3-Benzylglycidol

Base Information

• Chemical Name: 3-Benzylglycidol
• CAS No.: 116949-62-3
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• DSSTox Substance ID: DTXSID00151607
• Nikkaji Number: J964.263C
• Wikidata: Q83018087
• Mol file: 116949-62-3.mol

Synonyms:3-benzylglycidol;3-benzylglycidol, (2R-cis)-isomer;3-benzylglycidol, (2S-cis)-isomer;3-benzylglycidol, (2S-trans)-isomer

Chemical Property of 3-Benzylglycidol

Chemical Property:

• Vapor Pressure: 0.0015mmHg at 25°C
• Boiling Point: 283.3°Cat760mmHg
• Flash Point: 126.9°C
• PSA: 32.76000
• Density: 1.163g/cm³
• LogP: 0.98880
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(O2)CO
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H]2[C@H](O2)CO

Technology Process of 3-Benzylglycidol

There total 18 articles about 3-Benzylglycidol 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: 88.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (3-benzyloxiran-2-yl)methanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,116949-62-3,128575-26-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1016/j.tetasy.2012.06.003

Reference yield: 83.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (R,R)-3-(phenylmethyl)oxiranemethanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,128575-26-8,116949-62-3)

Guidance literature:

With titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; 4 A molecular sieve; tert.-butylhydroperoxide; In decane; dichloromethane; at -23 ℃; for 48h;

DOI:10.1039/b200708h

Reference yield: 79.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (2S-trans)-3-(Phenylmethyl)oxiranemethanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,116949-62-3,128575-26-8)

Guidance literature:

(2E)-4-phenylbut-2-en-1-ol; With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In dichloromethane; at -25 ℃; for 0.5h; Molecular sieve;

With Cumene hydroperoxide; In dichloromethane; at -25 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.04.021

upstream raw materials:

(2E)-4-phenylbut-2-en-1-ol

phenylacetaldehyde

ethyl (2Z)-4-phenyl-2-butenoate

ethyl 4-phenylbut-2-enoate

Downstream raw materials:

C₁₀H₁₁ClO

(S)-(+)-1-phenylbut-3-en-2-ol

(2R,3S)-3-Benzyl-oxirane-2-carboxylic acid

methanesulfonic acid (2R,3R)-2,3-epoxy-4-phenylbutyl ester