1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone

Base Information

• Chemical Name: 1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone
• CAS No.: 115913-30-9
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.19038
• Hs Code.: 2914790090
• European Community (EC) Number: 829-012-1
• Nikkaji Number: J1.439.522I
• Mol file: 115913-30-9.mol

Synonyms:115913-30-9;1,1'-(bicyclo[1.1.1]pentane-1,3-diyl)diethanone;1-(3-Acetyl-1-Bicyclo[1.1.1]Pentanyl)Ethanone;1-{3-acetylbicyclo[1.1.1]pentan-1-yl}ethan-1-one;Ethanone, 1,1-bicyclo[1.1.1]pentane-1,3-diylbis- (9CI);1,3-Diacetylbicyclo[1.1.1]pentane;MFCD23164149;SCHEMBL9142207;AMY37234;1,3-Diacetylbicyclo(1,1,1)pentane;AKOS024255976;CS-W000136;SB11706;AS-33996;SY098142;FT-0696325;EN300-7415553;A893764;EN300-37374002;1,1-(Bicyclo[1.1.1]Pentane-1,3-Diyl)Diethanone;Ethanone, 1,1'-bicyclo[1.1.1]pentane-1,3-diylbis-;1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone, AldrichCPR;1,1 inverted exclamation mark -(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone

Chemical Property of 1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone

Chemical Property:

• Melting Point: 65.1-66.9 °C
• Boiling Point: 224.8±40.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.249±0.06 g/cm3(Predicted)
• LogP: 1.33470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

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

1,1''-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C12CC(C1)(C2)C(=O)C

Technology Process of 1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone

There total 1 articles about 1,1'-(Bicyclo[1.1.1]pentane-1,3-diyl)diethanone 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:

[1.1.1]propellane (35634-10-7) + 1-Phenylpropane-1,2-dione (579-07-7) → 1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one) (115913-30-9) + 1-acetyl-3-benzoylbicyclo<1.1.1>pentane (137335-64-9) + 1,3-dibenzoyl<1>staffane (137335-22-9)

Guidance literature:

In diethyl ether; for 3h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1021/ja00028a029

Reference yield:

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one) (115913-30-9) → 3-{[(E)-(R)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 8 steps

1: Br₂, NaOH / 0 - 50 °C

2: SOCl₂ / Heating

3: Heating

4: NaOH / methanol / Heating

5: 4-Me-morpholine / tetrahydrofuran / -10 - 20 °C

6: NaBH₄ / Ambient temperature

7: PCC / CH₂Cl₂ / Ambient temperature

8: methanol / 2 h / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; bromine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm960254o

Reference yield:

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one) (115913-30-9) → 3-((R)-Cyano-{[1-phenyl-meth-(E)-ylidene]-amino}-methyl)-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 10 steps

1: Br₂, NaOH / 0 - 50 °C

2: SOCl₂ / Heating

3: Heating

4: NaOH / methanol / Heating

5: 4-Me-morpholine / tetrahydrofuran / -10 - 20 °C

6: NaBH₄ / Ambient temperature

7: PCC / CH₂Cl₂ / Ambient temperature

8: methanol / 2 h / Ambient temperature

9: 10 h / 0 - 20 °C

10: Pb(OAc)4 / CH₂Cl₂; methanol / 0 °C

With 4-methyl-morpholine; lead(IV) acetate; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; bromine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm960254o

upstream raw materials:

[1.1.1]propellane

1-Phenylpropane-1,2-dione

Downstream raw materials:

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid

1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane

dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate

Refernces