(R)-(+)-1-Phenyl-1-propanol

Base Information

• Chemical Name: (R)-(+)-1-Phenyl-1-propanol
• CAS No.: 1565-74-8
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Hs Code.: 29052900
• European Community (EC) Number: 625-112-2
• Nikkaji Number: J63.407G
• Mol file: 1565-74-8.mol

Synonyms:(R)-(+)-1-Phenyl-1-propanol;1565-74-8;(R)-1-phenylpropan-1-ol;(1R)-1-phenylpropan-1-ol;(R)-1-phenyl-1-propanol;(r)-1-phenyl-propan-1-ol;MFCD00064279;R-(+)-1-Phenylpropanol;(R)-1-phenyl-propanol;(R)-(+)-alpha-Ethylbenzyl alcohol;(r)-1-phenylpropanol;1-Phenyl-1-propanol #;(R)-1-phenyl-1propanol;(+)-1-Phenyl-1-propanol;SCHEMBL539164;(R)-(+)-1-Phenyl-1-propano;AKOS012536058;CS-W017753;(c)zR(c){-(+)-1-Phenyl-1-propanol;BS-15991;(R)-(+)-1-Phenyl-1-propanol, 99%;P1930;Benzenemethanol, .alpha.-ethyl-, (.alpha.R)-;T71858;EN300-2527978;A883567;J-009314

Chemical Property of (R)-(+)-1-Phenyl-1-propanol

Chemical Property:

• 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
• Storage Temp.: Store below +30°C.
• Solubility.: 10.33g/l
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 84.7

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-1-Phenyl-1-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)O
• Isomeric SMILES: CC[C@H](C1=CC=CC=C1)O
• Uses: For synthesis of optically active products Chiral building block.

Technology Process of (R)-(+)-1-Phenyl-1-propanol

There total 187 articles about (R)-(+)-1-Phenyl-1-propanol 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: 98.0%

diethylzinc (557-20-0) + benzaldehyde (100-52-7) → (R)-1-phenyl-1-propanol (1565-74-8) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With polymer-supported (1R,2S)-ephedrine; In toluene; at 20 ℃; for 12h;

DOI:10.1039/a902967b

Reference yield: 88.0%

diethylzinc (557-20-0) + benzaldehyde (100-52-7) → (R)-1-phenyl-1-propanol (1565-74-8) + (S)-1-phenyl-1-propanol (613-87-6) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With hydrogenchloride; (-)-DAIB; In toluene; at 0 ℃;

DOI:10.1021/ja00193a040

Reference yield: 84.0%

isopropyl butyrate (638-11-9) + 1-Phenyl-1-propanol (93-54-9) → (R)-1-phenyl-1-propanol (1565-74-8) + (S)-1-phenyl-1-propanol (613-87-6) + (R)-1-phenylpropyl butyrate (10031-86-4,140390-61-0) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

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

DOI:10.1016/j.tetasy.2005.02.028

upstream raw materials:

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

Isopropenyl acetate

1-Phenyl-1-propanol

1-propenylbenzene

Downstream raw materials:

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

(+)-(R)-1-phenylpropyl-4-methylbenzenesulfinate

(-)-(S)-(1-chloropropyl)benzene

(R)-1-phenylpropyl butyrate

Refernces

• 1、 Dai, Wei-Min,Zhu, Hua Jie,Hao, Xiao-Jiang. "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". . p. 5971 - 5974. Retrieved 1996.
• 2、 Sanchez-Carnerero, Esther M. Marquez,De Las Casas Engel, Tomas,Lora Maroto, Beatriz,De La Moya Cerero, Santiago. "Unexpected efficiency of non-C2-symmetric bis(hydroxyamide)- based zinc-chelate catalysts". . p. 523 - 526. Retrieved 2011.
• 3、 Chrzanowski, Jacek,Rachwalski, Michal,Pieczonka, Adam M.,Leniak, Stanislaw,Drabowicz, Jzef,Kielbasiski, Piotr. "Highly efficient chiral polydentate sulfinyl ligands/catalysts containing prolinol moiety". . p. 2649 - 2655. Retrieved 2016.
• 4、 Uemura, Motokazu,Miyake, Ryuta,Shiro, Motoo,Hayashi, Yuji. "Stereoselective Synthesis of (η6-Arene)chromium Complexes Possessing Chiral Amine and Hydroxy Groups: Chiral Ligands in Asymmetric Synthesis". . p. 4569 - 4572. Retrieved 1991.
• 5、 Wilken, Joerg,Groeger, Harald,Kossenjans, Michael,Martens, Juergen. "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". . p. 2761 - 2771. Retrieved 1997.
• 6、 Reiners,Martens. "Suitably designed chiral amino alcohols: Synthesis, resolution and application to the catalytic enantioselective reduction of aryl alkyl ketones". . p. 277 - 281. Retrieved 1997.
• 7、 Kitamura, Masato,Suga, Seiji,Niwa, Makoto,Noyori, Ryoji. "Self and nonself recognition of asymmetric catalysts. Nonlinear effects in the amino alcohol-promoted enantioselective addition of dialkylzincs to aldehydes". . p. 4832 - 4842. Retrieved 1995.
• 8、 Tian, Yuan,Yang, Qing Chuan,Mak, Thomas C.W.,Chan, Kin Shing. "Asymmetric catalytic carbon-carbon bond formations in a fluorous biphasic system based on perfluoroalkyl-BINOLs". . p. 3951 - 3961. Retrieved 2002.
• 9、 Malkar,Kumar. "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". . p. 4445 - 4461. Retrieved 1998.
• 10、 Cho,Kim. "Preparation of 1,2-isopropylidene-5-deoxy-5-dialkylamino-α-D-xylofuranose derivatives as chiral catalysts for enantioselective addition of diethylzinc to aldehydes". . p. 167 - 175. Retrieved 1995.