(S)-(+)-3-Methyl-2-butanol

Base Information

• Chemical Name: (S)-(+)-3-Methyl-2-butanol
• CAS No.: 1517-66-4
• Molecular Formula: C5H12O
• Molecular Weight: 88.1497
• Hs Code.: 2905199090
• European Community (EC) Number: 621-487-1
• Nikkaji Number: J7.506J
• Wikidata: Q105174305
• Mol file: 1517-66-4.mol

Synonyms:(S)-(+)-3-Methyl-2-butanol;1517-66-4;(2S)-3-methylbutan-2-ol;2-Butanol, 3-methyl-, (2S)-;2-Butanol, 3-methyl-, (S)-;3-Methyl-2-butanol #;(s)-3-methyl-2-butanol;(S)-3-methylbutan-2-ol;(s)-3-methyl-butan-2-ol;2-Butanol,3-methyl-,(2S)-;MFCD00064271;AKOS017463680;AS-58920;CS-0447126;EN300-89229;F87341

Chemical Property of (S)-(+)-3-Methyl-2-butanol

Chemical Property:

• Vapor Pressure: 10.6mmHg at 25°C
• Melting Point: -51.44°C (estimate)
• Refractive Index: 1.4090
• Boiling Point: 113.6 °C at 760 mmHg
• Flash Point: 26.7 °C
• PSA: 20.23000
• Density: 0.806 g/cm³
• LogP: 1.02320
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 88.088815002
• Heavy Atom Count: 6
• Complexity: 32.9

Purity/Quality:

99%, ^*data from raw suppliers

(S)-(+)-3-METHYL-2-BUTANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R20:Harmful by inhalation.
• Hazard Codes: Xi
• Statements: 10-20-36/37/38
• Safety Statements: 24/25-36-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C)O
• Isomeric SMILES: C[C@@H](C(C)C)O
• Uses: It is an pharmaceutical and organic intermediate.

Technology Process of (S)-(+)-3-Methyl-2-butanol

There total 30 articles about (S)-(+)-3-Methyl-2-butanol 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%

3-methyl-butan-2-one (563-80-4) → (S)-3-methyl-2-butanol (1517-66-4)

Guidance literature:

With K 9-O-Ipc-9-BBNH; In tetrahydrofuran; at -78 ℃; for 6h; other chiral dialkylmonoalkoxyborohydrides, other ketones;

DOI:10.1021/jo00367a006

Reference yield: 90.0%

2-methyl-but-2-ene (513-35-9) → (S)-3-methyl-2-butanol (1517-66-4)

Guidance literature:

With (R,R)-C₆H₁₂BH₂^(1-)*Li⁽¹⁺⁾*OEt₂; methyl iodide; In diethyl ether; for 15h; Ambient temperature;

DOI:10.1021/ja00301a032

Reference yield:

3-methyl-2-butanol (598-75-4) → 3-methyl-butan-2-one (563-80-4) + (S)-3-methyl-2-butanol (1517-66-4) + (R)-3-methyl-2-butanol (598-75-4,1572-93-6)

Guidance literature:

With NADP; In acetone; at 50 ℃; for 22h; pH=8; Resolution of racemate;

DOI:10.1002/cctc.201701395

upstream raw materials:

3-methyl-butan-2-one

2-methyl-but-2-ene

ethyl 2,2-dimethyl-3-oxobutanoate

(2S,3S)-1-iodo-2-methyl-3-butanol

Downstream raw materials:

(-)-2-bromo-3-methyl-butane

L-phenylalanine<(1S)-1,2-dimethylpropyl>ester

2,5-Diamino-benzoic acid (S)-1,2-dimethyl-propyl ester

2-methyl-2-butylchloride

Refernces

• 1、 Salunkhe, Ashok M.,Burkhardt, Elizabeth R.. "Highly enantioselective reduction of prochiral ketones with N,N-diethylaniline·borane (DEANB) in oxazaborolidine-catalyzed reductions". . p. 1523 - 1526. Retrieved 1997.
• 2、 Brown, Herbert C.,Park, Won Suh,Cho, Byung Tae. "Addition Compounds of Alkali Metal Hydrides. 29. Preparation and Properties of Chiral Dialkylmonoalkoxyborohydrides. A New Class of Asymmetric Reducing Agents". . p. 3278 - 3282. Retrieved 1986.
• 3、 Giacomelli et al.. "". . p. 1757. Retrieved 1974.
• 4、 Masamune, Satoru,Kim, ByeongMoon,Petersen, John S.,Sato, Tsuneo,Veenstra, Siem J.,Imai, Toshiro. "Organoboron Compounds in Organic Synthesis. 1. Asymmetric Hydroboration". . p. 4549 - 4551. Retrieved 1985.
• 5、 Huo, Shangfei,Li, Jianli,Wang, Tingyi,Wang, Zeming,Xue, Qingquan,Zhu, Meifang,Zuo, Weiwei. "Diastereoselective Synthesis of P-Chirogenic and Atropisomeric 2,2′-Bisphosphino-1,1′-binaphthyls Enabled by Internal Phosphine Oxide Directing Groups". . p. 8153 - 8159. Retrieved 2020.
• 6、 Huo, Shangfei,Chen, Hong,Zuo, Weiwei. "A Cobalt(II) Complex Bearing the Amine(imine)diphosphine PN(H)NP Ligand for Asymmetric Transfer Hydrogenation of Ketones". supporting information. p. 37 - 42. Retrieved 2020/10/21.
• 7、 Pa?a, Salih,Arslan, Nevin,Meri??, Nermin,Kayan, Cezmi,Bingül, Murat,Durap, Feyyaz,Aydemir, Murat. "Boron containing chiral Schiff bases: Synthesis and catalytic activity in asymmetric transfer hydrogenation (ATH) of ketones". . . Retrieved 2019/09/19.