5-Tert-butylbenzene-1,3-diamine

Base Information

• Chemical Name: 5-Tert-butylbenzene-1,3-diamine
• CAS No.: 22503-17-9
• Molecular Formula: C10H16 N2
• Molecular Weight: 164.25
• Hs Code.: 2921519090
• DSSTox Substance ID: DTXSID20568137
• Nikkaji Number: J364.505C
• Wikidata: Q82454305
• Mol file: 22503-17-9.mol

Synonyms:5-tert-butylbenzene-1,3-diamine;22503-17-9;3,5-Diamino-tert-butylbenzene;5-(tert-Butyl)benzene-1,3-diamine;SCHEMBL2593638;DTXSID20568137;XPHAFSOLRVPZIY-UHFFFAOYSA-N;AKOS006272425;EN300-244917;F95008

Chemical Property of 5-Tert-butylbenzene-1,3-diamine

Chemical Property:

• Boiling Point: 308.0±35.0 °C(Predicted)
• PKA: 4.98±0.10(Predicted)
• PSA: 52.04000
• Density: 1.022±0.06 g/cm3(Predicted)
• LogP: 3.31090
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.131348519
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

3,5-DIAMINO-TERT-BUTYLBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1)N)N

Technology Process of 5-Tert-butylbenzene-1,3-diamine

There total 13 articles about 5-Tert-butylbenzene-1,3-diamine 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: 84.0%

1,3-dibromo-5-tert-butylbenzene (156264-80-1) → 5-(tert-butyl)benzene-1,3-diamine (22503-17-9)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane; In toluene; at 100 ℃; for 18h; Glovebox; Sealed tube;

DOI:10.1021/acs.organomet.8b00567

Reference yield: 79.0%

2-chloro-5-(1,1-dimethylethyl)-1,3-dinitrobenzene (2213-81-2) → 5-(tert-butyl)benzene-1,3-diamine (22503-17-9)

Guidance literature:

2-chloro-5-(1,1-dimethylethyl)-1,3-dinitrobenzene; With hydrogen; palladium 10% on activated carbon; In methanol; for 1h; under 22502.3 Torr; Autoclave;

With hydrogen; potassium carbonate; palladium 10% on activated carbon; In methanol; under 11251.1 Torr; Autoclave;

Reference yield: 74.0%

1,3-dibromo-5-t-butylbenzene (129316-09-2) → 5-(tert-butyl)benzene-1,3-diamine (22503-17-9)

Guidance literature:

1,3-dibromo-5-t-butylbenzene; With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane; In dichloromethane; at 100 ℃; for 17h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In water; for 0.0833333h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00337

upstream raw materials:

1-tert-butyl-3,5-dinitro-benzene

2.5-di-tert-butyl-m-phenylenediamine

2,5-di-tert-butylnitrobenzene

2-Amino-3,5-dinitro-1,4-di-t-butylbenzol

Downstream raw materials:

N-(3-amino-5-(tert-butyl)phenyl)methanesulfonamide

Refernces

• 1、 Martinez, Gabriel Espinosa,Nugent, Joseph W.,Fout, Alison R.. "Simple Nickel Salts for the Amination of (Hetero)aryl Bromides and Iodides with Lithium Bis(trimethylsilyl)amide". supporting information. p. 2941 - 2944. Retrieved 2018/09/21.
• 2、 -. "KINASE INHIBITORS". Paragraph 0851 - 0853. . Retrieved 2014/10/16.