1,4-Dihydroxy-2-butene

Base Information

• Chemical Name: 1,4-Dihydroxy-2-butene
• CAS No.: 110-64-5
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 88.1063
• Hs Code.: 29053990
• European Community (EC) Number: 203-787-0
• DSSTox Substance ID: DTXSID9026849
• Mol file: 110-64-5.mol

Synonyms:2-butene-1,4-diol;penitricin C;penitricin C, (E)-isomer;penitricin C, (Z)-isomer

Chemical Property of 1,4-Dihydroxy-2-butene

Chemical Property:

• Appearance/Colour: clear to pale yellow liquid
• Vapor Pressure: 2.46E-07mmHg at 25°C
• Melting Point: 4-10 °C(lit.)
• Refractive Index: FLASH POINT
• Boiling Point: 235 °C at 760 mmHg
• PKA: 14.17±0.10(Predicted)
• Flash Point: 85.4 °C
• PSA: 40.46000
• Density: 1.059 g/cm³
• LogP: -0.47280
• Water Solubility.: 131.4 at 12 mm Hg
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 34.8

Purity/Quality:

99.9% ^*data from raw suppliers

rac-2-?Butene-?1,?4-?diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(C=CCO)O
• Uses: It is used to make agricultural chemicalsand the pesticide endosulfan; and as anintermediate for making vitamin B.

Technology Process of 1,4-Dihydroxy-2-butene

There total 41 articles about 1,4-Dihydroxy-2-butene 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: 96.36%

1,4-dihydroxybut-2-yne (110-65-6) → 1,4-butenediol (821-11-4,6117-80-2,110-64-5)

Guidance literature:

With ammonium hydroxide; hydrogen; sodium carbonate; In water; at 65 ℃; for 1.5h; under 4125.41 - 7500.75 Torr; pH=7; Reagent/catalyst; pH-value; Autoclave; Inert atmosphere; Large scale;

Reference yield: 93.0%

epoxybutene (930-22-3,62249-81-4) → 3,4-butenediol (497-06-3,86161-40-2) + 1,4-butenediol (821-11-4,6117-80-2,110-64-5)

Guidance literature:

With water; molybdenum-containing silicate; at 25 ℃; for 5h; Product distribution / selectivity;

Reference yield: 93.0%

4-(tetrahydro-2H-pyran-2-yl)oxy-2-butenol (58201-77-7) → 1,4-butenediol (821-11-4,6117-80-2,110-64-5)

Guidance literature:

With methanol; boron trichloride; In neat (no solvent); at 20 ℃; for 0.0666667h; Green chemistry;

DOI:10.13005/ojc/330260

upstream raw materials:

1,4-dibromo-2-butene

epoxybutene

1,4-dichloro-2-butene

L-Tartaric acid

Downstream raw materials:

3-chlorotetrahydrofuran

2,5-dihydrofuran

2,5-Divinyl-[1,4]dioxan

2,3-dibromo-1,4-dihydroxy-2-butane

Refernces

• 1、 Nagyházi, Márton,Turczel, Gábor,Balla, áron,Szálas, Gábor,Tóth, Imre,Gál, Gyula Tamás,Petra, Bombicz,Anastas, Paul T.,Tuba, Róbert. "Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts". . p. 1953 - 1957. Retrieved 2020.
• 2、 Bjorsvik, Hans-Ren,Liguori, Lucia. "Continuous flow olefin metathesis using a multijet oscillating disk reactor as the reaction platform". . p. 1509 - 1515. Retrieved 2014.
• 3、 Connon, Stephen J,Blechert, Siegfried. "A solid-supported phosphine-free ruthenium alkylidene for olefin metathesis in methanol and water.". . p. 1873 - 1876. Retrieved 2002.
• 4、 Gao, Xianlong,Mo, Wenlong,Ma, Fengyun,Fan, Xing. "The influence of nickel loading on the structure and performance of a Ni-Al2O3 catalyst for the hydrogenation of 1,4-butynediol to produce 1,4-butenediol". . p. 7683 - 7689. Retrieved 2020.
• 5、 Nguyen, Bichlien H.,Redden, Alison,Moeller, Kevin D.. "Sunlight, electrochemistry, and sustainable oxidation reactions". . p. 69 - 72. Retrieved 2014.
• 6、 Wang, Zhen J.,Jackson, W. Roy,Robinson, Andrea J.. "A simple and practical preparation of an efficient water soluble olefin metathesis catalyst". . p. 3407 - 3414. Retrieved 2015.
• 7、 Guo, Wusheng,Martínez-Rodríguez, Luis,Martin, Eddy,Escudero-Adán, Eduardo C.,Kleij, Arjan W.. "Highly Efficient Catalytic Formation of (Z)-1,4-But-2-ene Diols Using Water as a Nucleophile". . p. 11037 - 11040. Retrieved 2016.
• 8、 ?zer, Halenur,Arslan, Dilan,?ztürk, Bengi ?zgün. "Dehydrogenative alcohol coupling and one-pot cross metathesis/dehydrogenative coupling reactions of alcohols using Hoveyda-Grubbs catalysts". . p. 5992 - 6000. Retrieved 2021/04/12.
• 9、 -. "Fourth subgroup metal complex with rigid annular bridging structure and application of fourth subgroup metal complex". Paragraph 0058; 0061; 0066. . Retrieved 2021/06/23.