1,2,4-Butanetriol

Base Information

• Chemical Name: 1,2,4-Butanetriol
• CAS No.: 3068-00-6
• Deprecated CAS: 6810-31-7
• Molecular Formula: C4H10O3
• Molecular Weight: 106.122
• Hs Code.: 29054990
• European Community (EC) Number: 221-323-5
• NSC Number: 60197
• UNII: NK798C370H
• DSSTox Substance ID: DTXSID8044416
• Nikkaji Number: J71.197G
• Wikipedia: 1,2,4-Butanetriol
• Wikidata: Q4187980
• Metabolomics Workbench ID: 49859
• ChEMBL ID: CHEMBL1356759
• Mol file: 3068-00-6.mol

Synonyms:1,2,4-butanetriol

Chemical Property of 1,2,4-Butanetriol

Chemical Property:

• Appearance/Colour: clear yellow to slightly brownish liquid
• Vapor Pressure: 8.63E-05mmHg at 25°C
• Melting Point: -20 °C
• Refractive Index: 1.4688 - 1.4800
• Boiling Point: 303.9 °C at 760 mmHg
• PKA: 14.02±0.20(Predicted)
• Flash Point: 153.9 °C
• PSA: 60.69000
• Density: 1.213 g/cm³
• LogP: -1.27800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: DMSO, Water
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 106.062994177
• Heavy Atom Count: 7
• Complexity: 37.9

Purity/Quality:

98% ^*data from raw suppliers

1,2,4-Butanetriol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CO)C(CO)O
• Uses: 1,2,4-Butanetriol was used as starting reagent during the synthesis of a series of quaternary ammonium lipids. It was also used in the synthesis of (-)-γ-amino-8-hydroxy butyric acid (GABOB), antiepileptic and hypotensive drug.

Technology Process of 1,2,4-Butanetriol

There total 49 articles about 1,2,4-Butanetriol 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: 74.0%

malic acid (617-48-1,78644-42-5) → propylene glycol (57-55-6,63625-56-9) + Butane-1,4-diol (110-63-4) + D,L-1,2,4-butanetriol (3068-00-6,6810-31-7) + ethylene glycol (107-21-1)

Guidance literature:

With hydrogen; Ru-carbon; In water; at 135 ℃; for 10h; under 258574 Torr; Further byproducts given;

DOI:10.1021/ja036391+

Reference yield: 54.1%

meso-erythritol (909878-64-4,10030-58-7,188346-77-2,149-32-6) → Butane-1,4-diol (110-63-4) + 1.3-butanediol (18826-95-4,107-88-0) + D,L-1,2,4-butanetriol (3068-00-6,6810-31-7) + iso-butanol (78-92-2,15892-23-6) + rac-butane-1,2,3-triol (4144-94-9) + butan-1-ol (71-36-3)

Guidance literature:

With hydrogen; at 139.84 ℃; for 50h; under 60006 Torr; Autoclave;

DOI:10.1039/d1gc01486b

Reference yield:

dimethyl (S)-malate (617-55-0) → D,L-1,2,4-butanetriol (3068-00-6,6810-31-7) + (3S)-3-hydroxydihydrofuran-2(3H)-one (52079-23-9) + 2-buten-4-olide (497-23-4) + methyl 3,4-dihydroxybutanoate (88246-12-2)

Guidance literature:

With hydrogen; In Dimethyl ether; at 56 - 110 ℃; for 0.5 - 2h; under 120012 Torr; Product distribution / selectivity;

upstream raw materials:

homoalylic alcohol

malic acid

diethylmalate

1,4-dihydroxy-2-butanone

Downstream raw materials:

1,2,4-tris-phenylcarbamoyloxy-butane

(2,2-dimethyl-[1,3]dioxan-4-yl)-methanol

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

3,4-epoxy-1-butanol

Refernces

• 1、 -. "METHOD FOR PRODUCING ALCOHOL". Paragraph 0104-0106. . Retrieved 2022/02/05.
• 2、 Betchaku, Mii,Cao, Ji,Liu, Lujie,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi,Yabushita, Mizuho. "Hydrodeoxygenation of C4-C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst". supporting information. p. 5665 - 5679. Retrieved 2021/08/16.