(2S,3S)-(-)-3-Phenylglycidol

Base Information

• Chemical Name: (2S,3S)-(-)-3-Phenylglycidol
• CAS No.: 104196-23-8
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Hs Code.: 2910900090
• European Community (EC) Number: 625-708-2
• DSSTox Substance ID: DTXSID401017349
• Nikkaji Number: J281.727F
• Mol file: 104196-23-8.mol

Synonyms:104196-23-8;(2S,3S)-(-)-3-Phenylglycidol;(2S,3S)-3-Phenylglycidol;(2S,3S)-Phenylglycidol;3-Phenyloxiranemethanol (2S-trans)-;Oxiranemethanol, 3-phenyl-, (2S-trans)-;(2S,3S)-(-)-2,3-Epoxy-3-phenyl-1-propanol;(2S,3S)-3-phenyl glycidol;SCHEMBL3260343;DTXSID401017349;(2S,3S)-(?)-3-Phenylglycydol;(2S,3S)-3-Phenyl-2-oxiranemethanol;AKOS015913803;(2S,3S)-(-)-3-Phenylglycidol, 97%;2-Oxiranemethanol,3-phenyl-, (2S,3S)-;LS-101070;J-640386;J-800392

Chemical Property of (2S,3S)-(-)-3-Phenylglycidol

Chemical Property:

• Vapor Pressure: 0.00217mmHg at 25°C
• Melting Point: 52-55 °C
• Refractive Index: 1.5230 (estimate)
• Boiling Point: 277.5°Cat760mmHg
• PKA: 14.44±0.10(Predicted)
• Flash Point: 129.5°C
• PSA: 32.76000
• Density: 1.182g/cm³
• LogP: 1.11880
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,3S)-(?)-3-Phenylglycidol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3649607
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(O2)CO
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]2[C@@H](O2)CO

Technology Process of (2S,3S)-(-)-3-Phenylglycidol

There total 69 articles about (2S,3S)-(-)-3-Phenylglycidol 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: 100.0%

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → 2,3-epoxy-3-phenyl-1-propanol (21915-53-7,40641-81-4,91465-28-0,98819-67-1,98819-68-2,99528-63-9,104196-23-8,105663-44-3,116661-35-9)

Guidance literature:

With phosphotungstic acid; poly(acrylamide) based ammonium salt; dihydrogen peroxide; at 20 ℃; for 30h;

DOI:10.1016/j.tet.2004.02.072

Reference yield: 98.0%

3-Phenylpropenol (104-54-1) → 2,3-epoxy-3-phenyl-1-propanol (21915-53-7,40641-81-4,91465-28-0,98819-67-1,98819-68-2,99528-63-9,104196-23-8,105663-44-3,116661-35-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1002/ejoc.201001214

Reference yield: 92.0%

2,3-epoxy-3-phenylpropanal (71403-94-6) → 2,3-epoxy-3-phenyl-1-propanol (21915-53-7,40641-81-4,91465-28-0,98819-67-1,98819-68-2,99528-63-9,104196-23-8,105663-44-3,116661-35-9)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

DOI:10.1002/ejoc.201700887

upstream raw materials:

3-Phenylpropenol

benzaldehyde

β-hydroxyethyltriphenylarsonium bromide

(2E)-3-phenyl-2-propen-1-ol

Downstream raw materials:

(2S,3R)-3-Methoxy-3-phenyl-1,2-propanediol

(2R,3R)-3-Hexylamino-3-phenyl-propane-1,2-diol

(R)-4-((S)-Hydroxy-phenyl-methyl)-[1,3]dioxolan-2-one

(4R,5S)-4-Hydroxymethyl-5-phenyl-[1,3]dioxolan-2-one

Refernces

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• 4、 Pérez, Yolanda,Del Hierro, Isabel,Fajardo, Mariano. "Synthesis of titanium alkoxide complexes with alkyl lactate ligands. Asymmetric epoxidation of cinnamyl alcohol". . p. 172 - 179. Retrieved 2012.
• 5、 Bohé, Luis,Kammoun, Majed. "Design of a highly efficient catalyst for the oxaziridinium-mediated epoxidation of olefins by Oxone". . p. 747 - 751. Retrieved 2004.
• 6、 Bez, Ghanashyam,Zhao, Cong-Gui. "First highly enantioselective epoxidation of alkenes with aldehyde/Oxone". . p. 7403 - 7406. Retrieved 2003.
• 7、 Villa, Aida L.,De Vos, Dirk E.,Verpoort, Francis,Sels, Bert F.,Jacobs, Pierre A.. "A study of V-pillared layered double hydroxides as catalysts for the epoxidation of terpenic unsaturated alcohols". . p. 223 - 231. Retrieved 2001.
• 8、 Lo, Ching-Yu,Pal, Sitaram,Odedra, Arjan,Liu, Rai-Shung. "A new and efficient catalytic isomerization of cis- and trans-epoxides". . p. 3143 - 3146. Retrieved 2003.
• 9、 Yamada, Yoichi M. A.,Ichinohe, Masato,Takahashi, Hideyo,Ikegami, Shiro. "Development of a new triphase catalyst and its application to the epoxidation of allylic alcohols". . p. 1837 - 1840. Retrieved 2001.
• 10、 Ma, Wenbao,Yuan, Haiyang,Wang, Haifeng,Zhou, Qingqing,Kong, Kang,Li, Difan,Yao, Yefeng,Hou, Zhenshan. "Identifying catalytically active mononuclear peroxoniobate anion of ionic liquids in the epoxidation of olefins". . p. 4645 - 4659. Retrieved 2018.