4-(Hydroxymethyl)phenyl pivalate

Base Information

• Chemical Name: 4-(Hydroxymethyl)phenyl pivalate
• CAS No.: 59012-91-8
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Hs Code.: 2915900090
• European Community (EC) Number: 811-757-9
• DSSTox Substance ID: DTXSID10469245
• Wikidata: Q82296874
• Mol file: 59012-91-8.mol

Synonyms:4-(HYDROXYMETHYL)PHENYL PIVALATE;59012-91-8;[4-(hydroxymethyl)phenyl] 2,2-dimethylpropanoate;4-(Hydroxymethyl)phenylpivalate;p-pivalyloxybenzyl alcohol;rho-pivalyloxybenzyl alcohol;SCHEMBL3657617;2,2-dimethyl-propionic acid 4-hydroxymethyl-phenyl ester;DTXSID10469245;AYTDWGYFYZIASM-UHFFFAOYSA-N;MFCD11616923;AKOS016006157;DS-4222;4-(Hydroxymethyl)phenyl pivalate: 95%;CS-0186892;F13653;A869301;4-(HYDROXYMETHYL)PHENYL 2,2-DIMETHYLPROPANOATE

Chemical Property of 4-(Hydroxymethyl)phenyl pivalate

Chemical Property:

• PSA: 46.53000
• LogP: 2.13040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

97% ^*data from raw suppliers

4-(Hydroxymethyl)phenylpivalate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OC1=CC=C(C=C1)CO

Technology Process of 4-(Hydroxymethyl)phenyl pivalate

There total 6 articles about 4-(Hydroxymethyl)phenyl pivalate 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: 80.0%

(4-hydroxyphenyl)methanol (623-05-2) + pivaloyl chloride (3282-30-2) → 2,2-dimethyl-propionic acid 4-hydroxymethyl-phenyl ester (59012-91-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jo051568z

Reference yield:

4-pivaloyloxybenzaldehyde (95592-67-9) → 2,2-dimethyl-propionic acid 4-hydroxymethyl-phenyl ester (59012-91-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 1.5h;

DOI:10.1021/jm061371e

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-dimethyl-propionic acid 4-hydroxymethyl-phenyl ester (59012-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 20 °C

2: NaBH₄ / tetrahydrofuran / 1.5 h / 0 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran;

DOI:10.1021/jm061371e

upstream raw materials:

(4-hydroxyphenyl)methanol

pivaloyl chloride

4-pivaloyloxybenzaldehyde

4-hydroxy-benzaldehyde

Downstream raw materials:

Bis(4-pivaloyloxybenzyl) N,N-diisopropylphosphoramidite

4-pivaloyloxybenzyl bis(N,N-diisopropyl)phosphoramidite

di(4-pivaloyloxybenzyl) phosphite

(S)-4-(2-(benzhydryloxy)-3-(2,5-dimethoxyphenyl)-3-oxopropyl)phenyl pivalate