1,3-Butanediol

Base Information

• Chemical Name: 1,3-Butanediol
• CAS No.: 107-88-0
• Deprecated CAS: 18826-95-4,817176-75-3,817176-75-3
• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.1222
• Hs Code.: 29053920
• European Community (EC) Number: 203-529-7
• ICSC Number: 1182
• NSC Number: 402145,6966
• UNII: 3XUS85K0RA
• DSSTox Substance ID: DTXSID8026773
• Nikkaji Number: J5.066K
• Wikipedia: 1,3-Butanediol
• Wikidata: Q161496
• NCI Thesaurus Code: C77457
• RXCUI: 1310542
• Metabolomics Workbench ID: 130658
• ChEMBL ID: CHEMBL3186475
• Mol file: 107-88-0.mol

Synonyms:1,3-butanediol;1,3-butylene glycol;1,3-butylene glycol, (14)C-labeled;1,3-butylene glycol, (DL)-isomer;1,3-butylene glycol, (R)-isomer;1,3-butylene glycol, (S)-isomer;butylene glycol

Chemical Property of 1,3-Butanediol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.06 mm Hg ( 20 °C)
• Melting Point: -54 °C
• Refractive Index: n20/D 1.44(lit.)
• 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.: >500g/lMiscible
• Water Solubility.: SOLUBLE
• 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% ^*data from raw suppliers

b-D- ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(CCO)O
• Recent ClinicalTrials: Hemodynamic Effects of Modulating Circulating Ketone Bodies With 1,3-butanediol
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Description: 1,3-Butanediol is an organic chemical which belongs to the family of secondary alcohols. At present, 1,3-butanediol is used mainly in surfactants, inks, solvents for natural and synthetic flavoring agents and serves as a co-monomer in manufacturing certain polyurethane and polyester resins. It can also serve as a humectant to prevent loss of moisture in cosmetics, particularly in hair sprays and setting lotions. Besides, 1,3-Butanediol is pharmaceutically involved in the production of colchicine derivatives as a anticancer agent and in the synthesis of dual peroxisome proliferator-activated gamma and delta agonists acting as a hypoglycaemic agent, which is effective for the treatment of diabetes.
• Uses: 1,3-Butanediol is used in the synthesis of colchicine derivatives as anticancer agents. Also used in the synthesis of dual peroxisome proliferator-activated gamma and delta agonists acting as euglycem ic agents in the treatment of diabetes. Its most extensive use is as an intermediate in the manufacture of polyester plasticisers and other chemical products. It finds some use as a solvent and humectant, a useful chemical intermediate. It has extensive application in the manufacture of structural materials for boats, custom mouldings, and sheets and boards for construction applications. 1,3-Butanediol imparts resistance to weathering plus flexibility and impact resistance. It is also used in the manufacture of saturated polyesters for polyurethane coatings, where the glycol imparts greater flexibility to the polyester molecule. 1,3-Butanediol is currently used in many personal care products. (^+)-1,3-Butanediol acts as a co-monomer in the production of polyurethane and polyester resins. It is used as a humectant (to prevent loss of moisture) in cosmetics, especially in hair sprays and setting lotions. It is used in surfactants, inks, solvents for natural and synthetic flavorings. It is involved in the synthesis of dual peroxisome proliferator-activated gamma and delta agonists acting as euglycemic agents, which is used in the treatment of diabetes.

Technology Process of 1,3-Butanediol

There total 138 articles about 1,3-Butanediol 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: 50.6%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → methanol (67-56-1) + LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + propylene glycol (57-55-6,63625-56-9) + ethanol (64-17-5) + 1.3-butanediol (18826-95-4,107-88-0) + ethylene glycol (107-21-1) + 2.3-butanediol (513-85-9) + pentane-1,3-diol (1825-14-5,3950-21-8,36402-52-5,42075-32-1,72345-23-4,625-69-4)

Guidance literature:

With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.); In water; at 183 - 202 ℃; under 82745.9 Torr; Product distribution / selectivity;

Reference yield: 50.6%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + propylene glycol (57-55-6,63625-56-9) + 1.3-butanediol (18826-95-4,107-88-0) + ethylene glycol (107-21-1) + 2.3-butanediol (513-85-9) + pentane-1,3-diol (1825-14-5,3950-21-8,36402-52-5,42075-32-1,72345-23-4,625-69-4)

Guidance literature:

With sodium hydroxide; hydrogen; at 193 - 211 ℃; under 82745.9 Torr; Product distribution / selectivity;

Reference yield: 45.3%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → methanol (67-56-1) + LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + propylene glycol (57-55-6,63625-56-9) + ethanol (64-17-5) + 1.3-butanediol (18826-95-4,107-88-0) + ethylene glycol (107-21-1) + 2.3-butanediol (513-85-9)

Guidance literature:

With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.); In water; at 184 - 206 ℃; under 82745.9 Torr; Product distribution / selectivity;

upstream raw materials:

formaldehyd

propene

ethanol

1,3-dichlorobutane

Downstream raw materials:

2-furan-2-yl-4-methyl-[1,3]dioxane

4-methyl-2-trans-styryl-[1,3]dioxane

4-methyl-2-phenoxy-[1,3,2]dioxaphosphorinane

4-methyl-1,3-dioxane

Refernces

• 1、 Choliq, Azka Azkiya,Murakami, Eitaro,Yamamoto, Shota,Misaki, Tomonori,Fujita, Morifumi,Okamoto, Yasuaki,Sugimura, Takashi. "Enantioselective hydrogenation of ketones over a tartaric acid-modified raney nickel catalyst: Substrate-modifier interaction strength and enantioselectivity". . p. 1325 - 1332. Retrieved 2018.
• 2、 Wang, Yehong,Zhang, Jian,Zhang, Zhixin,Hou, Tingting,Zhang, Chaofeng,An, Jinghua,Wang, Feng. "The in situ transformation of the co-product formaldehyde in the reversible hydrolysis of 1,3-dixoane to obtain 1,3-propanediol efficiently". . p. 1455 - 1458. Retrieved 2018.
• 3、 Asano, Takehiro,Liu, Lujie,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi. "One-pot synthesis of 1,3-butanediol by 1,4-anhydroerythritol hydrogenolysis over a tungsten-modified platinum on silica catalyst". . p. 2375 - 2380. Retrieved 2020.
• 4、 Chen, Kaiyou,Mori, Kazuma,Nakagawa, Yoshinao,Tomishige, Keiichi,Watanabe, Hideo. "C-O bond hydrogenolysis of cyclic ethers with OH groups over rhenium-modified supported iridium catalysts". . p. 171 - 183,13. Retrieved 2012.
• 5、 Cloke,Wolff. "". . p. 986. Retrieved 1943.
• 6、 Brown,Unni. "-". . p. 2902. Retrieved 1968.
• 7、 Wang, Yehong,Wang, Feng,Song, Qi,Xin, Qin,Xu, Shutao,Xu, Jie. "Heterogeneous ceria catalyst with water-tolerant Lewis acidic sites for one-pot synthesis of 1,3-diols via prins condensation and hydrolysis reactions". . p. 1506 - 1515. Retrieved 2013.
• 8、 Dos Santos, Tatiane R.,Nilges, Peter,Sauter, Waldemar,Harnisch, Falk,Schr?der, Uwe. "Electrochemistry for the generation of renewable chemicals: Electrochemical conversion of levulinic acid". . p. 26634 - 26643. Retrieved 2015.
• 9、 Liu, Gang,Wang, Yanhu,Zhu, Baofu,Zhang, Li,Su, Cheng-Yong. "A porous metal-organic aerogel based on dirhodium paddle-wheels as an efficient and stable heterogeneous catalyst towards the reduction reaction of aldehydes and ketones". . p. 11358 - 11363. Retrieved 2018.
• 10、 -. "1,3-BUTYLENE GLYCOL PRODUCT". Paragraph 0060. . Retrieved 2021/03/19.