2-Benzylpropionic acid
- Name 2-Benzylpropionic acid
- CAS 1009-67-2
- Purity 99%
Product Details
Quality manufacturer supply 2-Benzylpropionic acid 1009-67-2 in stock with high standard
- Molecular Formula: C10H12O2
- Molecular Weight: 164.204
- Appearance/Colour: white to light yellow crystalline powder
- Vapor Pressure: 0.00305mmHg at 25°C
- Melting Point: 39-41 °C(lit.)
- Refractive Index: 1.5155 (estimate)
- Boiling Point: 272.9 °C at 760 mmHg
- PKA: 4.69±0.10(Predicted)
- Flash Point: 170.2 °C
- PSA： 37.30000
- Density: 1.09 g/cm3
- LogP: 1.94980
2-Benzylpropionic acid(Cas 1009-67-2) Usage
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General Description |
α-Methylhydrocinnamic acid (2-methyl-3-phenylpropionic acid, 2-benzylpropionic acid) is a cinnamic acid derivative. Its synthesis by the asymmetric hydrogenation of α-methylcinnamic acid has been reported. α-Methylhydrocinnamic acid, a short chain fatty acid derivative (SCFAD), has been reported to correct the cystic fibrosis transmembrane conductance regulator (ΔF508-CFTR) defect. Conformational studies of 2-methyl-3-phenylpropionic acid has been investigated by NMR spectroscopy. The enantiomers of 2-benzylpropionic acid has been reported to be synthesized using a lipase-catalyzed resolution. (S) (+)-2-methyl-3-phenylpropionic acid participates in the synthesis of optically active (R)-5-methyl-6-phenylhexanoyl azide. L-2-Methyl-3.phenylpropionic acid has been reported to be an inhibitor of carboxypeptidase A. Polymer-supported “Evans” oxazolidinone mediated solid phase asymmetric has been employed in the synthesis of (S)-2-methyl-3-phenylpropionic acid. |
InChI:InChI=1/C10H12O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)/p-1/t8-/m1/s1
1009-67-2 Relevant articles
Gas-phase pyrolytic reaction of 3-phenoxy and 3-phenylsulfanyl-1-propanol derivatives: Kinetic and mechanistic study
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, p. 51 - 58 (2008)
3-Phenoxy-l-propanols 1a-c and 3-phenyls...
Bifunctional Catalysts for Regioselective Hydrogenation and for Hydrogenation of Highly-substituted Alkenes
Preston, Sheila A.,Cupertino, Domenico C.,Palma-Ramirez, Pilar,Cole-Hamilton, David J.
, p. 977 - 978 (1986)
catalyses the hydrogenation of highly-s...
Model Studies on the Enzyme-Regulated Stereodivergent Cascade Passerini Reaction
Brodzka, Anna,Koszelewski, Dominik,Ostaszewski, Ryszard,Samsonowicz-Górski, Jan,Wilk, Monika
, p. 4161 - 4165 (2021)
The synthesis of chiral α-acyloxy carbox...
RHODIUM(I) COMPLEXES OF FERROCENYLPHOSPHINES AS EFFICIENT ASYMMETRIC CATALYSTS. THE STRUCTURE OF Fe(η5-C5H3(P(CMe3)2-1,3)(η5-C5H3(CHMeNMe2)(P(CMe3)2-1,2)
Appelton, Trevor D.,Cullen, William R.,Evans, Sthephen,Kim, Tae-Jeong,Trotter, James
, p. 5 - 22 (1985)
Rhodium(I) complexes of the chiral ligan...
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Reinheckel,H.,Tauber,G.
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Kashiwagi,T. et al.
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New types of o-carborane-based chiral phosphinooxazoline (Cab-PHOX) ligand systems: Synthesis and characterization of chiral Cab-PHOX ligands and their application to asymmetric hydrogenation
Lee, Jong-Dae,Thanh, Thien Co,Kim, Tae-Jeong,Sang, Ook Kang
, p. 771 - 774 (2009)
o-Carborane-based chiral phosphinooxazol...
Ferrocenyl chiral bisphosphorus ligands for highly enantioselective asymmetric hydrogenation via noncovalent ion pair interaction
Chen, Caiyou,Wang, Heng,Zhang, Zhefan,Jin, Shicheng,Wen, Songwei,Ji, Jianjian,Chung, Lung Wa,Dong, Xiu-Qin,Zhang, Xumu
, p. 6669 - 6673 (2016)
A new class of ferrocenyl chiral bisphos...
Enantioselective Hydrogenation of α-Methylcinnamic Acid over Pd/Al2O3: A Kinetic Study of Solvent, Temperature and Pressure Effects
Sun, Xiaojing,Monnier, John R.,Williams, Christopher T.
, p. 881 - 886 (2013)
The enantioselective hydrogenation of α-...
Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations
Huang, Zijun,Cheng, Yazhe,Chen, Xipeng,Wang, Hui-Fang,Du, Chen-Xia,Li, Yuehui
, p. 3967 - 3970 (2018)
Impactful regioselectivity control is cr...
COPPER-CATALYZED REACTION OF GRIGNARD REAGENTS WITH β-PROPIOLACTONES: A CONVENIENT METHOD FOR THE SYNTHESIS OF Β-SUBSTITUTED PROPIONIC ACIDS
Sato, Toshio,Kawara, Tatsuo,Kawashima, Masatoshi,Fujisawa, Tamotsu
, p. 571 - 574 (1980)
Grignard reagents react with β-propiolac...
A THREE CARBON HOMOLOGATION BY THE RING-OPENING OF β-PROPIOLACTONES WITH DIORGANOCUPRATES
Fujisawa, Tamotsu,Sato, Toshio,Kawara, Tatsuo,Kawashima, Masatoshi
, p. 2181 - 2184 (1980)
Various organocuprates react with β-prop...
Acceleration of enantioselective hydrogenation of olefins over Pd/C by cinchonidine as a chiral modifier. Comparison with cinchonine, pseudoenantiomer
Sugimura, Takashi,Ogawa, Hiroyuki
, p. 232 - 233 (2010)
The performance of cinchonidine (CD) and...
Pd nanoparticles dispersed on solid supports: Synthesis, characterization and catalytic activity on selective hydrogenation of olefins in aqueous media
Lim, Minkyung,De Castro, Kathlia A.,Oh, Seungchan,Lee, Kangsuk,Chang, Young-Wook,Kim, Hokun,Rhee, Hakjune
, p. 1 - 8 (2011)
Two types of Pd nanoparticle catalysts w...
-
Kenyon,Ross
, p. 3407,3409 (1951)
-
Hydrogenation and dehalogenation under aqueous conditions with an amphiphilic-polymer-supported nanopalladium catalyst
Nakao, Ryu,Rhee, Hakjune,Uozumi, Yasuhiro
, p. 163 - 165 (2005)
(Chemical Equation Presented) An amphiph...
Magnetic nanoparticles entrapped in siliceous mesocellular foam: A new catalyst support
Lee, Su Seong,Riduan, Siti Nurhanna,Erathodiyil, Nandanan,Lim, Jaehong,Cheong, Jian Liang,Cha, Junhoe,Han, Yu,Ying, Jackie Y.
, p. 7394 - 7403 (2012)
γ-Fe2O3 nanoparticles were formed inside...
Oxidative rearrangement of malondialdehyde: Substrate scope and mechanistic insights
Yu, Xin,Liu, Zheng,Xia, Zilei,Shen, Zhigao,Pan, Xixian,Zhang, Hui,Xie, Weiqing
, p. 53397 - 53401 (2014)
A novel oxidative rearrangement of malon...
Asymmetric aldol and alkylation reactions mediated by the 'quat' chiral auxiliary (R)-(-)-5-methyl-3,3-dimethyl-2-pyrrolidinone
Davies,Doisneau,Prodger,Sanganee
, p. 2373 - 2376 (1994)
Enolates derived from the N-propionoyl d...
Efficient cluster-based catalysts for asymmetric hydrogenation of α-unsaturated carboxylic acids
Moberg, Viktor,Duquesne, Robin,Roehrs, Oliver,Nachtigall, Jonny,Nordlander, Ebbe,Contaldi, Simone,Monari, Magda,Damoense, Llewellyn,Green, Michael,Hutton, Alan T.,Santelia, Daniela,Haukka, Matti
, p. 12458 - 12478,21 (2012)
The new clusters [H4Ru4(CO)10(μ-1,2-P- P...
Phenol-derived chiral phosphine-phosphite ligands in the rhodium-catalyzed enantioselective hydrogenation of functionalized olefins
Robert, Tobias,Abiri, Zohar,Sandee, Albertus J.,Schmalz, Hans-Guenther,Reek, Joost N.H.
, p. 2671 - 2674 (2010)
A set of 15 chiral Taddol- and Binol-bas...
Highly efficient enantioselective synthesis of optically active carboxylic acids by Ru(OCOCH3)2[(S)-H8-BINAP]
Uemura, Toshitsugi,Zhang, Xiaoyoung,Matsumura, Kazuhiko,Sayo, Noboru,Kumobayashi, Hidenori,Ohta, Tetsuo,Nozaki, Kyoko,Takaya, Hidemasa
, p. 5510 - 5516 (1996)
In the presence of a catalytic amount of...
Biferrocene-based diphosphine ligands: Synthesis and application of walphos analogues in asymmetric hydrogenations
Zirakzadeh, Afrooz,Gross, Manuela A.,Wang, Yaping,Mereiter, Kurt,Spindler, Felix,Weissensteiner, Walter
, p. 1075 - 1084 (2013)
A total of four biferrocene-based Walpho...
A new chiral oxazolidinone derived from diphenylalaninol. Aldol, alkylation, and Diels-Alder reactions
Sibi,Sibi, Mukund P.,Deshpande,Deshpande, Prasad K.,Ji,Jianguo, Ji
, p. 8965 - 8968 (1995)
The chemistry of a new chiral oxazolidin...
Binding of the by-product analog benzylsuccinic acid by carboxypeptidase A.
Byers,Wolfenden
, p. 2070 - 2078 (1973)
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Polysilane-supported Pd and Pt nanoparticles as efficient catalysts for organic synthesis
Oyamada, Hidekazu,Akiyama, Ryo,Hagio, Hiroyuki,Naito, Takeshi,Kobayashi, Shu
, p. 4297 - 4299 (2006)
Polysilane-supported Pd and Pt catalysts...
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Holden,Lapworth
, p. 2368,2375 (1931)
-
Pd nanoparticles on reverse phase silica gel as recyclable catalyst for Suzuki-Miyaura cross coupling reaction and hydrogenation in water
Shabbir, Saira,Lee, Sinyoung,Lim, Minkyung,Lee, Heejin,Ko, Hyeji,Lee, Youngbok,Rhee, Hakjune
, p. 296 - 304 (2017)
Two catalytic systems, consisting of pal...
SYNTHESIS OF CHIRAL BUILDING BLOCKS FOR SELECTIVE ADENOSINE RECEPTOR AGENTS. LIPASE-CATALYZED RESOLUTION OF 2-BENZYLPROPANOL AND 2-BENZYLPROPIONIC ACID
Delnick, Deborah L.,Margolin, Alexey L.
, p. 6797 - 6798 (1990)
Both enantiomers of 2-benzylpropanol and...
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Harmon et al.
, p. 3684 (1969)
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Chirality control by the aid of 2,2-dimethyloxazolidine chiral auxiliaries. Highly 1,4-chiral inductive asymmetric alkylations of amide enolates
Kanemasa,Ueno,Onimura,Kikukawa,Yamamoto
, p. 10453 - 10462 (1995)
The propanamide and methoxyacetamide der...
In-situ ATR-IR investigation of methylcinnamic acid adsorption and hydrogenation on Pd/Al2O3
Sun, Xiaojing,Williams, Christopher T.
, p. 13 - 17 (2012)
The adsorption and hydrogenation of C = ...
Chemoselective Catalytic Dehydrogenative Cross-Coupling of 2-Acylimidazoles: Mechanistic Investigations and Synthetic Scope
Tanaka, Tsukushi,Hashiguchi, Kayoko,Tanaka, Takafumi,Yazaki, Ryo,Ohshima, Takashi
, p. 8430 - 8440 (2018)
Chemoselective iron-catalyzed dehydrogen...
Friedel-Crafts Reactions of Ethyl Cyclopropanecarboxylate
Pinnick, Harold W.,Brown, Stephen P.,McLean, Elizabeth A.,Zoller, Linwood W.
, p. 3758 - 3760 (1981)
The reaction of ethyl cyclopropanecarbox...
Application of ionic liquids in palladium(II) catalyzed homogenous transfer hydrogenation
Baán, Zoltán,Finta, Zoltán,Keglevich, Gy?rgy,Hermecz, István
, p. 6203 - 6204 (2005)
The first application of palladium(II) c...
Enantioselective rearrangement coupled with water addition: Direct synthesis of enantiomerically pure saturated carboxylic acids from α,β-unsaturated aldehydes
Winkler, Till,Groeger, Harald,Hummel, Werner
, p. 961 - 964 (2014)
A novel type of organic synthesis enabli...
Use of ethyl (benzothiazol-2-ylsulfonyl)acetate for malonic ester-type syntheses of carboxylic acids and esters
Hussein, Waleed M.,McGeary, Ross P.
, p. 1222 - 1227 (2014)
A new methodology for the synthesis of s...
The application of 1H nuclear magnetic resonance spectroscopy for the determination of the absolute configuration of chiral carboxylic acids
Tyrrell, Elizabeth,Tsang, Michael W. H.,Skinner, George A.,Fawcett, John
, p. 9841 - 9852 (1996)
A modification of a model, described by ...
P-Stereogenic diphosphines in the ruthenium-catalysed asymmetric hydrogenation of C=C and C=O double bonds
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, p. 1817 - 1824 (2002)
Bis(acetato) and dichloro complexes of r...
Modular chiral ligands: The profiling of the Mandyphos and Taniaphos ligand families
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, p. 2299 - 2306 (2004)
A set of 11 ferrocenyl based diphosphine...
Catalytic transfer hydrogenation and hydrogenolysis in ionic liquids with Pd/MgLa mixed oxide and Pd/MgAl hydrotalcite as recyclable catalysts
Baan, Zoltan,Potor, Attila,Cwik, Agnieszka,Hell, Zoltan,Keglevich, Gyoergy,Finta, Zoltan,Hermecz, Istvan
, p. 1601 - 1609 (2008)
A new Pd/MgLa mixed oxide and the known ...
Walphos versus biferrocene-based walphos analogues in the asymmetric hydrogenation of alkenes and ketones
Zirakzadeh, Afrooz,Gross, Manuela A.,Wang, Yaping,Mereiter, Kurt,Weissensteiner, Walter
, p. 1945 - 1952 (2014)
Two representative Walphos analogues wit...
Design, synthesis and biological evaluation of tetrazole-containing RXRα ligands as anticancer agents
Yan, Zhiqiang,Chong, Shuyi,Lin, Huiyun,Yang, Qian,Wang, Xin,Zhang, Weidong,Zhang, Xiaokun,Zeng, Zhiping,Su, Ying
, p. 562 - 575 (2019)
Nuclear receptor RXRα plays an important...
Hydrogenation of Prochiral Olefins with Rhodium Complexes of Optically Active Amidines
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, p. 275 - 287 (1980)
2 together with the optically active ami...
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, p. 258 - 262 (1968)
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, p. 33 (1957)
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Pd-Catalyzed Regioselective Branched Hydrocarboxylation of Terminal Olefins with Formic Acid
Chu, Jianxiao,Guo, Jianqiong,Ren, Wenlong,Shi, Yian,Shi, Yuan,Wang, Mingzhou,Zhou, Jintao
supporting information, p. 886 - 891 (2022/02/07)
A regioselective Pd-catalyzed hydrocarbo...
Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer
Huang, Yan,Hou, Jing,Zhan, Le-Wu,Zhang, Qian,Tang, Wan-Ying,Li, Bin-Dong
, p. 15004 - 15012 (2021/12/14)
A photoredox activation mode of formate ...
Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes
Corbin, Nathan,Lazouski, Nikifar,Manthiram, Karthish,Steinberg, Katherine,Yang, Deng-Tao
, p. 12365 - 12376 (2021/10/08)
Although electrocarboxylation reactions ...
1009-67-2 Process route
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300-57-2,57807-91-7
allylbenzene
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201230-82-2
carbon monoxide
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1009-67-2
2-methyl-3-phenylpropanoic acid
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1821-12-1
4-Phenylbutyric acid
| Conditions | Yield |
|---|---|
|
With
iron(III) trifluoromethanesulfonate; water; palladium diacetate; triphenylphosphine;
In
1,4-dioxane;
at 120 ℃;
for 15h;
under 37503.8 Torr;
Overall yield = 89 %; regioselective reaction;
Sealed tube;
Inert atmosphere;
Autoclave;
|
|
|
With
sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid;
at 20 - 100 ℃;
for 20h;
under 30003 Torr;
Overall yield = 99 percent;
Inert atmosphere;
Autoclave;
|
-
-
873-66-5
1-propenylbenzene
-
-
benzene-1,3,5-triyl triformate
-
-
1009-67-2
2-methyl-3-phenylpropanoic acid
-
-
90-27-7
2-Phenylbutyric acid
-
-
1821-12-1
4-Phenylbutyric acid
| Conditions | Yield |
|---|---|
|
With
formic acid; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran;
at 100 ℃;
Overall yield = 87 %;
Inert atmosphere;
Sealed tube;
|
1009-67-2 Upstream products
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67-56-1
methanol
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135508-23-5
methyl 2-benzyl-2-methyl-3-oxobutanoate
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124-41-4
sodium methylate
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1199-77-5
α-methylcinnamic acid
1009-67-2 Downstream products
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38574-62-8
methyl (S)-(+)-2-benzylpropionate
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29393-16-6
methyl 2-methyl-3-phenylpropionate
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5445-77-2
2-benzylpropionaldehyde
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17496-14-9
2,3-dihydro-2-methyl-1H-inden-1-one
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