2-Bornanone oxime

Base Information

• Chemical Name: 2-Bornanone oxime
• CAS No.: 2792-42-9
• Molecular Formula: C10H17 N O
• Molecular Weight: 167.251
• Hs Code.: 2928000090
• European Community (EC) Number: 236-945-2,242-491-6,252-858-2,220-525-0,253-725-1
• NSC Number: 193372
• DSSTox Substance ID: DTXSID501220090
• Mol file: 2792-42-9.mol

Synonyms:2-Bornanone oxime;13559-66-5;Camphor, d-oxime;1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one oxime;2-Camphanone oxime;Camphoroxime;Bornan-2-one oxime;Camphor, oxime;Camphor, oxime (VAN);EINECS 236-945-2;(+)-Camphor oxime;NSC 193372;BRN 1865232;Camphor oxime;D-Camphor oxime;(NE)-N-(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene)hydroxylamine;EINECS 242-491-6;EINECS 252-858-2;(1R)-Camphor oxime;Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, oxime;AI3-19975;Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, oxime, (1R)-;Camphor, oxime, (1R)-;D-Camphoroxime;C10H17NO;37939-80-3;(1)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one oxime;Bicyclo(2.2.1)heptan-2-one, 2,7,7-trimethyl-, oxime;Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, oxime;(1S)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one oxime;(E)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;(1S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;Campheroxim;Kampferoxim;N-[(2E)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene]hydroxylamine;18674-50-5;2792-42-9;36065-15-3;(E)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one oxime;2-BORNANONE, OXIME;(1R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;Bicyclo(2.2.1)heptan-2-one, 2,7,7-trimethyl-, oxime (9CI);Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, oxime, (1S)-;Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, oxime, (E)-;SCHEMBL10957835;HMS547G06;OVFDEGGJFJECAT-DHZHZOJOSA-N;DTXSID501220090;Camphor, oxime (6CI,7CI,8CI);CCG-48017;MFCD00210161;NSC193372;STK860017;AKOS003271922;AKOS022088371;NSC-193372;NCGC00270847-02;LS-45110;MS-22029;WLN: L55 A CYTJ A1 A1 B1 CUNQ;CS-0118002;CS-0356843;EN300-06062;AB01209869-01;AB01209869-04;J-016924;SR-01000637593-1;1,7,7-Trimethyl bicyclo[2.2.1]heptan-2-one oxime;Bicyclo[2.2.1]heptan-2-one,7,7-trimethyl-, oxime;Z56755719;(+-)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;(2E)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one oxime;1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one oxime, (R)-;(2E)-N-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-imine;Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, oxime, (+/-)-;Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, oxime, (.+.)-;N-{1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene}hydroxylamine

Chemical Property of 2-Bornanone oxime

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 115-119?°C
• Boiling Point: 242.983°C at 760 mmHg
• Flash Point: 136.515°C
• PSA: 32.59000
• Density: 1.141g/cm³
• LogP: 2.66280
• Solubility.: almost transparency in Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.131014166
• Heavy Atom Count: 12
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1R)-Camphor Oxime >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(=NO)C2)C)C
• Isomeric SMILES: CC1(C2CCC1(/C(=N/O)/C2)C)C

Technology Process of 2-Bornanone oxime

There total 28 articles about 2-Bornanone 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: 99.0%

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (R,R)-camphor oxime (2792-42-9)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; at 60 ℃; for 15h;

DOI:10.1039/b007659g

Reference yield: 81.0%

tert-butyl (1R,4R)-2'-methyl-2'-(1,7,7-trimethylbicyclo[2.2.1]hept-2-ylideneamino)pent-4'-enoate → (R,R)-camphor oxime (2792-42-9) + Cα-methyl-D-allylglycine (96886-56-5) + (S)-α-allylalanine (96886-55-4)

Guidance literature:

tert-butyl (1R,4R)-2'-methyl-2'-(1,7,7-trimethylbicyclo[2.2.1]hept-2-ylideneamino)pent-4'-enoate; With sodium hydroxide; hydroxylamine hydrochloride; acetic acid; In methanol; at 20 ℃; for 72h;

With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00581-5

Reference yield: 81.0%

tert-butyl (1R,4R)-4'-fluoro-2'-methyl-2'-(1,7,7-trimethylbicyclo[2.2.1]hept-2-ylideneamino)pent-4'-enoate → (R,R)-camphor oxime (2792-42-9) + (R)-(+)-2-amino-4-fluoro-2-methylpent-4-enoic acid (208927-48-4,247122-88-9) + (S)-(-)-2-amino-4-fluoro-2-methylpent-4-enoic acid (208927-48-4,247122-88-9)

Guidance literature:

tert-butyl (1R,4R)-4'-fluoro-2'-methyl-2'-(1,7,7-trimethylbicyclo[2.2.1]hept-2-ylideneamino)pent-4'-enoate; With sodium hydroxide; hydroxylamine hydrochloride; acetic acid; In methanol; at 20 ℃; for 72h;

With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00581-5

upstream raw materials:

ethanol

hydroxylamine acetate

(1R)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one hydrazone

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

Downstream raw materials:

α-campholenonitrile

(1R)-bornan-2-one-(O-phenylcarbamoyl oxime ); carbanilic acid derivative of (d-camphor)-oxime

β-campholenonitrile

((R)-2,2,3-Trimethyl-cyclopent-3-enyl)-acetonitrile

Refernces

• 1、 Agafonov, Alexander P.,Bormotov, Nikolay I.,Korchagina, Dina V.,Maksyutov, Rinat A.,Mozhaytsev, Evgenii S.,Salakhutdinov, Nariman F.,Serova, Olga A.,Shishkina, Larisa N.,Suslov, Evgenii V.,Volcho, Konstantin P.,Yarovaya, Olga I.. "New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections". . p. 1185 - 1195. Retrieved 2020/11/03.
• 2、 Kuranov,Tsypysheva,Khvostov,Zainullina, Liana F.,Borisevich,Vakhitova, Yu.V.,Luzina,Salakhutdinov. "Synthesis and evaluation of camphor and cytisine-based cyanopyrrolidines as DPP-IV inhibitors for the treatment of type 2 diabetes mellitus". . p. 4402 - 4409. Retrieved 2018/07/30.