Dibromo-meso-erythritol

Base Information

• Chemical Name: Dibromo-meso-erythritol
• CAS No.: 1947-59-7
• Molecular Formula: C4H8Br2O2
• Molecular Weight: 247.9131
• Hs Code.: 2905590090
• NSC Number: 75720
• DSSTox Substance ID: DTXSID601296729
• Nikkaji Number: J342.386G
• Wikidata: Q76001860
• Mol file: 1947-59-7.mol

Synonyms:Dibromo-meso-erythritol;1947-59-7;(2S,3R)-1,4-dibromobutane-2,3-diol;Dibrom-L-treitol;NSC 75720;2,3-Butanediol, 1,4-dibromo-, (R*,S*)-;(2R,3S)-1,4-Dibromo-2,3-butanediol;1,4-Dibromo-1,4-dideoxy-meso-erythritol;NIOSH/KF2290000;ERYTHRITOL, 1,4-DIBROMO-1,4-DIDEOXY-, (meso)-;D,L-1,4-Dibromo-1,4-dideoxyerythritol;KF22900000;2,3-Butanediol, 1,4-dibromo-, (theta,S)-;d,l-1,4-Dibrom-1,4-didesoxy-2,3-butanediol;Erythritol, 1,4-dibromo-1,4-dideoxy-, D,L-;C4-H8-Br2-O2;2,3-Butanediol, 1,4-dibromo-, (R,S)-;1,4-dideoxy-meso-erythritol;SCHEMBL10837948;DTXSID601296729;NSC75720;NSC-75720;2, 1,4-dibromo-, (R*,S*)-;LS-64625;LS-64626;Erythritol,4-dibromo-1,4-dideoxy-, (meso)-

Chemical Property of Dibromo-meso-erythritol

Chemical Property:

• Melting Point: 136-137.5 °C
• Boiling Point: 365.3°Cat760mmHg
• PKA: 12.49±0.20(Predicted)
• Flash Point: 174.7°C
• PSA: 40.46000
• Density: 2.124g/cm³
• LogP: 0.49800
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 247.88706
• Heavy Atom Count: 8
• Complexity: 52

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(CBr)O)O)Br
• Isomeric SMILES: C([C@H]([C@H](CBr)O)O)Br

Technology Process of Dibromo-meso-erythritol

There total 3 articles about Dibromo-meso-erythritol 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:

D-threitol (2418-52-2,10030-58-7,188346-77-2,149-32-6) → (S,S)-1,4-dibromo-butane-2,3-diol (299-70-7,1947-59-7,14396-65-7,15410-44-3,24677-99-4)

Guidance literature:

With hydrogen bromide;

Reference yield:

threo-1,4-dibromo-2,3-butanediol (299-70-7) + 4-trifluoromethyl-phenyl acetyl chloride (329-15-7) → 4-Trifluoromethyl-benzoic acid (1S,2S)-3-bromo-1-bromomethyl-2-hydroxy-propyl ester + 4-Trifluoromethyl-benzoic acid (1R,2R)-3-bromo-1-bromomethyl-2-hydroxy-propyl ester + (S,S)-1,4-dibromo-butane-2,3-diol (299-70-7,1947-59-7,14396-65-7,15410-44-3,24677-99-4) + (2R,3R)-1,4-dibromobutane-2,3-diol (15410-44-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; (9S)-6'-methoxycinchonan-9-yl diphenylphosphinite; In various solvent(s); at -78 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1016/j.tetlet.2006.09.109

Reference yield:

(R,R)-butane-1,2:3,4-bisoxide (564-00-1,1464-53-5,30031-64-2,34897-03-5,298-18-0,30419-67-1) → (S,S)-1,4-dibromo-butane-2,3-diol (299-70-7,1947-59-7,14396-65-7,15410-44-3,24677-99-4)

Guidance literature:

With hydrogen bromide;

upstream raw materials:

D-threitol

(R,R)-butane-1,2:3,4-bisoxide

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

4-trifluoromethyl-phenyl acetyl chloride

Downstream raw materials:

meso-erythritol

1-cyclohexyl-pyrrolidine-3r,4c-diol

1-(4-methoxy-phenyl)-pyrrolidine-3r,4c-diol

1-phenyl-pyrrolidine-3r,4c-diol