1-(3-Bromophenyl)ethanamine

Base Information

• Chemical Name: 1-(3-Bromophenyl)ethanamine
• CAS No.: 176707-77-0
• Molecular Formula: C8H10 Br N
• Molecular Weight: 200.078
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID80938837
• Nikkaji Number: J2.743.685D
• Mol file: 176707-77-0.mol

Synonyms:1-(3-bromophenyl)ethanamine;74877-08-0;1-(3-bromophenyl)ethan-1-amine;MFCD07780647;MFCD00671637;MFCD00671638;(R)-1-(3-Bromo-phenyl)-ethylamine;1-(3-BROMO-PHENYL)-ETHYLAMINE;SCHEMBL749481;3-bromo-alpha-methylbenzylamine;[1-(3-bromophenyl)ethyl]amine;SCHEMBL14014456;DTXSID80938837;LIBZHYLTOAGURM-UHFFFAOYSA-N;CS-D1136;ZCA87708;(s)-3-bromo-alpha-methylbenzylamine;STK501574;AKOS000141365;AKOS016344121;FS-5718;MCULE-7496119122;SB34305;SB78211;SB78619;1-(3\'-BROMOPHENYL)ETHYLAMINE;1-(3-BROMOPHENYL)-1-ETHANAMINE;1-(3-Bromophenyl)ethanamine, AldrichCPR;AC-29435;SY023019;SY029286;SY110609;A3922;Benzenemethanamine, 3-bromo-.alpha.-methyl-;EN300-31282;A19133;2,3-DIPHENYL-QUINOXALINE-5-CARBOXYLICACID;Z239626864

Chemical Property of 1-(3-Bromophenyl)ethanamine

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Boiling Point: 96℃/4mm
• Flash Point: 96℃/4mm
• PSA: 26.02000
• Density: 1.401g/cm3
• LogP: 3.16910
• 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: 105

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Bromophenyl)ethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:
• Hazard Codes: C,N
• Statements: 34-51/53-43-22
• Safety Statements: 26-36/37/39-61-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Bromophenyl)ethanamine

There total 20 articles about 1-(3-Bromophenyl)ethanamine 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: 79.0%

(Z)-1-(3-bromophenyl) ethanone O-benzyloxime (1434603-05-0) → (R)-N-[1-(3-bromophenyl)ethyl] acetamide (176707-77-0)

Guidance literature:

With borane-THF; C₁₉H₂₃BNO₃^(1-)*H⁽¹⁺⁾; In tetrahydrofuran; 1,4-dioxane; at 0 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo400371x

Reference yield:

1-(3-Bromophenyl)ethanone (2142-63-4) + 1,4-diaminobutane (110-60-1) → 1-pyrroline (5724-81-2) + (S)-1-(3-bromophenyl)ethanamine (74877-08-0,139305-96-7) + (R)-N-[1-(3-bromophenyl)ethyl] acetamide (176707-77-0)

Guidance literature:

With spuC gene from Pseudomonas chlororaphis subsp. aureofaciens; In dimethyl sulfoxide; at 40 ℃; for 24h; pH=9; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6gc02102f

Reference yield:

bishydrochloride salt of cis-1,4-diamino-but-2-ene (87227-77-8,99240-70-7,114118-70-6,119874-79-2) + 1-(3-Bromophenyl)ethanone (2142-63-4) → pyrrole (109-97-7,30604-81-0) + (R)-N-[1-(3-bromophenyl)ethyl] acetamide (176707-77-0)

Guidance literature:

With transaminase ATA-033; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 48h; pH=7.5; Enzymatic reaction;

DOI:10.1002/adsc.201501066

upstream raw materials:

(S)-Ethyl lactate

1-(3-bromophenyl)ethanamine

ethyl 2-hydroxyacetate

oxalic acid diethyl ester

Refernces

• 1、 Galman, James L.,Slabu, Iustina,Weise, Nicholas J.,Iglesias, Cesar,Parmeggiani, Fabio,Lloyd, Richard C.,Turner, Nicholas J.. "Biocatalytic transamination with near-stoichiometric inexpensive amine donors mediated by bifunctional mono- and di-amine transaminases". supporting information. p. 361 - 366. Retrieved 2017/08/14.
• 2、 -. "PROCESS FOR THE PREPARATION OF CHIRAL AMINES FROM PROCHIRAL KETONES". Page/Page column 5; 6; 7. . Retrieved 2015/12/11.