Benzenemethanol, 4-amino-3,5-dibromo-

Base Information

• Chemical Name: Benzenemethanol, 4-amino-3,5-dibromo-
• CAS No.: 122063-98-3
• Molecular Formula: C7H7Br2NO
• Molecular Weight: 280.947
• DSSTox Substance ID: DTXSID10451428
• Wikidata: Q82271450
• Mol file: 122063-98-3.mol

Synonyms:Benzenemethanol, 4-amino-3,5-dibromo-;(4-amino-3,5-dibromophenyl)methanol;122063-98-3;DTXSID10451428;CS-0380072

Chemical Property of Benzenemethanol, 4-amino-3,5-dibromo-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 280.88739
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)N)Br)CO

Technology Process of Benzenemethanol, 4-amino-3,5-dibromo-

There total 4 articles about Benzenemethanol, 4-amino-3,5-dibromo- 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: 95.0%

methyl 3,5-dibromo-4-aminobenzoate (3282-10-8) → (4-amino-3,5-dibromo-phenyl)-methanol (122063-98-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/(SICI)1521-3773(19981016)37:19<2708::AID-ANIE2708>3.0.CO;2-E DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

Reference yield:

4-methoxycarbonyl aniline (619-45-4) → (4-amino-3,5-dibromo-phenyl)-methanol (122063-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Br₂; AcOH / 0.5 h / 25 °C

2: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; bromine; acetic acid; In tetrahydrofuran; 1: Bromination / 2: Reduction;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → (4-amino-3,5-dibromo-phenyl)-methanol (122063-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / SOCl₂ / 2 h / Heating

2: 99 percent / Br₂; AcOH / 0.5 h / 25 °C

3: 93 percent / LiAlH₄ / tetrahydrofuran / 4 h / 0 °C

With lithium aluminium tetrahydride; thionyl chloride; bromine; acetic acid; In tetrahydrofuran; 1: Esterification / 2: Bromination / 3: Reduction;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2584::AID-CHEM2584>3.0.CO;2-B

upstream raw materials:

methyl 3,5-dibromo-4-aminobenzoate

4-amino-benzoic acid

4-methoxycarbonyl aniline

Downstream raw materials:

[3,5-dibromo-4-(pyrrolidin-1-ylazo)-phenyl]-methanol

[3,5-dibromo-4-(pyrrolidin-1-ylazo)-phenyl]-methanol

(4-azidomethyl-2,6-dibromo-phenyl)-pyrrolidin-1-yl-diazene

3,5-dibromo-4-(pyrrolidin-1-ylazo)-benzylamine