trans-2,3-Dibromo-2-butene-1,4-diol

Base Information

• Chemical Name: trans-2,3-Dibromo-2-butene-1,4-diol
• CAS No.: 21285-46-1
• Molecular Formula: C4H6Br2O2
• Molecular Weight: 245.898
• Hs Code.: 2905399590
• European Community (EC) Number: 244-313-2,221-779-5
• NSC Number: 76595
• UNII: W297831A99
• DSSTox Substance ID: DTXSID3024942
• Nikkaji Number: J83.250B,J226.180D
• Wikidata: Q27292221
• ChEMBL ID: CHEMBL1455983
• Mol file: 21285-46-1.mol

Synonyms:dibromobutenediol

Chemical Property of trans-2,3-Dibromo-2-butene-1,4-diol

Chemical Property:

• Melting Point: 112-114 °C(lit.)
• Boiling Point: 318.1 °C at 760 mmHg
• PKA: 12.81±0.10(Predicted)
• Flash Point: 146.2 °C
• PSA: 40.46000
• Density: 2.252 g/cm³
• LogP: 0.97240
• Solubility.: soluble in Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 245.87141
• Heavy Atom Count: 8
• Complexity: 88.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-2,3-Dibromo-2-butene-1,4-diol >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=C(CO)Br)Br)O
• Isomeric SMILES: C(/C(=C(/CO)\Br)/Br)O

Technology Process of trans-2,3-Dibromo-2-butene-1,4-diol

There total 2 articles about trans-2,3-Dibromo-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: 91.0%

1,4-dihydroxybut-2-yne (110-65-6) → Trans-2,3-dibromo-2-butene-1,4-diol (21285-46-1)

Guidance literature:

With bromine; In water; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02595

Reference yield:

→ Trans-2,3-dibromo-2-butene-1,4-diol (21285-46-1)

Guidance literature:

Reference yield: 56.0%

Trans-2,3-dibromo-2-butene-1,4-diol (21285-46-1) → 3,4-dibromofuran (32460-02-9)

Guidance literature:

With potassium dichromate; sulfuric acid; In water; at 110 ℃; for 2h;

DOI:10.1016/j.tet.2004.02.043

upstream raw materials:

1,4-dihydroxybut-2-yne

Downstream raw materials:

mucobromic acid

2,3-dibromo-1,4-diphenyl-but-2-ene

3,4-dibromofuran

1,4-dihydroxybut-2-yne

Refernces

• 1、 Karabiyikoglu, Sedef,Iafe, Robert G.,Merlic, Craig A.. "Ring-Closing Metathesis with Vicinal Dibromoalkenes as Protected Alkynes: A Synthetic Approach to Macrocyclic Enynes". supporting information. p. 5248 - 5251. Retrieved 2015/11/18.
• 2、 Rennison, David,Bova, Sergio,Cavalli, Maurizio,Ricchelli, Fernanda,Zulian, Alessandra,Hopkins, Brian,Brimble, Margaret A.. "Synthesis and activity studies of analogues of the rat selective toxicant norbormide". . p. 2963 - 2974. Retrieved 2008/02/01.