- Direct reversible decarboxylation from stable organic acids in dimethylformamide solutionBy Kong, Duanyang et al, Science (Washington, 2020, 369(6503), 557-561
Cas no 64577-25-9 (HYDROCINNAMIC ACID(1-13C, 99%))
64577-25-9 structure
Product Name:HYDROCINNAMIC ACID(1-13C, 99%)
CAS No:64577-25-9
MF:C9H10O2
MW:151.167157649994
CID:5466703
Update Time:2023-08-22
HYDROCINNAMIC ACID(1-13C, 99%) Chemical and Physical Properties
Names and Identifiers
-
- HYDROCINNAMIC ACID(1-13C, 99%)
- 3-Phenylpropanoic-1-13C acid
-
- Inchi: 1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)/i9+1
- InChI Key: XMIIGOLPHOKFCH-QBZHADDCSA-N
- SMILES: C1=CC(CC[13C](=O)O)=CC=C1
HYDROCINNAMIC ACID(1-13C, 99%) Production Method
Production Method 1
Reaction Conditions
1.1R:18-Crown-6, S:DMF, 48 h, 135°C, 1 atm
1.2R:HCl, S:H2O, acidify
1.2R:HCl, S:H2O, acidify
Reference
Production Method 2
Reaction Conditions
1.1S:Et2O, rt → 0°C; 1 h, 0°C → rt
Reference
- Fragment Couplings via CO2 Extrusion-Recombination: Expansion of a Classic Bond-Forming Strategy via MetallaphotoredoxBy Le, Chi "Chip" and MacMillan, David W. C., Journal of the American Chemical Society, 2015, 137(37), 11938-11941
Production Method 3
Reaction Conditions
1.1S:DMSO
1.2R:NaOH, S:H2O
1.3R:HCl
1.2R:NaOH, S:H2O
1.3R:HCl
Reference
- Synthesis and acidity constants of 13CO2H-labeled mono and dipyrrole carboxylic acids. pKa from 13C-NMRBy Holmes, Darren L. and Lightner, David A., Tetrahedron, 1995, 51(6), 1607-22
Production Method 4
Reaction Conditions
1.1R:KOH, S:H2O
Reference
- Organic photochemistry. 91. Photoinduced methyl migrations of methylindenes in the gas phaseBy Duguid, Robert J. and Morrison, Harry, Journal of the American Chemical Society, 1991, 113(9), 3519-25
Production Method 5
Reaction Conditions
1.1R:NaOBu-t, R:t-BuOH, R:S:NMP, 24 h, 25°C, 1 atm
Reference
- Visible-light-driven anti-Markovnikov hydrocarboxylation of acrylates and styrenes with CO2By Huang, He et al, CCS Chemistry, 2021, 3(6), 1746-1756
Production Method 6
Reaction Conditions
1.1R:18-Crown-6, S:DMF, 48 h, 135°C, 1 atm
1.2R:HCl, S:H2O, acidify
1.2R:HCl, S:H2O, acidify
Reference
- Direct reversible decarboxylation from stable organic acids in solutionBy Kong, Duanyang et al, ChemRxiv, 2020, From ChemRxiv, 1-11
Production Method 7
Reaction Conditions
1.1C:(o-MeC6H4)3P, C:Pd2(dba)3, S:PhMe
1.2R:4-DMAP, C:12107-56-1, C:131274-22-1, S:NMP, 5 min, 75°C; overnight, 75°C
1.3R:H2O, 2 h, 75°C
1.2R:4-DMAP, C:12107-56-1, C:131274-22-1, S:NMP, 5 min, 75°C; overnight, 75°C
1.3R:H2O, 2 h, 75°C
Reference
- Palladium-Catalyzed Carbon Isotope Exchange on Aliphatic and Benzoic Acid ChloridesBy Gauthier, Donald R. et al, Journal of the American Chemical Society, 2018, 140(46), 15596-15600
Production Method 8
Reaction Conditions
1.1R:Mg, S:Et2O
1.2
1.3R:HCl, S:H2O
1.2
1.3R:HCl, S:H2O
Reference
- Synthesis of 1-13C-1-indanone and 2-13C-1,2,3,4-tetrahydroquinolineBy Pickering, R. E. et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1985, 22(8), 837-42
HYDROCINNAMIC ACID(1-13C, 99%) Raw materials
- 2-Phenethylmagnesium bromide -
- [13C]-9-Methylfluorene-9-carbonyl chloride
- 3-phenylpropanoyl chloride
- Potassium Cyanide-13C
- Propanedioic acid, 2-(phenylmethyl)-, potassium salt (1:2)
- Carbon-13C dioxide
- Benzenepropanenitrile-cyano-13C (9CI)
HYDROCINNAMIC ACID(1-13C, 99%) Preparation Products
HYDROCINNAMIC ACID(1-13C, 99%) Related Literature
-
Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
-
Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
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