Neopentyl alcohol

Base Information

• Chemical Name: Neopentyl alcohol
• CAS No.: 75-84-3
• Molecular Formula: C5H12O
• Molecular Weight: 88.1497
• European Community (EC) Number: 200-907-3
• UN Number: 1325
• UNII: 5I067PJD7S
• DSSTox Substance ID: DTXSID9052501
• Nikkaji Number: J4.163G
• Wikipedia: Neopentyl_alcohol
• Wikidata: Q3270847
• Metabolomics Workbench ID: 135738
• ChEMBL ID: CHEMBL458630
• Mol file: 75-84-3.mol

Synonyms:2,2-dimethylpropanol;neopentyl alcohol

Chemical Property of Neopentyl alcohol

Chemical Property:

• Appearance/Colour: colorless waxy crystalline solid
• Vapor Pressure: 10.8mmHg at 25°C
• Melting Point: 52-56 °C(lit.)
• Refractive Index: 1.406
• Boiling Point: 113.1 °C at 760 mmHg
• PKA: 15.24±0.10(Predicted)
• Flash Point: 36.7 °C
• PSA: 20.23000
• Density: 0.811 g/cm³
• LogP: 1.02480
• Water Solubility.: 3.5 g/100 mL at 25℃
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 88.088815002
• Heavy Atom Count: 6
• Complexity: 33.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: F:Flammable
• Statements: R11:
• Safety Statements: S16:; S33:; S7/9:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC(C)(C)CO

Technology Process of Neopentyl alcohol

There total 137 articles about Neopentyl alcohol 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: 39.0%

pivaloyl chloride (3282-30-2) → 2,2-dimethyl-propanol-1 (75-84-3) + pivalaldehyde (630-19-3)

Guidance literature:

With tri-n-butyl-tin hydride; triphenylphosphine; indium(III) chloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(99)02016-X

Reference yield:

Benzoic acid 3-methanesulfonyloxy-2,2-dimethyl-propyl ester (90839-64-8) → 2,2-dimethyl-propanol-1 (75-84-3) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/ja00329a046

Reference yield:

2,2,4-trimethylpentane (540-84-1) → 2,2-dimethyl-propanol-1 (75-84-3) + 2,4,4-trimethyl-2-pentanol (690-37-9) + acetone (67-64-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; manganese (II) acetate tetrahydrate; ozone; at 95 ℃; for 4h;

upstream raw materials:

2,4,4-trimethyl-1-pentene

formaldehyd

tert-butylmagnesium bromide

tert-butylmagnesium chloride

Downstream raw materials:

neopentyl chloroformate

phthalic acid mononeopentyl ester

sulfurous acid bis-(2,2-dimethyl-propyl) ester

methacrylic acid neopentyl ester

Refernces

• 1、 Stockbridge, Randy B.,Wolfenden, Richard. "Phosphate monoester hydrolysis in cyclohexane". . p. 18248 - 18249. Retrieved 2009.
• 2、 Phearman, Alexander S.,Moore, Jewelianna M.,Bhagwandin, Dayanni D.,Goldberg, Jonathan M.,Heinekey, D. Michael,Goldberg, Karen I.. "(Hexamethylbenzene)Ru catalysts for the Aldehyde-Water Shift reaction". supporting information. p. 1609 - 1615. Retrieved 2021/03/09.
• 3、 Subaramanian, Murugan,Sivakumar, Ganesan,Babu, Jessin K.,Balaraman, Ekambaram. "Selective hydrogenation of primary amides and cyclic di-peptides under Ru-catalysis". supporting information. p. 12411 - 12414. Retrieved 2020/10/30.