2-Butanol, 4-(phenylmethoxy)-

Base Information

• Chemical Name: 2-Butanol, 4-(phenylmethoxy)-
• CAS No.: 4799-69-3
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• DSSTox Substance ID: DTXSID10340166
• Nikkaji Number: J99.562B
• Mol file: 4799-69-3.mol

Synonyms:4799-69-3;2-Butanol, 4-(phenylmethoxy)-;4-phenylmethoxybutan-2-ol;4-(Benzyloxy)butan-2-ol;2-Butanol, 4-(benzyloxy)-;4-Benzyloxy-2-butanol;4-(Benzyloxy)-2-butanol;4-(Benzyloxy)-2-butanol #;SCHEMBL4781157;DTXSID10340166;AKOS011041958;AT15545;EN300-227519

Chemical Property of 2-Butanol, 4-(phenylmethoxy)-

Chemical Property:

• Boiling Point: 151-152 °C
• PKA: 14.95±0.20(Predicted)
• PSA: 29.46000
• Density: 1.0220 g/cm3
• LogP: 1.97410
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 119

Purity/Quality:

95% ^*data from raw suppliers

2-Butanol,4-(phenylmethoxy)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCOCC1=CC=CC=C1)O

Technology Process of 2-Butanol, 4-(phenylmethoxy)-

There total 45 articles about 2-Butanol, 4-(phenylmethoxy)- 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-Benzyloxypropanal (19790-60-4) + methylmagnesium bromide (75-16-1) → 4-benzyloxy-2-butanol (4799-69-3)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 1.16667h;

DOI:10.1039/c8ob02298d

Reference yield: 97.0%

1.3-butanediol (18826-95-4,107-88-0) + benzyl bromide (100-39-0) → 4-benzyloxy-2-butanol (4799-69-3)

Guidance literature:

1.3-butanediol; With copper dichloride; (S,S)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine; In acetonitrile; at 20 ℃; for 0.333333h;

benzyl bromide; With tetrabutylammomium bromide; silver(l) oxide; In acetonitrile; at 40 ℃; for 2h; regioselective reaction;

DOI:10.1002/adsc.202101121

Reference yield: 95.0%

(2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9) → (S)-(-)-1,3-butanediol 1-benzyl ether (4799-69-3,77564-44-4,116838-24-5,77564-42-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c2ob06940g

upstream raw materials:

4-(benzyloxy)-2-butanone

1.3-butanediol

benzyl bromide

benzyl chloride

Downstream raw materials:

(S)-(-)-1,3-butanediol 1-benzyl ether

(R)-(+)-1,3-butanediol 1-benzyl ether

N-benzylbenzamide

C₁₅H₂₀O₅

Refernces

• 1、 Ren, Bo,Wang, Jiaxi,Zhang, Mengyao,Chen, Yue,Zhao, Wei. "A Chiral Copper Catalyzed Site-Selective O-Alkylation of Carbohydrates". supporting information. p. 665 - 670. Retrieved 2021/12/02.
• 2、 -. "Preparation method of alkyl nitrile compound". Paragraph 0159-0160; 0162. . Retrieved 2020/05/14.