2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)-

Base Information

• Chemical Name: 2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)-
• CAS No.: 10293-06-8
• Molecular Formula: C10H15BrO
• Molecular Weight: 231.132
• Hs Code.: 29147000
• European Community (EC) Number: 233-652-1
• Mol file: 10293-06-8.mol

Synonyms:D-(+)-3-Bromocamphor;10293-06-8;(+)-3-Bromocamphor;Endo-3-bromo-D-camphor;C10-H15-Br-O;Camphor, 3-alpha-bromo-, (+)-;EINECS 233-652-1;BRN 3603833;2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)-;(1R-endo)-3-Bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one;Bicyclo(2.2.1)heptan-2-one, 3-bromo-1,7,7-trimethyl-, (1R-endo)-;AKOS015960449;AC-11182;W-108863

Chemical Property of 2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)-

Chemical Property:

• Appearance/Colour: White needles or crystalline powder
• Vapor Pressure: 0.028mmHg at 25°C
• Melting Point: 75-78 °C(lit.)
• Refractive Index: 137.5 ° (C=2, EtOH)
• Boiling Point: 245.6 °C at 760 mmHg
• Flash Point: 35.8 °C
• PSA: 17.07000
• Density: 1.365g/cm³
• LogP: 2.77510
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 230.03063
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

(+)-3-Bromocamphor ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(=O)C2Br)C)C
• Isomeric SMILES: C[C@@]12CCC(C1(C)C)[C@@H](C2=O)Br
• Uses: Medicine, manufacture of camphor derivatives.

Technology Process of 2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)-

There total 6 articles about 2-Bornanone, 3-bromo-, (1R,3S,4S)-(+)- 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: 82.0%

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (1R)-3-endo-bromocamphor (10293-06-8)

Guidance literature:

With bromine; acetic acid; at 20 - 90 ℃;

DOI:10.1016/j.tet.2011.07.081

Reference yield: 57.0%

Camphor (76-22-2,68546-28-1) → 3-bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (76-29-9,1925-58-2,10293-06-8,27799-07-1,55057-87-9,64474-54-0,67337-12-6,107870-25-7)

Guidance literature:

With bromine; In 1,2-dichloro-ethane; at 95 ℃; for 10h;

Reference yield:

fenchone (4695-62-9,126-21-6) → (+)-(1R)-1-bromomethyl-3,3-dimethyltrinorbornan-2-one (99304-44-6) + (1R)-3-endo-bromocamphor (10293-06-8) + (-)-(1R)-7anti-bromo-1,3,3-trimethyltrinorbornan-2-one (99304-45-7)

Guidance literature:

With bromine; copper; at 90 ℃; for 24h; Yield given. Yields of byproduct given;

upstream raw materials:

Camphor

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

fenchone

1,7,7-trimethyl-2-trimethylsilyloxy<2.2.1>bicyclohept-2-ene

Downstream raw materials:

3-endo-9-dibromo-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

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

Camphor

Refernces

• 1、 Scott,Cotton. "". . p. 2708. Retrieved 1973.
• 2、 Lewis, Frank W.,McCabe, Thomas C.,Grayson, David H.. "Preliminary investigations on novel camphor-derived chiral sulfones: Completely stereoselective formation of tricyclic β-hydroxy sulfones from 8- and 10-functionalized camphor derivatives". supporting information; experimental part. p. 7517 - 7528. Retrieved 2011/10/12.
• 3、 Vaillancourt, Valerie,Agharahimi, Mohamad R.,Sundram, Uma N.,Richou, Olivier,Faulkner, D. John,Albizati, Kim F.. "Synthesis and Absolute Configuration of the Antiparasitic Furanosesquiterpenes (-)-Furodysin and (-)-Furodysinin. Camphor as a Six-Membered Ring Chiral Pool Template". . p. 378 - 387. Retrieved 2007/10/02.