3-(Perfluorobutyryl)-(-)-camphor

Base Information

• Chemical Name: 3-(Perfluorobutyryl)-(-)-camphor
• CAS No.: 115224-00-5
• Molecular Formula: C₁₄H₁₅F₇O₂
• Molecular Weight: 348.261
• European Community (EC) Number: 623-236-1
• DSSTox Substance ID: DTXSID50583510
• Nikkaji Number: J1.553.221A
• Mol file: 115224-00-5.mol

Synonyms:115224-00-5;3-(Perfluorobutyryl)-(-)-camphor;3-(Heptafluorobutyryl)-i-camphor;(1S,4S)-3-(2,2,3,3,4,4,4-Heptafluorobutanoyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one;3-Heptafluorobutyryl-L-camphor;(1S,4S)-3-(Heptafluorobutyryl)camphor;DTXSID50583510;3-(Perfluorobutyryl)-(-)-camphor,98%;3-(Perfluorobutyryl)-(-)-camphor, 98%;NS00018742;J-003270;(1S)-3-(2,2,3,3,4,4,4-heptafluorobutanoyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Chemical Property of 3-(Perfluorobutyryl)-(-)-camphor

Chemical Property:

• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 266.9°Cat760mmHg
• PKA: 7.94±0.60(Predicted)
• Flash Point: 93.9°C
• PSA: 34.14000
• Density: 1.352g/cm³
• LogP: 4.02980
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 348.09602685
• Heavy Atom Count: 23
• Complexity: 564

Purity/Quality:

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

3-(Perfluorobutyryl)-(?)-camphor 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(=O)C2C(=O)C(C(C(F)(F)F)(F)F)(F)F)C)C
• Isomeric SMILES: C[C@]12CC[C@H](C1(C)C)C(C2=O)C(=O)C(C(C(F)(F)F)(F)F)(F)F
• Uses: 3-(Perfluorobutyryl)-(?)-camphor can be used:To prepare mesoporous metal-organic?hybrid materials, which are used as catalysts in the asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehydes.As a precursor in the synthesis of chiral tetrakis(β-diketonate) Ln(III) complexes.

Technology Process of 3-(Perfluorobutyryl)-(-)-camphor

There total 3 articles about 3-(Perfluorobutyryl)-(-)-camphor 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: 87.0%

heptafluorobutyryl chloride (375-16-6) + (1R)-3-endo-bromocamphor (10293-06-8) → 3-(perfluorobutyryl)-(+)camphor (115224-00-5)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1248/cpb.47.909

Reference yield:

heptafluorobutyryl chloride (375-16-6) + (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (+)-3-heptafluorobutanoylcampher (51800-99-8,115224-00-5)

Guidance literature:

Multistep reaction; (i) NaH, 1,2-dimethoxy-ethane, (heating), (ii) /BRN= 1790269/;

DOI:10.1021/ja00812a036

Reference yield:

→ 3-Heptafluorpropylhydroxymethylen-d-campher (257289-31-9,115224-00-5)

Guidance literature:

Campher-d, tert-Butyl-lithium, Heptafluorbutanoylchlorid;

DOI:10.1021/ja00817a032

upstream raw materials:

heptafluorobutyryl chloride

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

(1R)-3-endo-bromocamphor