Camphor oxime

Base Information

• Chemical Name: Camphor oxime
• CAS No.: 13559-66-5
• Molecular Formula: C10H17 N O
• Molecular Weight: 167.251
• Hs Code.: 2928000090
• European Community (EC) Number: 252-858-2,220-525-0,253-725-1
• DSSTox Substance ID: DTXSID40874126
• Mol file: 13559-66-5.mol

Synonyms:Camphor oxime;D-Camphor oxime;D-Camphoroxime;2792-42-9;(+)-Camphor oxime;Camphor, oxime, (1R)-;36065-15-3;1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-one oxime;C10H17NO;1,7,7-TRIMETHYL-BICYCLO(2.2.1)HEPTAN-2-ONE OXIME;37939-80-3;Maybridge1_002074;(E)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one oxime;(E)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;(1R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime;(1S,4R,E)-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, (E)-;SCHEMBL3081945;DTXSID40874126;HMS2267K06;AKOS016874620;FT-0607019;FT-0634491;F0848-0342;(+/-)-1,7,7-trimethyl-bicyclo(2.2.1)heptane-2-one-oxime;(+/-)-1,7,7-trimethyl-bicyclo[2,2,1]heptane-2-one-oxime;(NE)-N-[(1R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene]hydroxylamine

Chemical Property of Camphor oxime

Chemical Property:

• Vapor Pressure: 0.0109mmHg at 25°C
• Melting Point: 110 °C
• Boiling Point: 243°Cat760mmHg
• Flash Point: 136.5°C
• PSA: 32.59000
• Density: 1.14g/cm³
• LogP: 2.66280
• 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:

99% ^*data from raw suppliers

1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE OXIME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(=NO)C2)C)C

Technology Process of Camphor oxime

There total 10 articles about Camphor 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: 98.0%

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (736109-58-3,787517-91-3,68546-28-1) → (+/-)-camphor oxime (13559-66-5)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; at 75 ℃; for 2h;

DOI:10.1139/v90-023

Reference yield: 76.0%

1,7,7-Trimethyl-2-nitrobicyclo<2.2.1>heptane (33081-41-3,33475-50-2) → (+/-)-camphor oxime (13559-66-5) + 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (736109-58-3,787517-91-3,68546-28-1) + 1,8,8-trimethyl-2-hydroxy-2-azabicyclo<3.2.1>octan-3-one (79929-64-9)

Guidance literature:

With sodium ethanolate; In ethanol; for 4.5h; Irradiation;

DOI:10.1021/jo00148a011

Reference yield: 71.0%

1,7,7-Trimethyl-2-nitrobicyclo<2.2.1>heptane (33081-41-3,33475-50-2) → (+/-)-camphor oxime (13559-66-5)

Guidance literature:

With n-butyllithium; 1,1,1,2,2,2-hexamethyldisilane; In tetrahydrofuran; hexane; for 24h; Ambient temperature;

DOI:10.1021/jo981054i

upstream raw materials:

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

1,7,7-Trimethyl-2-nitrobicyclo<2.2.1>heptane

piperidine

O-(2',4'-dinitrophenyl) 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one oxime

Downstream raw materials:

camphor nitrimine

C₂₂H₂₈NOP

2-(propargyloxyimino)-1,7,7-trimethyl-bicyclo[2,2,1]heptane

(+/-)-2-(propargyloxyimino)-1,7,7-trimethyl-bicyclo[2,2,1]-heptane

Refernces

• 1、 Yu, Xiao-Ye,Chen, Jia-Rong,Wang, Peng-Zi,Yang, Meng-Nan,Liang, Dong,Xiao, Wen-Jing. "A Visible-Light-Driven Iminyl Radical-Mediated C?C Single Bond Cleavage/Radical Addition Cascade of Oxime Esters". supporting information. p. 738 - 743. Retrieved 2017/12/26.
• 2、 Bhattacharjee,Singh,Gupta, Anshu. "Kinetic studies on the reactions of O-(2′,4′-dinitrophenyl) 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime with nucleophiles in aprotic solvents - Mechanism for the uncatalysed pathway". . p. 365 - 369. Retrieved 2008/09/16.