(S)-(-)-1-(4-Bromophenyl)ethylamine

Base Information

• Chemical Name: (S)-(-)-1-(4-Bromophenyl)ethylamine
• CAS No.: 27298-97-1
• Molecular Formula: C8H10BrN
• Molecular Weight: 200.078
• Hs Code.: 29214990
• DSSTox Substance ID: DTXSID501280072
• Nikkaji Number: J56.877E
• Mol file: 27298-97-1.mol

Synonyms:27298-97-1;(S)-(-)-1-(4-Bromophenyl)ethylamine;(S)-1-(4-bromophenyl)ethanamine;(S)-(-)-4-Bromo-alpha-phenylethylamine;(1S)-1-(4-bromophenyl)ethanamine;(S)-1-(4-Bromophenyl)ethylamine;(S)-1-(4-Bromophenyl)-ethylamine;(S)-1-(4-Bromo-phenyl)-ethylamine;(S)-(-)-1-(4-bromo-phenyl)-ethylamine;MFCD00066026;C8H10BrN;(S)-1-(4-Bromopheny)ethylamine;(-)-1-(4-Bromophenyl)ethylamine;(1S)-1-(4-bromophenyl)ethan-1-amine;SCHEMBL116807;DTXSID501280072;BCP07969;CS-B0690;(1S)-1-(4-bromophenyl)ethylamine;(S)-1-(4-bromophenyl)-ethanamine;(S)-1-(4-bromophenyl)ethyl amine;(S)-(-)-4-Bromo--phenylethylamine;(S)-1-(4-bromophenyl)-ethyl amine;AKOS015835635;(S)-1-(4-bromo-phenyl)-ethyl amine;[(1S)-1-(4-bromophenyl)ethyl]amine;AC-9522;(1S)-(-)-1-(4-Bromophenyl)ethylamine;AS-18254;BP-12315;(S)-(-)-4-Bromo-alpha-methylbenzylamine;AM20060586;B3674;(alphaS)-4-Bromo-alpha-methylbenzenemethanamine;EN300-112622;(S)-(-)-1-(4-Bromophenyl)ethylamine, 98%, ee 98%;(S)-(-)-4-Bromo-|A inverted exclamation mark-phenylethylamine;(S)-(-)-1-(4-Bromophenyl)ethylamine, >=98.0% (sum of enantiomers, GC);(S)-(-)-1-(4-Bromophenyl)ethylamine, ChiPros(R), produced by BASF, 99%

Chemical Property of (S)-(-)-1-(4-Bromophenyl)ethylamine

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0134mmHg at 25°C
• Melting Point: - 25 °C
• Refractive Index: n20/D 1.566
• Boiling Point: 258.9 °C at 760 mmHg
• PKA: 8.82±0.10(Predicted)
• Flash Point: 110.4 °C
• Density: 1.371 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 198.99966
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

99%, ^*data from raw suppliers

(S)-(-)-1-(4-Bromophenyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,N
• Statements: 34-51/53-43-20/22
• Safety Statements: 26-28-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)Br)N
• Isomeric SMILES: C[C@@H](C1=CC=C(C=C1)Br)N
• Uses: (S)-(-)-1-(4-Bromophenyl)ethylamine is utilized as an important raw material in organic synthesis. It also serves as an intermediate in organic synthesis and pharmaceuticals and agrochemicals. (S)-(-)-1-(4-Bromophenyl)ethylamine may be used in the synthesis of (S)-1-(1-(4-bromophenyl) ethyl)-2-cyano-3-(quinoline-5-yl) guanidine, which is an intermediate to prepare a potent and selective antagonist and radioligand for rat P2X7 receptors.

Technology Process of (S)-(-)-1-(4-Bromophenyl)ethylamine

There total 36 articles about (S)-(-)-1-(4-Bromophenyl)ethylamine 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: 89.1%

(R)-1-phenyl-ethyl-amine (3886-69-9) → (R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0)

Guidance literature:

(R)-1-phenyl-ethyl-amine; With aluminum (III) chloride; In dichloromethane; at 5 ℃; for 0.5h;

With bromine; In dichloromethane; at -5 - 0 ℃; for 4h; Reagent/catalyst;

Reference yield: 88.0%

para-bromoacetophenone (99-90-1) → (R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0)

Guidance literature:

With Ru⁽²⁺⁾*2C₂H₃O₂^(1-)*C₇₇H₁₀₈O₆P₂; hydrogen; sodium acetate; In 2,2,2-trifluoroethanol; at 100 ℃; for 24h; under 42754.3 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/jacs.7b12898

Reference yield: 78.3%

1-(4-bromophenyl)ethylamine (24358-62-1) → (R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0) + (S)-1-(4-bromophenyl)ethylamine (27298-97-1)

Guidance literature:

With 6-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranosyl) hydrogen phthalate; In isopropyl alcohol; Heating;

DOI:10.1016/j.tetasy.2003.12.038

upstream raw materials:

(2R,1'R)-2-<<1'-(4-bromophenyl)ethyl>amino>-2-phenylethanol

para-bromoacetophenone

1-(4-bromophenyl)ethylamine

(R)-N-(1-(4-bromophenyl)ethyl)-2,2,2-trifluoroacetamide

Downstream raw materials:

(S)-N-(1-(4-bromophenyl)ethyl)acetamide

Refernces

• 1、 Tan, Xuefeng,Gao, Shuang,Zeng, Weijun,Xin, Shan,Yin, Qin,Zhang, Xumu. "Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2". supporting information. p. 2024 - 2027. Retrieved 2018/02/19.
• 2、 Herter, Susanne,Medina, Florian,Wagschal, Simon,Benha?m, Cyril,Leipold, Friedemann,Turner, Nicholas J.. "Mapping the substrate scope of monoamine oxidase (MAO-N) as a synthetic tool for the enantioselective synthesis of chiral amines". . p. 1338 - 1346. Retrieved 2017/10/06.