(R)-butane-1,3-diol

Base Information

• Chemical Name: (R)-butane-1,3-diol
• CAS No.: 6290-03-5
• Deprecated CAS: 79413-95-9
• Molecular Formula: C4H10O2
• Molecular Weight: 90.1222
• Hs Code.: 29053920
• European Community (EC) Number: 228-532-0
• DSSTox Substance ID: DTXSID001016432
• Nikkaji Number: J9.127H
• Wikidata: Q27123551
• Metabolomics Workbench ID: 58340
• Mol file: 6290-03-5.mol

Synonyms:(R)-butane-1,3-diol;6290-03-5;(R)-(-)-1,3-Butanediol;(3R)-butane-1,3-diol;1,3-Butanediol, (3R)-;(R)-(-)-Butane-1,3-diol;(R)-1,3-butanediol;(R)-(-)-1,3-Butylene Glycol;MFCD00064277;1,3-Butanediol, (R)-;BU4;1,3-Butanediol #;1,3-(R)-butanediol;(R)-1,3-Butylene Glycol;(R)-(-)-1,3-butandiol;CHEBI:52687;(R)-(-)-1,3-Dihydroxybutane;DTXSID001016432;(3R)-(-)-Butane-1,3-diol;AMY25740;CS-M1638;EINECS 228-532-0;AKOS005146047;AKOS015838959;AC-5640;(R)-(-)-1,3-Butanediol, 98%;AS-11116;HY-77490;B1159;O10183;EN300-7206273;A834075;Q27123551

Chemical Property of (R)-butane-1,3-diol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.06 mm Hg ( 20 °C)
• Melting Point: 0ºC
• Refractive Index: 1.4385 - 1.4405
• Boiling Point: 207 °C at 760 mmHg
• PKA: 14.83±0.20(Predicted)
• Flash Point: 121.1 °C
• PSA: 40.46000
• Density: 1.001 g/cm³
• LogP: -0.25040
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Chloroform, Ethanol
• Water Solubility.: Fully miscible in water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 90.068079557
• Heavy Atom Count: 6
• Complexity: 28.7

Purity/Quality:

99.9% ^*data from raw suppliers

(R)?-?(-?)?-?1,?3-?Butanediol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCO)O
• Isomeric SMILES: C[C@H](CCO)O
• Recent ClinicalTrials: AN OPEN-LABEL, ACUTE CLINICAL TRIAL TO ASSESS THE LEVEL OF KETONE PRODUCTION FOLLOWING CONSUMPTION OF AVELA? (R)-1,3-BUTANEDIOL IN AN ADULT POPULATION
• Uses: (R)-(-)-1,3-Butanediol is used as a solvent for food flavoring agents and is a co-monomer used in certain polyurethane and polyester resins.

Technology Process of (R)-butane-1,3-diol

There total 37 articles about (R)-butane-1,3-diol 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: 99.4%

acetoacetic acid methyl ester (105-45-3) → (R)-butane-1,3-diol (6290-03-5)

Guidance literature:

acetoacetic acid methyl ester; With ruthenium trichloride; C₁₀₂H₇₂NO₉P₃; for 0.5h;

With diphenyl hydrogen phosphate; hydrogen; at 80 ℃; under 37503.8 - 45004.5 Torr; Reagent/catalyst; Temperature; Pressure; Sealed tube;

Reference yield: 98.0%

1-Hydroxy-3-butanone (590-90-9) → (R)-butane-1,3-diol (6290-03-5)

Guidance literature:

With <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3; hydrogen; In methanol; at 50 ℃; for 24h; under 38000 Torr;

DOI:10.1016/0022-328X(92)83466-U

Reference yield: 87.0%

(2S,4R)-4-methyl-2-phenyl-1,3-dioxane (79464-76-9) → (R)-butane-1,3-diol (6290-03-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate;

DOI:10.1002/hlca.19810640523

upstream raw materials:

1-Hydroxy-3-butanone

(R)-4-methyl-1,3-dioxan

Ethyl (R)-3-hydroxybutanoate

D-allo-threonine

Downstream raw materials:

(2S,4R)-2-methoxycarbonyl-4-methyl-2-phenyl-1,3-dioxane

(2R,4R)-2-methoxycarbonyl-4-methyl-2-phenyl-1,3-dioxane

(-)-(2S,4R,Z)-2-2',6'-dimethylhepta-1',5'-dienyl-1,3-dioxane

(-)-(2S,4R,E)-2-2',6'-Dimethylhepta-1',5'-dienyl-4-methyl-1,3-dioxane

Refernces

• 1、 -. "SYNTHESIS OF 3-HYDROXYBUTYRYL 3-HYDROXYBUTYRATE AND RELATED COMPOUNDS". Paragraph 0308; 0317; 0325-0327. . Retrieved 2021/04/02.
• 2、 Yang, Zeyu,Fu, Hengwei,Ye, Wenjie,Xie, Youyu,Liu, Qinghai,Wang, Hualei,Wei, Dongzhi. "Efficient asymmetric synthesis of chiral alcohols using high 2-propanol tolerance alcohol dehydrogenase: Sm ADH2 via an environmentally friendly TBCR system". . p. 70 - 78. Retrieved 2020/01/21.