cis-2-Butene-1,4-Diol

Base Information

• Chemical Name: cis-2-Butene-1,4-Diol
• CAS No.: 6117-80-2
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 29053980
• European Community (EC) Number: 228-085-1,203-787-0
• NSC Number: 1260,976
• UNII: ZA7VGU6SCV
• DSSTox Substance ID: DTXSID301018106
• Nikkaji Number: J4.373G
• Wikidata: Q27295224
• Mol file: 6117-80-2.mol

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

Chemical Property of cis-2-Butene-1,4-Diol

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.87Pa at 25℃
• Melting Point: 4-10 °C
• Refractive Index: n20/D 1.479
• Boiling Point: 234.999 °C at 760 mmHg
• PKA: 13.88±0.10(Predicted)
• Flash Point: 85.384 °C
• PSA: 40.46000
• Density: 1.059 g/cm³
• LogP: -0.47280
• Storage Temp.: Indoors
• Solubility.: Chloroform, Methanol
• Water Solubility.: soluble
• 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% ^*data from raw suppliers

cis-2-Butene-1,4-diol >94.0%(GC) ^*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
• Isomeric SMILES: C(/C=C\CO)O
• Uses: cis-2-Butene-1, 4-diol is used as a probe for studying isomerization versus hydrogenation and hydrogenolysis reactions. (DPCB-OMe) efficiently catalyzes cyclodehydration of cis-2-butene-1,4-diol with active methylene compounds to give 2-vinyl-2,3-dihydrofurans in good to high yields. Grubbs's cross metathesis of eugenol with cis-2-butene-1, 4-diol to make a natural product, an organometallic experiment.

Technology Process of cis-2-Butene-1,4-Diol

There total 73 articles about cis-2-Butene-1,4-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: 100.0%

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

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In methanol; at 0 ℃;

DOI:10.1055/s-1982-29840

Reference yield: 99.0%

1,4-dihydroxybut-2-yne (110-65-6) → Butane-1,4-diol (110-63-4) + 1,4-butenediol (6117-80-2)

Guidance literature:

With hydrogen; copper-palladium; silica gel; In ethanol; at 25 ℃; under 760 Torr; Kinetics;

DOI:10.1021/jo001246p

Reference yield: 95.0%

cis-2-butene-1,4-diol bis-trifluoroacetate → 1,4-butenediol (6117-80-2)

Guidance literature:

With silica gel; triethylamine; In diethyl ether; Petroleum ether;

DOI:10.1080/00304949909458329

upstream raw materials:

1,4-dihydroxybut-2-yne

bis(2-butenoxy)methylphenylsilane

dl-2,3-dibromo-1,4-butanediol

methanol

Downstream raw materials:

cis-1,4-dibromo-2-butene

1,3-dioxa-5-cycloheptene

(1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol

(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Refernces

• 1、 Beloslyudova et al.. "". . . Retrieved 1979.
• 2、 Choi, Jaesung,Yoon, Nung Min. "An excellent nickel boride catalyst for the cis-selective semihydrogenation of acetylenes". . p. 1057 - 1060. Retrieved 1996.
• 3、 Browne, Duncan L.,Colombel-Rouen, Sophie,Crévisy, Christophe,Curbet, Idriss,Mauduit, Marc,McBride, Tom,Morvan, Jennifer,Roisnel, Thierry. "Continuous Flow Z-Stereoselective Olefin Metathesis: Development and Applications in the Synthesis of Pheromones and Macrocyclic Odorant Molecules**". supporting information. p. 19685 - 19690. Retrieved 2021/08/06.
• 4、 -. "Preparation method of N-(4-methylpyridine-3-yl) methyl carbamate". Paragraph 0020; 0022; 0025; 0030; 0032; 0035; 0040; 0042. . Retrieved 2021/06/02.