3-Buten-2-ol, 4-phenyl-, (2S)-

Base Information

• Chemical Name: 3-Buten-2-ol, 4-phenyl-, (2S)-
• CAS No.: 81176-43-4
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• European Community (EC) Number: 862-646-7
• DSSTox Substance ID: DTXSID001307998
• Nikkaji Number: J62.992H,J822.649K
• Mol file: 81176-43-4.mol

Synonyms:(S)-4-Phenylbut-3-en-2-ol;3-Buten-2-ol, 4-phenyl-, (2S)-;76946-09-3;81176-43-4;(2S)-4-PHENYLBUT-3-EN-2-OL;(?)-Methylstyrylcarbinol;SCHEMBL2946721;(2S)-4-Phenyl-3-buten-2-ol;DTXSID001307998;(s)-(e)-4-phenyl-3-buten-2-ol;(2S,3E)-4-Phenyl-3-buten-2-ol;BS-51557;EN300-1860761

Chemical Property of 3-Buten-2-ol, 4-phenyl-, (2S)-

Chemical Property:

• PSA: 20.23000
• LogP: 2.08060
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=CC1=CC=CC=C1)O
• Isomeric SMILES: C[C@@H](/C=C/C1=CC=CC=C1)O

Technology Process of 3-Buten-2-ol, 4-phenyl-, (2S)-

There total 147 articles about 3-Buten-2-ol, 4-phenyl-, (2S)- 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: 38.0%

1-Phenylbut-1-en-3-one (122-57-6) → 4-Phenyl-2-butanone (2550-26-7) + (+)-(S)-4-phenylbutan-2-ol (2344-70-9,14786-43-7,39516-03-5,22148-86-3) + (R)-4-phenyl-2-butanol (2344-70-9,14786-43-7,22148-86-3,39516-03-5) + (R)-4-phenyl-3-buten-2-ol (17488-65-2,31915-95-4,36004-04-3,62413-47-2,76946-09-3,81176-43-4,84519-62-0,92075-80-4,104974-60-9,123536-30-1,140461-14-9,32271-52-6) + (S)-4-phenyl-but-3-en-2-ol (81176-43-4)

Guidance literature:

With C₃₄H₄₀ClIrN₃⁽¹⁺⁾*F₆P^(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 50 ℃; for 2h; under 18751.9 Torr; Inert atmosphere;

DOI:10.1021/acs.organomet.7b00915

Reference yield: 38.0%

1-Phenylbut-1-en-3-one (122-57-6) → 4-Phenyl-2-butanone (2550-26-7) + (+)-(S)-4-phenylbutan-2-ol (2344-70-9,14786-43-7,39516-03-5,22148-86-3) + (R)-4-phenyl-2-butanol (2344-70-9,14786-43-7,22148-86-3,39516-03-5) + (R)-4-phenyl-3-buten-2-ol (17488-65-2,31915-95-4,36004-04-3,62413-47-2,76946-09-3,81176-43-4,84519-62-0,92075-80-4,104974-60-9,123536-30-1,140461-14-9,32271-52-6) + (S)-4-phenyl-but-3-en-2-ol (81176-43-4)

Guidance literature:

With C₃₄H₄₀ClIrN₃⁽¹⁺⁾*F₆P^(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 50 ℃; for 2h; under 18751.9 Torr; Inert atmosphere;

DOI:10.1021/acs.organomet.7b00915

Reference yield: 18.0%

(E)-benzalacetone (1896-62-4) → 1-phenyl-3-butanol (2344-70-9) + (S)-trans-4-phenyl-3-buten-2-ol (81176-43-4)

Guidance literature:

With disodium hydrogenphosphate; D-glucose; In ethanol; water; at 26 - 27 ℃; for 3h; Yields of byproduct given. Title compound not separated from byproducts; baker's yeast;

upstream raw materials:

(R)-(-)-α-Phenyl-γ-methylallyl alcohol

ethyl (E)-1-phenylbut-1-en-3-ol

(E)-3-phenylpropenal

dimethyl zinc(II)

Downstream raw materials:

(1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester

(3R,4E)-2-methyl-3-phenylhex-4-enoic acid

(E)-buta-1,3-dienylbenzene

(E)-1,3-diphenyl-1-butene