3,4-Dichlorobenzylamine

Base Information

• Chemical Name: 3,4-Dichlorobenzylamine
• CAS No.: 102-49-8
• Molecular Formula: C7H7Cl2N
• Molecular Weight: 176.045
• Hs Code.: 29214990
• European Community (EC) Number: 203-035-1
• NSC Number: 25065
• DSSTox Substance ID: DTXSID9059254
• Nikkaji Number: J149.837A
• Wikidata: Q72465603
• ChEMBL ID: CHEMBL276152
• Mol file: 102-49-8.mol

Synonyms:3,4-Dichlorobenzylamine;102-49-8;(3,4-Dichlorophenyl)methanamine;Benzenemethanamine, 3,4-dichloro-;3,4-Dichloro-benzylamine;Benzylamine, 3,4-dichloro-;EINECS 203-035-1;MFCD00008114;NSC 25065;(3,4-dichlorophenyl)methylamine;3,4-dichlorobenzenemethanamine;1-(3,4-dichlorophenyl)methanamine;NSC25065;3,4-dichlorbenzylamin;3,4-dichlorobezylamine;3,4 dichlorobenzylamine;3,4 dichloro-benzylamine;3,4-dichlorobenzyl-amine;3,4 diChloro benzylamine;(3,4-dichlorobenzyl)amine;Integrase inhibitor, R1{1};SCHEMBL112200;CHEMBL276152;3,4-Dichlorobenzylamine, 95%;DTXSID9059254;BDBM93339;[(3,4-dichlorophenyl)methyl]amine;(3,4-Dichlorophenyl)methanamine #;STR01748;NSC-25065;AKOS000127166;AM82799;CS-W017422;SY004246;D2451;FT-0614242;EN300-248977;J-000701

Chemical Property of 3,4-Dichlorobenzylamine

Chemical Property:

• Appearance/Colour: Colorless to yellow clear liquid
• Vapor Pressure: 0.0178mmHg at 25°C
• Melting Point: 32oC
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 253.9 °C at 760 mmHg
• PKA: 8.56±0.10(Predicted)
• Flash Point: 107.3 °C
• PSA: 26.02000
• Density: 1.32 g/cm³
• LogP: 3.15240
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.9955546
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

(3,4-Dichlorophenyl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CN)Cl)Cl
• Uses: 3,4-Dichlorobenzylamine is a benzylamine compound. Benzylamines are a class of small-molecule compounds with simple structures, widely present in the biological world, with extremely important physiological and pharmacological activities, and are widely used in the research and development of antibacterial drugs. For example, the antifungal drugs terbinafine and butenafine all have the structure of benzylamine.

Technology Process of 3,4-Dichlorobenzylamine

There total 10 articles about 3,4-Dichlorobenzylamine 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: 96.0%

3,4-dichloro-benzonitrile (6574-99-8) → 3,4-dichlorobenzyl amine (102-49-8)

Guidance literature:

With sodium tetrahydroborate; In water; at 95 ℃; for 1h; chemoselective reaction;

DOI:10.1002/aoc.3975

Reference yield: 90.0%

3,4-dichlorobenzaldehyde (6287-38-3) → 3,4-dichlorobenzyl amine (102-49-8)

Guidance literature:

With ammonia; hydrogen; In tert-butyl alcohol; at 120 ℃; for 15h;

DOI:10.1126/science.aan6245

Reference yield: 89.0%

4-(azidomethyl)-1,2-dichlorobenzene (99613-63-5) → 3,4-dichlorobenzyl amine (102-49-8)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 25 ℃; for 6h; Inert atmosphere;

upstream raw materials:

2-(3,4-dichlorobenzyl)isoindoline-1,3-dione

ammonium formate

3,4-dichlorobenzaldehyde

3,4-dichlorobenzaldehyde oxime

Downstream raw materials:

(2-ethoxy-ethyl)-(3,4-dichloro-benzyl)-amine

1,3-bis-(3,4-dichloro-benzyl)-thiourea

N-(3,4-dichloro-benzyl)-β-alanine nitrile

3-chloro-propionic acid-(3,4-dichloro-benzylamide)

Refernces

Total synthesis of (-)-virginiamycin m₂: Application of crotylsilanes accessed by enantioselective Rh(II) or Cu(I) promoted carbenoid Si-H insertion

10.1021/jo202119p

The research focuses on the stereoselective synthesis of the antibiotic (?)-virginiamycin M2. The study aims to develop an efficient and enantioselective synthesis of this complex antibiotic, which is part of the group A virginiamycins known for their potent antibiotic activity against various resistant bacterial strains. The researchers employed a convergent strategy involving a series of key steps, including the use of chiral silane reagents prepared through Rh(II)- or Cu(I)-catalyzed carbenoid Si?H insertion to introduce the desired olefin geometry and stereocenters. They also utilized a modified Negishi cross-coupling or titanium-mediated alkyne?alkyne reductive coupling to assemble the trisubstituted (E,E)-diene and employed a SmI2-mediated macrocyclization to construct the 23-membered macrocycle scaffold. The synthesis was completed with a final deprotection step to reveal (?)-virginiamycin M2. The study concludes that the developed synthetic route is highly convergent, achieving the total synthesis in 19 steps with a longest linear sequence of 10 steps, and offers a modular approach that could facilitate the design and synthesis of analogues for further exploration of the biological potential of group A virginiamycins.