Neopentyl glycol

Base Information

• Chemical Name: Neopentyl glycol
• CAS No.: 126-30-7
• Deprecated CAS: 111109-35-4
• Molecular Formula: C5H12O2
• Molecular Weight: 104.149
• Hs Code.: 2905.39
• European Community (EC) Number: 204-781-0
• ICSC Number: 0305
• NSC Number: 55836,6366
• UN Number: 2811
• UNII: QI80HXD6S5
• DSSTox Substance ID: DTXSID8027036
• Nikkaji Number: J2.511I
• Wikipedia: Neopentyl_glycol
• Wikidata: Q413855
• RXCUI: 1368162
• Metabolomics Workbench ID: 130632
• ChEMBL ID: CHEMBL3184801
• Mol file: 126-30-7.mol

Synonyms:2,2-dimethyl-1,3-propanediol

Chemical Property of Neopentyl glycol

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: <0.8 mm Hg ( 20 °C)
• Melting Point: 126-128°C
• Refractive Index: 1.443
• Boiling Point: 209.8 °C at 760 mmHg
• PKA: 14.57±0.10(Predicted)
• Flash Point: 107.2 °C
• PSA: 40.46000
• Density: 0.981 g/cm³
• LogP: -0.00280
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 830g/l
• Water Solubility.: 830 g/L (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 104.083729621
• Heavy Atom Count: 7
• Complexity: 44
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

NPG Glycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36-41
• Safety Statements: 26-36-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)(CO)CO
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract.
• Uses: NPG Glycol is used in the synthesis of tetraphenylporphyrins. Also used in the synthesis of Bryostatin 2, a protein kinase modulator. In the manufacture of plasticizers, polyesters, as modifier of alkyd resins. 2,2-Dimethyl-1,3-propanediol may be used in the synthesis of:2,2-dimethyl-1,3-propanediol cyclic phosphorochloridate2,2-dimethyl-1,3-propanediol cyclic phenylphosphonate[1′,3′-(2′,2′-dimethylpropylene)]-2-iodo-3-octyl-5-thienylboronatecyclic carbonate2,2-dimethyl-1,3-propanediol bis(cyclic-2,2-dimethyltrimethylene phosphite)

Technology Process of Neopentyl glycol

There total 72 articles about Neopentyl glycol 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + isobutyraldehyde (78-84-2) → 2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate (1115-20-4) + 2,2-Dimethyl-1,3-propanediol (126-30-7)

Guidance literature:

With sodium hydroxide; In water; at 30 - 60 ℃; for 6h; pH=10.5; Reagent/catalyst; Temperature; pH-value;

Reference yield: 73.0%

5,5-dimethyl-1,3-dioxan-2-one (3592-12-9) → methanol (67-56-1) + 2,2-Dimethyl-1,3-propanediol (126-30-7)

Guidance literature:

With [Mn(HN(C₂H₄PⁱPr₂)₂)(CO)₂Br]; hydrogen; sodium t-butanolate; In tetrahydrofuran; at 120 ℃; for 26h; under 22502.3 Torr; Schlenk technique; Glovebox; Autoclave;

DOI:10.1002/anie.201808676

Reference yield: 0.64%

formaline + isobutyraldehyde (78-84-2) → 2,2-dimethyl-3-hydroxypropionaldehyde (597-31-9) + 2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate (1115-20-4) + 2,2-dimethyl-3-hydroxypropyl 2-methylpropionate (5919-84-6) + 2,2-Dimethyl-1,3-propanediol (126-30-7)

Guidance literature:

With triethylamine; at 65 - 90 ℃; for 0.666667h; Nitrogen atmosphere;

upstream raw materials:

methyl magnesium iodide

2,2-dimethyl-3-hydroxypropionaldehyde

diethyl ether

2,2-bis(iodomethyl)-1,3-propanediol

Downstream raw materials:

3,3-dimethyl-1,5-dioxa-spiro[5.5]undecane

O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol

2-Oxo-2-ethoxy-5.5-dimethyl-1.3.2-dioxaphosphorinan

2,2-dimethylpropane-1,3-diyl dimethanesulfonate

Refernces

• 1、 Gomez-Bombarelli, Rafael,Palma, Bernardo Brito,Martins, Celia,Kranendonk, Michel,Rodrigues, Antonio S.,Calle, Emilio,Rueff, Jose,Casado, Julio. "Alkylating potential of oxetanes". . p. 1275 - 1281. Retrieved 2010.
• 2、 Boehm. "-". . p. 955. Retrieved 1906.
• 3、 Somuramasami, Jayalakshmi,Winger, Brian E.,Gillespie, Todd A.,Kenttaemaa, Hilkka I.. "Identification and Counting of Carbonyl and Hydroxyl Functionalities in Protonated Bifunctional Analytes by Using Solution Derivatization Prior to Mass Spectrometric Analysis Via Ion-Molecule Reactions". . p. 773 - 784. Retrieved 2010.
• 4、 Makino, Kazuishi,Nojima, Shinya,Shimada, Naoyuki,Urata, Sari. "An Efficient Deprotection of 2,6-Bis(trifluoromethyl)phenylboronic Esters via Catalytic Protodeboronation Using Tetrabutyl ammonium Fluoride". . p. 2300 - 2304. Retrieved 2019.
• 5、 -. "Method for producing a shaped catalyst body". Page/Page column 29-32. . Retrieved 2021/11/19.
• 6、 Hayes, Hannah L. D.,Wei, Ran,Assante, Michele,Geogheghan, Katherine J.,Jin, Na,Tomasi, Simone,Noonan, Gary,Leach, Andrew G.,Lloyd-Jones, Guy C.. "Protodeboronation of (Hetero)Arylboronic Esters: Direct versus Prehydrolytic Pathways and Self-/Auto-Catalysis". supporting information. p. 14814 - 14826. Retrieved 2021/09/13.