2,2,4-Trimethyl-1,3-pentanediol

Base Information

• Chemical Name: 2,2,4-Trimethyl-1,3-pentanediol
• CAS No.: 144-19-4
• Deprecated CAS: 127894-68-2
• Molecular Formula: C8H18O2
• Molecular Weight: 146.23
• Hs Code.: 2905399090
• European Community (EC) Number: 205-619-1
• NSC Number: 6368
• UNII: WT1X081P0L
• DSSTox Substance ID: DTXSID8027113
• Nikkaji Number: J12.976C
• Wikidata: Q24817446
• RXCUI: 1607329
• ChEMBL ID: CHEMBL3184961
• Mol file: 144-19-4.mol

Synonyms:2,2,4-TRIMETHYL-1,3-PENTANEDIOL;144-19-4;2,2,4-Trimethylpentane-1,3-diol;1,3-Pentanediol, 2,2,4-trimethyl-;TMPD;TMPD (alcohol);Caswell No. 893;TMPD Glycol;HSDB 1136;NSC 6368;EINECS 205-619-1;Trimethyl-1,3-Pentanediol;EPA Pesticide Chemical Code 041002;BRN 1698098;UNII-WT1X081P0L;AI3-02706;WT1X081P0L;DTXSID8027113;NSC-6368;MFCD00004681;EC 205-619-1;4-01-00-02604 (Beilstein Handbook Reference);2,2,4-Trimethyl pentanediol-1,3;Nexcoat 795;EASTMAN TMPD GLYCOL;SCHEMBL19645;DTXCID407113;CHEMBL3184961;2,4-Trimethyl-1,3-pentanediol;NSC6368;2,2,4-trimethylpentan-1,3-diol;2,2,4-Trimetil-1,3-pentanodiol;2 2 4-Trimethyl-1 3-pentanediol;Tox21_200443;1,3-pentanodiol, 2,2,4-trimetil-;AKOS002313503;AKOS016051412;CS-W018223;2,2,4-trimethyl-1,3-dihydroxypentane;1,3-Dihydroxy-2,2,4-trimethyl pentane;NCGC00248618-01;NCGC00257997-01;CAS-144-19-4;SY049064;TRIMETHYL-1,3-PENTANEDIOL [INCI];(+/-)-TRIMETHYL-1,3-PENTANEDIOL;2,2,4-Trimethyl-1,3-pentanediol, 97%;LS-101672;FT-0609108;T0483;TRIMETHYL-1,3-PENTANEDIOL, (+/-)-;WLN: Q1X1 & 1 & YQY1 & 1;D71064;EN300-7222564;W-108160;Q24817446

Chemical Property of 2,2,4-Trimethyl-1,3-pentanediol

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.0113mmHg at 25°C
• Melting Point: 50-53 °C(lit.)
• Refractive Index: 1.45
• Boiling Point: 231.999 °C at 760 mmHg
• PKA: 14.81±0.20(Predicted)
• Flash Point: 92.667 °C
• PSA: 40.46000
• Density: 0.935 g/cm³
• LogP: 1.02180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• Water Solubility.: 31.5g/L at 20℃
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 146.130679813
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

98%mIN ^*data from raw suppliers

2,2,4-Trimethyl-1,3-pentanediol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)C(C(C)(C)CO)O
• Uses: Polyester resins, plasticizers, lubricants, surface coatings and printing inks, insect repellent. Main uses of 2,2,4-Trimethyl-1,3-pentanediol are as a component of polyester resins used in food packaging and as an insect repellent. Industrial exposure is likely to be by direct contact with the liquid. Vapors or mists may be encountered under some conditions. 2,2,4-Trimethyl-1,3-pentanediol is used in the synthesis of monoisobutyrate derivatives used in film forming auxilleries in paint substances.

Technology Process of 2,2,4-Trimethyl-1,3-pentanediol

There total 34 articles about 2,2,4-Trimethyl-1,3-pentanediol 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: 93.0%

texanol (77-68-9) → 2,2,4-trimethylpentan-1,3-diol (144-19-4) + 2,2,4-trimethyl-1,3-pentanediol diisobutyrate (6846-50-0)

Guidance literature:

With Cr₂O₃/SO₄² solid acid catalyst; at 160 ℃; for 6h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

isobutyraldehyde (78-84-2) → 2,2,4-trimethylpentan-1,3-diol (144-19-4)

Guidance literature:

With nickel; In sodium hydroxide; at 20 ℃; Electrochemical reaction;

DOI:10.1023/A:1026086018720

Reference yield: 76.0%

ethene (74-85-1) + isobutyraldehyde (78-84-2) → 2,4-dimethyl-1,3-pentane diol + 2,2,4-trimethylpentan-1,3-diol (144-19-4) + (2R,3S)-2,4-dimethyl-1,3-pentane diol (3876-46-8,3876-47-9,60712-38-1,82335-99-7,97906-32-6,98391-91-4,103729-84-6,103729-88-0,129262-73-3)

Guidance literature:

ethene; isobutyraldehyde; With carbon monoxide; hydrogen; triphenylphosphine; acetylacetonatodicarbonylrhodium(l); L-proline; In N,N-dimethyl-formamide; at 5 ℃; for 48h; under 22502.3 Torr;

With sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide; at 0 ℃; for 0.666667h; Further stages.;

DOI:10.1002/adsc.200700216

upstream raw materials:

5,5-dimethyl-2,6-bis(propan-2-yl)-1,3-dioxan-4-ol

3-hydroxy-2,2,4-trimethyl-pentanal

isobutyraldehyde

3-Chloro-2-methylpropene

Downstream raw materials:

2,2,4-trimethyl-1,3-bis-nonanoyloxy-pentane

2,3,4-trimethyl-pentanal

2,2,4-trimethyl-3-hydroxyvaleric acid

2,4-dimethylpentan-3-one

Refernces

• 1、 Li, Yu-Gang,Luo, Chen-Xi,Qian, Chao,Chen, Xin-Zhi. "Trimerization of aldehydes with one α-hydrogen catalyzed by sodium hydroxide". . p. 422 - 426. Retrieved 2014.
• 2、 -. "Preparation method of 2,2,4-trimethyl-1,3-pentanediol diisobutyrate". Paragraph 0016; 0019; 0022; 0025; 0028. . Retrieved 2017/06/02.