Acetophenone-13C

Base Information

• Chemical Name: Acetophenone-13C
• CAS No.: 71777-36-1
• Molecular Formula: C8H8O
• Molecular Weight: 121.14
• European Community (EC) Number: 687-214-3
• Nikkaji Number: J2.734.802E
• Mol file: 71777-36-1.mol

Synonyms:71777-36-1;Acetophenone-13C;Acetophenone-methyl-13C;1-Phenyl(213C)ethanone;Acetophenone-alpha-13C;Acetophenone-beta-13C;starbld0016528;Ethanone-2-13C,1-phenyl-;HY-Y0989S3;Acetophenone-beta-13C, 99 atom % 13C;CS-0541851

Chemical Property of Acetophenone-13C

Chemical Property:

• Melting Point: 19-20 °C(lit.)
• Refractive Index: n20/D 1.5335(lit.)
• Boiling Point: 202 °C(lit.)
• Flash Point: 180 °F
• PSA: 17.07000
• Density: 1.038 g/mL at 25 °C
• LogP: 1.88920
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.060869710
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99%, ^*data from raw suppliers

Acetophenone-13C ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1
• Isomeric SMILES: [13CH3]C(=O)C1=CC=CC=C1
• Uses: ACETOPHENONE-METHYL-13C is a reagent used in the production of fragrances and resin polymers.

Technology Process of Acetophenone-13C

There total 9 articles about Acetophenone-13C 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: 97.0%

N-methoxy-N-methylbenzamide (6919-61-5) + [13C]methylmagnesium iodide (105176-13-4) → acetophenone-β-13C (71777-36-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 25 ℃; for 13h; Inert atmosphere;

DOI:10.1021/ja501738a

Reference yield: 86.0%

2-([13C]methyl)-2-phenyl-1,3-dithiane → acetophenone-β-13C (71777-36-1)

Guidance literature:

With water; mercury dichloride; mercury(II) oxide; In methanol; for 3.6h; Reflux;

DOI:10.1002/hlca.200800446

Reference yield: 77.0%

<2-(13)C>acetyl chloride (14770-40-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → acetophenone-β-13C (71777-36-1)

Guidance literature:

With aluminum (III) chloride; at 0 - 20 ℃; for 17h; Inert atmosphere;

DOI:10.1080/10715762.2019.1624741

upstream raw materials:

1-phenylethanol-2-13C

[13C]methylmagnesium iodide

benzonitrile

benzaldehyde

Downstream raw materials:

styrene-β-13C-α,β-trans-2H2

phenylacetylene-2-13C-2-2H

(1S,2S,3R)-2-phenylcyclopropanemethanol-3-13C-1,2,3-2H₃

(1R,2S,3R)-phenylcyclopropane-2-13C-1,2,3-2H₃

Refernces

• 1、 Zeng, Mingshuo,Li, Le,Herzon, Seth B.. "A highly active and air-stable ruthenium complex for the ambient temperature anti-markovnikov reductive hydration of terminal alkynes". supporting information. p. 7058 - 7067. Retrieved 2014/06/09.
• 2、 Seburg, Randal A.,Hodges, Jonathan A.,McMahon, Robert J.. "Propynal equivalents and diazopropyne: Synthesis of all mono-13C isotopomers". experimental part. p. 1626 - 1643. Retrieved 2009/10/17.