(S)-1-(3-bromophenyl)ethanamine

Base Information

• Chemical Name: (S)-1-(3-bromophenyl)ethanamine
• CAS No.: 139305-96-7
• Molecular Formula: C₈H₁₀BrN
• Molecular Weight: 200.078
• Hs Code.: 2921499090
• European Community (EC) Number: 663-041-9
• DSSTox Substance ID: DTXSID50433283
• Nikkaji Number: J1.900.412K
• Wikidata: Q72449428
• ChEMBL ID: CHEMBL4974447
• Mol file: 139305-96-7.mol

Synonyms:(S)-1-(3-bromophenyl)ethanamine;139305-96-7;(1S)-1-(3-bromophenyl)ethanamine;(S)-1-(3-Bromophenyl)ethylamine;(S)-1-(3-bromophenyl)ethan-1-amine;(1S)-1-(3-BROMOPHENYL)ETHAN-1-AMINE;MFCD00671638;SCHEMBL842088;CHEMBL4974447;DTXSID50433283;LIBZHYLTOAGURM-LURJTMIESA-N;BCP09419;CS-B0179;(s)-[1-(3-bromophenyl)]ethylamine;(S)-alpha-Methyl-3-bromobenzylamine;AM9140;(S)-1-(3-bromo-phenyl)-ethylamine;(s)-(-)-3-bromo a-methylbenzylamine;AKOS016843035;AC-2287;DS-2275;(S)-(-)-3-bromo-alpha-methylbenzylamine;(S)-1-(3-Bromophenyl)ethylamine, ChiPros?;EN300-87748;Benzenemethanamine, 3-bromo-alpha-methyl-, (alphaS)-;(S)-3-Bromo-alpha-methylbenzylamine, Chipros(R), produced by BASF, >=99.0%

Chemical Property of (S)-1-(3-bromophenyl)ethanamine

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 248.915 °C at 760 mmHg
• PKA: 8.73±0.10(Predicted)
• Flash Point: 104.341 °C
• PSA: 26.02000
• Density: 1.401 g/cm³
• LogP: 3.16910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Water Solubility.: Immiscible with water.
• 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

(S)-(-)-3-Bromo-α-methylbenzylamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: C,N
• Statements: 36/37/38-51/53-34-22
• Safety Statements: 26-36/37/39-61-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)Br)N
• Isomeric SMILES: C[C@@H](C1=CC(=CC=C1)Br)N
• Uses: (S)-1-(3-Bromophenyl)ethylamine is involved in the Ullmann coupling reaction with N-H containing heteroarenes using copper iodide as a catalyst.

Technology Process of (S)-1-(3-bromophenyl)ethanamine

There total 19 articles about (S)-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: 92.0%

ethyl 2-methoxyacetate (3938-96-3) + 1-(3-bromophenyl)ethanamine (74877-08-0) → C11H14BrNO2 + (S)-1-(3-bromophenyl)ethanamine (74877-08-0,139305-96-7)

Guidance literature:

With Novozym 435; In various solvent(s); at 35 ℃; for 42h;

DOI:10.1016/j.tetasy.2007.05.039

Reference yield: 62.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → (S)-1-(3-bromophenyl)ethanamine (74877-08-0,139305-96-7)

Guidance literature:

With pyridoxal 5'-phosphate; isopropylamine; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=7.5; Reagent/catalyst; Enzymatic reaction;

DOI:10.1021/op4003104

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

upstream raw materials:

1-((S)-1-Azido-ethyl)-3-bromo-benzene

N-[(S)-1-(3-Bromo-phenyl)-ethyl]-oxalamic acid octyl ester

(S)-Ethyl lactate

1-(3-bromophenyl)ethanamine

Downstream raw materials:

[(S)-1-(phenyl 3-boronic acid)-ethyl]-carbamic acid tert-butyl ester

{1-[3-(3-dimethylamino-pyrrolidin-1-yl)-phenyl]-ethyl}-carbamic acid tert-butyl ester

{1-[3-(1-amino-ethyl)-phenyl]-pyrrolidin-3-yl}-dimethyl-amine

(S)-2-phenyl-cyclopropanecarboxylic acid [1-(3-pyridin-3-yl-phenyl)-ethyl]-amide

Refernces

• 1、 Slabu, Iustina,Galman, James L.,Iglesias, Cesar,Weise, Nicholas J.,Lloyd, Richard C.,Turner, Nicholas J.. "n-Butylamine as an alternative amine donor for the stereoselective biocatalytic transamination of ketones". . p. 96 - 101. Retrieved 2017/09/30.
• 2、 -. "PROCESS FOR THE PREPARATION OF CHIRAL AMINES FROM PROCHIRAL KETONES". Page/Page column 5; 6; 7. . Retrieved 2015/12/11.