ammonium salts yields either enantiomer of amino acid derivatives in excellent yield.

Technology Process of Benzophenone imine

There total 106 articles about Benzophenone imine 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: 99.0%

benzophenone (119-61-9) → Benzophenone imine (1013-88-3)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; scandium tris(trifluoromethanesulfonate); In chlorobenzene; at 90 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04038

Reference yield: 90.0%

2-Benzhydryl-3-phenyl-oxaziridine (83326-65-2,83326-66-3,345958-34-1) → Benzophenone imine (1013-88-3) + benzaldehyde (100-52-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 8h; Ambient temperature;

DOI:10.1016/S0040-4039(00)88445-2

Reference yield: 90.0%

C26H19NO (83326-62-9) → Benzophenone imine (1013-88-3) + 9-fluorenone (486-25-9,952573-42-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 15h; Ambient temperature;

upstream raw materials:

ethylmagnesium iodide

Benzophenone oxime

tetrachloromethane

2,2-dimethyl-1,3-diphenyl-propan-1-one oxime

Downstream raw materials:

benzoylamino-diphenyl-acetonitrile

benzhydrylidene-[1]naphthyl-amine

benzophenone semicarbazone

2-cyano-3,3-diphenylacrylic acid

Refernces

• 1、 Kim, Dae Hyun,Im, Jin Kyu,Kim, Dae Won,Cheong, Minserk,Kim, Hoon Sik,Mukherjee, Deb Kumar. "Palladium catalysed asymmetric alkylation of benzophenone Schiff base glycine esters in ionic liquids". . p. 467 - 476. Retrieved 2011.
• 2、 Thomae. "-". . p. 395. Retrieved 1905.
• 3、 Strain. "-". . p. 820,822. Retrieved 1930.
• 4、 Suehiro, Tadashi,Masuda, Seiichi,Motoyama, Noboyuki,Sasaki, Masaru. "FORMATION OF ARYL RADICALS FROM NITROSOARENES BY THE REACTION WITH DIPHENYLMETHYLENEAMINO RADICALS". . p. 1329 - 1330. Retrieved 1980.
• 5、 Smith,Bergstrom. "-". . p. 2095,2096. Retrieved 1934.
• 6、 Fukagawa, Toshihiro,Fujiwara, Yuzo,Yokoo, Kazuhiro,Taniguchi, Hiroshi. "REACTIONS OF PHENYLYTTERBIUM ? COMPLEX WITH CARBONYL COMPOUNDS: A NEW GRIGNARD-TYPE REAGENT HAVING UNUSUAL REACTIVITY TOWARD ESTERS AND KETONES". . p. 1771 - 1774. Retrieved 1981.
• 7、 Karakasa et al.. "-". . p. 3469. Retrieved 1979.
• 8、 Hu, Yuanyuan,Zheng, Songlin,Fan, Wu,Yuan, Weiming. "Copper-Catalysed Electrophilic Amination of Aryl(alkenyl) Boronic Acids with Nitrogen-Containing Hypervalent Iodine (III) Reagent". . p. 4701 - 4707. Retrieved 2021/08/23.