• 2-PHENYLPROPIONALDEHYDE

2-PHENYLPROPIONALDEHYDE

  • CasNo:93-53-8
  • Purity:99%

Product Details;

CasNo: 93-53-8

Molecular Formula: C9H10O

Appearance: clear colorless liquid

Reputable manufacturer supply 2-PHENYLPROPIONALDEHYDE 93-53-8 in stock with high standard

  • Molecular Formula:C9H10O
  • Molecular Weight:134.178
  • Appearance/Colour:clear colorless liquid 
  • Vapor Pressure:0.294mmHg at 25°C 
  • Melting Point:60 °C 
  • Refractive Index:n20/D 1.517(lit.)  
  • Boiling Point:202.339 °C at 760 mmHg 
  • Flash Point:76.111 °C 
  • PSA:17.07000 
  • Density:0.981 g/cm3 
  • LogP:1.98900 

2-PHENYLPROPIONALDEHYDE(Cas 93-53-8) Usage and Manufacturer

Preparation

By alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in 91% yields (under atmospheric pressure).

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 5608, 1975 DOI: 10.1021/ja00852a062Organic Syntheses, Coll. Vol. 3, p. 733, 1955Tetrahedron Letters, 15, p. 3059, 1974

Flammability and Explosibility

Nonflammable

Trade name

Floralozone (IFF), Florazon (Symrise).

Safety Profile

: Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Purification Methods

It may contain up to 15% of acetophenone. Purify it via the bisulfite addition compound [Lodge & Heathcock J Am Chem Soc 109 3353 1987] and see Chapter 2 for preparation and decomposition of bisulfite adducts. [Beilstein 7 IV 695.]

General Description

2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor. Jilin Tianyun New Materials Co., Ltd. is a professional production enterprise that production, processing, and export, mainly engaged in various organic chemicals. The company has a wealth of professional experience, reliable product quality, reasonable prices, and products are exported to countries around the world, which can meet your diverse needs. In our business cooperation with clients, we always adhere to the principle of equality and mutual benefit, and are deeply trusted and recognized by our clients. If you are interested in our company and our products, please feel free to visit our website or contact us directly for more information.We look forward to establishing a long-term stable and win-win business relationship with you.

InChI:InChI=1/C9H10O/c1-8(7-10)9-5-3-2-4-6-9/h2-8H,1H3

93-53-8 Relevant articles

RIFM fragrance ingredient safety assessment, 2-phenylpropionaldehyde, CAS Registry Number 93-53-8

A.M. Api a , F. Belmonte a , D. Belsito b , S. Biserta a , D. Botelho a , M. Bruze c , G.A. Burton Jr. d , J. Buschmann e , M.A. Cancellieri a , M.L. Dagli f , M. Date a , W. Dekant g , C. Deodhar a , A.D. Fryer h , S. Gadhia a , L. Jones a , K. Joshi a , A. Lapczynski a , M. Lavelle a , D.C. Liebler i … S. Tsang a

, Food and Chemical Toxicology Volume 144, Supplement 1 , 15 October 2020, 111697

2-phenylpropionaldehyde is not expected to be phototoxic/photoallergenic. The environmental endpoints were evaluated; 2-phenylpropionaldehyde was found not to be persistent, bioaccumulative, and toxic (PBT) as per the International Fragrance Association (IFRA) Environmental Standards, and its risk quotients, based on its current volume of use in Europe and North America (i.e., Predicted Environmental Concentration/Predicted No Effect Concentration [PEC/PNEC]), are <1.

Preparation of carbonyl rhodium polyether guanidinium ionic liquids and application in asymmetric hydroformylation based on homogeneous catalysis-biphasic separation system

Guo, Zhenmei,Liu, Baoquan,Liu, Xiangxue,Lv, Zhiguo,Wang, Ke,Zhang, Chao

, (2021)

The influence of a stereocenter already present in the molecule on the selectivity displayed by almond oxynitrilase has been addressed, considering the substituted aldehydes (±)-2-phenylpropionaldehyde 1 and (±)-3-phenylbutyraldehyde 2 as model substrates. Only when the stereocenter was adjacent to the aldehyde group (as in 1) a strong influence on the selectivity of this enzyme was observed, resulting in the formation of the four possible cyanohydrins although in different ratio.

Oxynitrilase-catalyzed transformation of substituted aldehydes: The case of (±)-2-phenylpropionaldehyde and of (±)-3-phenylbutyraldehyde

Bruno Danieli ∗ a) , Carlo Barra a) , Giacomo Carrea b) , Sergio Riva ∗ b)

, Tetrahedron: Asymmetry Volume 7, Issue 6 , June 1996, Pages 1675-1682

Rh(I) and Ir(I) cationic complexes [M(co...

Are Highly Stable Covalent Organic Frameworks the Key to Universal Chiral Stationary Phases for Liquid and Gas Chromatographic Separations?

Cui, Yong,Jia, Wenyan,Li, Yanan,Yu, Ziyun,Yuan, Chen,Yuan, Li-Ming,Zi, Min

, p. 891 - 900 (2022/02/03)

High-performance liquid chromatography (...

93-53-8 Process route

styrene
100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6

styrene

carbon monoxide
201230-82-2

carbon monoxide

3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

(S)-2-phenyl-propionaldehyde
93-53-8

(S)-2-phenyl-propionaldehyde

(R)-2-phenylpropanal
93-53-8

(R)-2-phenylpropanal

Conditions
Conditions Yield
With [(2S,3S)-2,4-bis(diphenylphosphino)pentane]Pt(SnCl3)Cl; hydrogen; In toluene; at 40 ℃; for 138h; under 51714.8 Torr;
68.7 % Chromat.
25%
6.3%
With hydrogen; PtCl2; In toluene; at 40 ℃; for 160h; under 60004.8 Torr; Product distribution; var. PtCl2-diphosphine 2,4-bis(diphenylphosphino)pentane (BDPP)-tin(II)fluoride catalytic system; other temp. and time;
 
With hydrogen; bis(benzonitrile)dichloroplatinum(II); tin(ll) chloride; (2S,4S)-2,4-bis[((S)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-2-yl)oxy]pentane; In toluene; at 100 ℃; for 2h; under 76000 Torr; Title compound not separated from byproducts;
 
With hydrogen; bis(benzonitrile)dichloroplatinum(II); tin(ll) chloride; (2S,4S)-2,4-bis[((S)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-2-yl)oxy]pentane; In toluene; at 17 ℃; for 70h; under 76000 Torr; Title compound not separated from byproducts;
 
With chiral bis(octahydrodinaphthodioxaphosphepin)-based ligand; hydrogen; tin(ll) chloride; bis(benzonitrile)dichloroplatinum(II); In toluene; at 23 ℃; for 20h; Title compound not separated from byproducts;
 
With hydrogen; [Rh(NBD)(S)-BINAPO]BF4; In toluene; at 40 ℃; for 15h; under 60004.8 Torr; Further Variations:; Catalysts; Solvents; Temperatures; Product distribution;
 
With hydrogen; chiral bis(phosphite)PtCl2-SnCl2; In toluene; at 100 ℃; for 2h; under 76000 Torr; Product distribution; other temp., times, solvent and catalyst;
 
With (2S,4S)-2-(dibenzophospholyl)-4-(diphenylphosphino)pentane; hydrogen; tin(ll) chloride; bis(benzonitrile)dichloroplatinum(II); In toluene; at 24 ℃; for 45h; under 148200 Torr; Further Variations:; Catalysts; Temperatures; Pressures; Kinetics; Product distribution;
 
With hydrogen; tris(pentafluorophenyl)borate; In toluene; at 100 ℃; for 24h; under 60006 Torr; Title compound not separated from byproducts.;
 
With C24H23Cl3P2Pt; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 24h; under 30003 Torr; optical yield given as %ee; chemoselective reaction; Autoclave; Inert atmosphere;
 
With (R(P),R(P))-cis-bis(1-propyl-3-methyl-3-phospholano)-dichloro-platinum(II); hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 96h; under 60006 Torr; optical yield given as %ee; regioselective reaction; Inert atmosphere;
 
With cis-[bis(1-ethyl-3-methyl-3-phospholeno)-dichloro-platinum(II)]; hydrogen; tin(ll) chloride; In toluene; at 60 ℃; for 72h; under 60006 Torr; Reagent/catalyst; Temperature; Time; enantioselective reaction; Inert atmosphere; Autoclave;
29 % ee
With PtCl2{(-)-(2S,4S)-2,4-bis(diphenylphosphino)pentane}; hydrogen; tin(ll) chloride; In toluene; at 60 ℃; for 18h; under 60006 Torr; Temperature; enantioselective reaction; Inert atmosphere; Autoclave;
40 % ee
With PtCl2{(-)-(2S,4S)-2,4-bis(diphenylphosphino)pentane}; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 3h; under 60006 Torr; Temperature; enantioselective reaction; Inert atmosphere; Autoclave;
7 % ee
With cis-[bis((S)-1-isopropyl-3-methyl-3-phospholeno)dichloroplatinum(II)]; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 24h; under 60006 Torr; Temperature; enantioselective reaction; Inert atmosphere; Autoclave;
10 % ee
With cis-[bis((R)-4-chloro-1-phenyl-5-methyl-1,2,3,6-tetrahydrophosphinino)-dichloroplatinum(II)]; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 10h; under 60006 Torr; Temperature; Time; chemoselective reaction; Catalytic behavior; Inert atmosphere;
8 % ee
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 40 ℃; for 120h; under 30003 Torr; Temperature; enantioselective reaction; Autoclave; Schlenk technique;
32 % ee
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 60 ℃; for 120h; under 60006 Torr; enantioselective reaction; Autoclave; Schlenk technique;
16 % ee
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 23h; under 30003 Torr; Temperature; enantioselective reaction; Autoclave; Schlenk technique;
24 % ee
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 100 ℃; for 23h; under 60006 Torr; Temperature; enantioselective reaction; Autoclave; Schlenk technique;
24 % ee
With (S)-5,5 ′-bis[di(3,5-xylyl)phosphino]-4,4 ′-bi-1,3-benzodioxole; di-μ-chlorobis(norbornadiene)dirhodium(I); hydrogen; at 60 ℃; for 24h; under 60006 Torr; Autoclave; Schlenk technique;
 
styrene
100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6

styrene

carbon monoxide
201230-82-2

carbon monoxide

3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

(S)-2-phenyl-propionaldehyde
93-53-8

(S)-2-phenyl-propionaldehyde

Conditions
Conditions Yield
With hydrogen; PtCl(SnCl3)<(S,S)-BDPP>; In toluene; at 40 ℃; for 55h; under 60004.8 Torr;
31%
3%
42%
With hydrogen; PtCl(SnCl3)<(S,S)-BDPP>; In toluene; at 40 ℃; for 55h;
42%
3%
31%
With C44H32Cl4P2PtSn(2+); hydrogen; at 40 ℃; for 336h; under 30003 Torr; Reagent/catalyst; Solvent; Temperature; Time; Pressure; chemoselective reaction;
49 % ee

93-53-8 Upstream products

  • 34713-70-7
    34713-70-7

    2-Phenylpropanal

  • 100-42-5
    100-42-5

    styrene

  • 201230-82-2
    201230-82-2

    carbon monoxide

  • 934-10-1
    934-10-1

    3-phenylbut-1-ene

93-53-8 Downstream products

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    65878-65-1

    (2S,3R)-threo-2-phenylpentan-3-ol

  • 65878-64-0
    65878-64-0

    (2S,3S)-erythro-2-phenylpentan-3-ol

  • 36041-82-4
    36041-82-4

    methyl (3R,4S)-3-hydroxy-4-phenylpentanoate

  • 36041-82-4
    36041-82-4

    Methyl-erythro-3-Hydroxy-4-phenylvalerat

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