1565-74-8

  • Product Name:(R)-(+)-1-PHENYL-1-PROPANOL
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Product Details

Purity:99%

High Purity (R)-(+)-1-PHENYL-1-PROPANOL 1565-74-8 with Best Price

  • Molecular Formula:C9H12O
  • Molecular Weight:136.194
  • Appearance/Colour:Clear colorless liquid 
  • Vapor Pressure:0.0707mmHg at 25°C 
  • Refractive Index:n20/D 1.5196(lit.)  
  • Boiling Point:219 °C at 760 mmHg 
  • PKA:14.43±0.20(Predicted) 
  • Flash Point:97.3 °C 
  • PSA:20.23000 
  • Density:0.994 g/cm3 
  • LogP:2.13000 

(R)-(+)-1-PHENYL-1-PROPANOL(Cas 1565-74-8) Usage

Chemical Properties

clear colorless liquid

Uses

A biochemical for proteomics research; For synthesis of optically active products

InChI:InChI=1/C9H12O/c1-2-9(10)8-6-4-3-5-7-8/h3-7,9-10H,2H2,1H3/t9-/m1/s1

1565-74-8 Relevant articles

ASYMMETRIC INDUCTION CATALYZED BY CONJUGATE BASES OF CHIRAL PROTON ACIDS AS LIGANDS: ENANTIOSELECTIVE ADDITION OF DIALKYLZINC-ORTHOTITANATE COMPLEX TO BENZALDEHYDE WITH CATALYTIC ABILITY OF A REMARKABLE HIGH ORDER

Yoshioka, Masato,Kawakita, Takashi,Ohno, Masaji

, p. 1657 - 1660 (1989)

The addition of diethylzinc-orthotitanat...

Chiral ligands derived from Abrine. 3. Asymmetric Pictet-Spengler reaction of Abrine methyl ester and synthesis of chiral 1,2,3,4-tetrahydro-β-carbolines as promoters in addition of diethylzinc toward aromatic aldehydes

Dai, Wei-Min,Zhu, Hua Jie,Hao, Xiao-Jiang

, p. 5971 - 5974 (1996)

Asymmetric Pictet-Spengler reaction of a...

Unexpected efficiency of non-C2-symmetric bis(hydroxyamide)- based zinc-chelate catalysts

Sanchez-Carnerero, Esther M. Marquez,De Las Casas Engel, Tomas,Lora Maroto, Beatriz,De La Moya Cerero, Santiago

, p. 523 - 526 (2011)

Asymmetric bis(hydroxyamide)-based zinc-...

Catalytic enantioselective alkylation of benzaldehyde with diethylzinc using chiral nonracemic (thio)-phosphoramidates

Hulst, Ron,Heres, Hero,Fitzpatrick, Kevin,Peper, Nathalie C.M.W.,Kellogg, Richard M.

, p. 2755 - 2760 (1996)

Two chiral nonracemic γ-amino alcohols, ...

Highly efficient chiral polydentate sulfinyl ligands/catalysts containing prolinol moiety

Chrzanowski, Jacek,Rachwalski, Michal,Pieczonka, Adam M.,Leniak, Stanislaw,Drabowicz, Jzef,Kielbasiski, Piotr

, p. 2649 - 2655 (2016)

New polydentate chiral ligands, containi...

Stereoselective Synthesis of (η6-Arene)chromium Complexes Possessing Chiral Amine and Hydroxy Groups: Chiral Ligands in Asymmetric Synthesis

Uemura, Motokazu,Miyake, Ryuta,Shiro, Motoo,Hayashi, Yuji

, p. 4569 - 4572 (1991)

Stereoisomeric optically active (η6-di-s...

Stereoselective synthesis and use in catalytic asymmetric addition of diethylzinc to benzaldehyde of new chiral amino alcohol complexes: Influence of the chromium complexation on the enantioselectivity

Malfait,Pelinski,Brocard

, p. 653 - 656 (1996)

The optically active amino alcohol (aren...

Synthesis and application of new (threo)- and (erythro)-amino alcohols based on the octahydro-cyclopenta[b]pyrrole system in the catalytic enantioselective addition of diethylzinc to benzaldehyde

Wilken, Joerg,Groeger, Harald,Kossenjans, Michael,Martens, Juergen

, p. 2761 - 2771 (1997)

Asymmetric catalytic ethylation of benza...

Bis(ethylsulfonamide)amines via nucleophilic ring-opening ofchiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde

Cernerud, Magnus,Skrinning, Anna,Bergere, Isabelle,Moberg, Christina

, p. 3437 - 3441 (1997)

Homochiral bis(N-trifiyl-2-alkyl-2-amino...

Suitably designed chiral amino alcohols: Synthesis, resolution and application to the catalytic enantioselective reduction of aryl alkyl ketones

Reiners,Martens

, p. 277 - 281 (1997)

The amino alcohol rac-1-(1,2,3,4-tetrahy...

Enantioselective addition of diethylzinc to benzaldehyde catalyzed by ferrocenic amino-alcohols combining centered and planar chiralities

Malezieux, Bernard,Andres, Roman,Gruselle, Michel,Rager, Marie-Noelle,Thorimbert, Serge

, p. 3253 - 3257 (1999)

Diastereomeric ferrocenic amino-alcohols...

Self and nonself recognition of asymmetric catalysts. Nonlinear effects in the amino alcohol-promoted enantioselective addition of dialkylzincs to aldehydes

Kitamura, Masato,Suga, Seiji,Niwa, Makoto,Noyori, Ryoji

, p. 4832 - 4842 (1995)

Chiral β-dialkylamino alcohols promote e...

Synthesis and catalytic application of ferrocene substituted camphane-based aminoalcohols and S-containing heterocyclic analogues

Kamenova-Nacheva, Mariana,Dobrikov, Georgi M.,Dimitrov, Vladimir

, p. 852 - 864 (2016)

A facile and practical approach was deve...

Asymmetric catalytic carbon-carbon bond formations in a fluorous biphasic system based on perfluoroalkyl-BINOLs

Tian, Yuan,Yang, Qing Chuan,Mak, Thomas C.W.,Chan, Kin Shing

, p. 3951 - 3961 (2002)

Optically active 1,1′-binaphthols (BINOL...

Synthesis of Novel Chiral Diazole Ligands for Enantioselective Addition of Diethylzinc to Benzaldehyde

Kotsuki, Hiyoshizo,Hayakawa, Hiroyuki,Wakao, Masahiro,Shimanouchi, Tomoyasu,Ochi, Masamitsu

, p. 2665 - 2668 (1995)

A variety of chiral pyrazole and imidazo...

Enantioselective reduction of prochiral ketones using a reagent prepared from lithium aluminium hydride, (+)threo-1,16-dibenzyloxy, 7(R),8(R)- dihydroxy hexadecane and alcohol

Malkar,Kumar

, p. 4445 - 4461 (1998)

Asytranetric reduction of prochiral keto...

ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE CATALYZED BY A SMALL AMOUNT OF CHIRAL 2-AMINO-1-ALCOHOLS

Oguni, Nobuki,Omi, Takao

, p. 2823 - 2824 (1984)

The reaction of diethylzinc with benzald...

Preparation of 1,2-isopropylidene-5-deoxy-5-dialkylamino-α-D-xylofuranose derivatives as chiral catalysts for enantioselective addition of diethylzinc to aldehydes

Cho,Kim

, p. 167 - 175 (1995)

A series of new 1,2-isopropylidene-5-deo...

Synthesis and application of C2-symmetrical bis-β-amino alcohols based on the octahydro-cyclopenta[b]pyrrole system in the catalytic enantioselective addition of diethylzinc to benzaldehyde

Wassmann, Suzanne,Wilken, Joerg,Martens, Juergen

, p. 4437 - 4445 (1999)

Asymmetric catalytic ethylation of benza...

Thiol and Disulfide Derivatives of Ephedra Alkaloids 2: A Mechanistic Study of Their Effect on the Addition of Diethyl Zinc to Benzaldehyde

Fitzpatrick, Kevin,Hulst, Ron,Kellogg, Richard M.

, p. 1861 - 1864 (1995)

Thiol and disulfide derivatives of ephed...

"Molecular Imprinting Effect" in the Synthesis of Immobilized Rhodium Complex Catalyst (IRC cat)

Gamez, Patrick,Dunjic, Branko,Pinel, Catherine,Lemaire, Marc

, p. 8779 - 8782 (1995)

A new concept has been tackled with the ...

Catalytic activity of isoborneol-derived sulfides in asymmetric addition of diethylzinc to benzaldehyde

Arai,Nagata,Masaki

, p. 2243 - 2245 (1995)

Enantioselective addition of diethylzinc...

Chiral ligands containing heteroatoms. 15. Cyclic β-amino alcohols as chiral inductors for enantioselective reductions of ketones

Falorni, Massimo,Collu, Cristina,Giacomelli, Giampaolo

, p. 2739 - 2742 (1996)

Cyclic β-amino alcohols 1-4 derived from...

A new chiral catalyst for the enantioselective reduction of prochiral ketones with borane

Zhang,Shen,Liu,Chen

, p. 3407 - 3411 (1995)

A new chiral β-amino alcohol, (s)-2-amin...

Chiral mesoporous templated silicas as heterogeneous inorganic-organic catalysts in the enantioselective alkylation of benzaldehyde

Lasperas,Bellocq,Brunel,Moreau

, p. 3053 - 3064 (1998)

New mesoporous templated silicas of the ...

Structural Insight into Guest Binding Sites in a Porous Homochiral Metal-Organic Material

Zhang, Shi Yuan,Wojtas, Lukasz,Zaworotko, Michael J.

, p. 12045 - 12049 (2015)

An enantiomeric pair of chiral metal-org...

Rationalization of Enantioselectivities in Dialkylzinc Additions to Benzaldehyde Catalyzed by Fenchone Derivatives

Goldfuss, Bernd,Steigelmann, Melanie,Khan, Saeed I.,Houk

, p. 77 - 82 (2000)

Three (-)-fenchyl alcohol derivatives, {...

Synthesis and application of new chiral ligands for the asymmetric borane reduction of prochiral ketones

Hulst, Ron,Heres, Hero,Peper, Nathalie C.M.W.,Kellogg, Richard M.

, p. 1373 - 1384 (1996)

Two chiral nonracemic γ-amino alcohols, ...

A polymer-enlarged homogeneously soluble oxazaborolidine catalyst for the asymmetric reduction of ketones by borane

Felder, Marcel,Giffels, Guido,Wandrey, Christian

, p. 1975 - 1977 (1997)

A polymer-enlarged homogeneously soluble...

Chiral (η6-Arene)chromium Complexes as Catalysts for the Enantioselective Addition of Diethylzinc to Benzaldehyde

Uemura, Motokazu,Miyake, Ryuta,Hayashi, Yuji

, p. 1696 - 1697 (1991)

Chiral (η6-1,2-disubstituted arene)chrom...

Improved methodology for the asymmetric alkylation of aldehydes employing bis(sulfonamide) complexes

Pritchett, Suzy,Woodmansee, David H.,Davis, Timothy J.,Walsh, Patrick J.

, p. 5941 - 5942 (1998)

We report an improved procedure for the ...

N,N'-Dibenzoylcystine as an Efficient Chiral Auxiliary for Asymmetric Reduction of Ketones with Lithium Borohydride

Soai, Kenso,Oyamada, Hidekazu,Yamanoi, Takashi

, p. 413 - 414 (1984)

Aromatic and α,β-unsaturated ketones wer...

NEW THIOETHER DERIVATIVES AS CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE

Mehler, Thomas,Martens, Juergen

, p. 207 - 210 (1994)

Different sulfur-containing β-amino alco...

Chiral diethanolamines and their lithium alcoholates as catalysts in the enantioselective alkylation of benzaldehyde by diethylzinc

De Vries,Brussee,Kruse,Van Der Gen

, p. 1987 - 1990 (1993)

The enantioselective alkylation of benza...

Asymmetric Reduction of Aromatic Ketones with Chiral Alkoxy-amine-borane Complexes

Hirao, Akira,Itsuno, Shinichi,Nakahama, Seiichi,Yamazaki, Noboru

, p. 315 - 317 (1981)

Asymmetric reduction of prochiral aromat...

Optimization of and Mechanistic Considerations for the Enantioselective Dihydroxylation of Styrene Catalyzed by Osmate-Laccase-Poly(2-Methyloxazoline) in Organic Solvents

Leurs, Melanie,Spiekermann, Pia S.,Tiller, Joerg C.

, p. 593 - 599 (2016)

The Sharpless dihydroxylation of styrene...

New 1,3-amino alcohols derived from ketopinic acid and their application in catalytic enantioselective reduction of prochiral ketones

Li, Xingshu,Yeung, Chi-Hung,Chan, Albert S. C.,Yang, Teng-Kuei

, p. 759 - 763 (1999)

New 1,3-amino alcohols, (1S,2S)- and (1S...

Theoretical and experimental studies of asymmetric organozinc additions to benzaldehyde catalyzed by flexible and constrained γ-amino alcohols

Panda, Manoranjan,Phuan, Puay-Wah,Kozlowski, Marisa C.

, p. 564 - 571 (2003)

The cis-decalin based γ-amino alcohols, ...

Assymmetric Reduction of Aromatic Ketone in a Continuous Flow System

Itsuno, Shinichi,Ito, Koichi,Maruyama, Toshihiro,Kanda, Naoki,Hirao, Akira,Nakahama, Seiichi

, p. 3329 - 3331 (1986)

When THF-borane (1/1) and aromatic keton...

2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: Synthesis and application in the asymmetric Et2Zn alkylation of aldehydes

Lauzon, Samuel,Ollevier, Thierry

supporting information, p. 11025 - 11028 (2021/11/03)

A chiral 2,2′-bipyridine ligand (1) bear...

Chiral Yolk-Shell MOF as an Efficient Nanoreactor for Asymmetric Catalysis in Organic-Aqueous Two-Phase System

Shi, Shunli,Zhong, Yicheng,Hu, Zhuo,Wang, Lei,Yuan, Mingwei,Ding, Shunmin,Wang, Shuhua,Chen, Chao

supporting information, p. 12714 - 12718 (2021/09/11)

It remains a great challenge to introduc...

1565-74-8 Process route

isopropyl butyrate
638-11-9

isopropyl butyrate

1-Phenyl-1-propanol
93-54-9

1-Phenyl-1-propanol

(R)-1-phenyl-1-propanol
1565-74-8

(R)-1-phenyl-1-propanol

(S)-1-phenyl-1-propanol
613-87-6

(S)-1-phenyl-1-propanol

(R)-1-phenylpropyl butyrate
10031-86-4,140390-61-0

(R)-1-phenylpropyl butyrate

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

Conditions
Conditions Yield
With [(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2]; Novozym(R) 435; 2,4-dimethylpentan-3-one; In toluene; at 70 ℃; for 40h; under 142.511 Torr;
84%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

(R)-1-phenyl-1-propanol
1565-74-8

(R)-1-phenyl-1-propanol

(S)-1-phenyl-1-propanol
613-87-6

(S)-1-phenyl-1-propanol

3-chloro-1-phenylpropanol
100306-34-1,125712-82-5

3-chloro-1-phenylpropanol

(1R)-3-chloro-1-phenylpropanol
100306-33-0,125712-82-5

(1R)-3-chloro-1-phenylpropanol

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

Conditions
Conditions Yield
With yeast culture of Aphanocladium album KCh 417; In acetone; at 25 ℃; for 144h; enantioselective reaction; Microbiological reaction;
21 %Chromat.
63 % ee
With yeast culture of Saccharomyces cerevisiae KCh 464; In acetone; at 25 ℃; for 144h; enantioselective reaction; Microbiological reaction;
33 %Chromat.
81 % ee
With yeast culture of Saccharomyces pastorianus KCh 906; In acetone; at 25 ℃; for 24h; Reagent/catalyst; enantioselective reaction; Microbiological reaction;
33 %Chromat.
74 % ee

1565-74-8 Upstream products

  • 104713-12-4
    104713-12-4

    (R)-1-phenylprop-2-en-1-ol

  • 108-22-5
    108-22-5

    Isopropenyl acetate

  • 93-54-9
    93-54-9

    1-Phenyl-1-propanol

  • 873-66-5
    873-66-5

    1-propenylbenzene

1565-74-8 Downstream products

  • 164200-13-9
    164200-13-9

    (S)-1-phenyl-propyl hydroperoxide

  • 2114-29-6
    2114-29-6

    (R)-1-phenylpropyl acetate

  • 136476-02-3
    136476-02-3

    (E)-2-Methyl-3-((R)-1-phenyl-propoxy)-propenal

  • 162824-35-3
    162824-35-3

    (R,S)-1-(1-Phenyl-1-propyl)imidazole-4,5-dicarbonitrile