2-Phenylbutane-2,3-diol

Base Information

• Chemical Name: 2-Phenylbutane-2,3-diol
• CAS No.: 90925-49-8
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• NSC Number: 33709
• DSSTox Substance ID: DTXSID00283836
• Nikkaji Number: J1.211.293I
• Mol file: 90925-49-8.mol

Synonyms:90925-49-8;2-phenylbutane-2,3-diol;NSC33709;DTXSID00283836;NSC-33709

Chemical Property of 2-Phenylbutane-2,3-diol

Chemical Property:

• Vapor Pressure: 0.000364mmHg at 25°C
• Boiling Point: 305.3°Cat760mmHg
• Flash Point: 147.2°C
• Density: 1.097g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C)(C1=CC=CC=C1)O)O

Technology Process of 2-Phenylbutane-2,3-diol

There total 19 articles about 2-Phenylbutane-2,3-diol 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: 86.0%

phenylmagnesium chloride (100-59-4) + 3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) → 2-phenyl-2,3-butanediol (90925-49-8)

Guidance literature:

phenylmagnesium chloride; 3-hydroxy-2-butanon; In tetrahydrofuran; at 20 ℃; for 0.666667h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01679

Reference yield: 73.0%

threo-3-hydroxy-3-phenyl-2-butyl acetate (4564-83-4,22932-13-4,22932-15-6) → threo-2-phenyl-2,3-butanediol (37164-02-6,37164-03-7,90925-49-8,138432-93-6,138432-94-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

Reference yield:

acetaldehyde (75-07-0,9002-91-9) + acetophenone (98-86-2) → 2-phenyl-2,3-butanediol (90925-49-8)

Guidance literature:

acetaldehyde; acetophenone; With chloro-trimethyl-silane; magnesium; In N,N-dimethyl-formamide; at 20 ℃;

With sulfuric acid; In methanol; at 20 ℃; for 6h; Further stages.;

DOI:10.1016/j.tetlet.2004.03.109

upstream raw materials:

(E)-2-phenyl-2-butene

diethyl ether

2-hydroxypropiophenone

methylmagnesium bromide

Downstream raw materials:

(-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

3-phenyl-butan-2-one

acetaldehyde

acetophenone

Refernces

• 1、 Fristrup, Peter,Dideriksen, Brian B.,Tanner, David,Norrby, Per-Ola. "Probing competitive enantioselective approach vectors operating in the Jacobsen-Katsuki epoxidation: A kinetic study of methyl-substituted styrenes". . p. 13672 - 13679. Retrieved 2007/10/03.
• 2、 Kotani,Eiichi,Kobayashi, Shigeki,Ishii, Yoko,Tobinaga, Seisho. "Preparation and Reactivities of Hexakisacetonitrile Iron(III) Perchlorate and Related Complexes as Strong Oxidizing Reagents". . p. 4281 - 4291. Retrieved 2007/10/02.