6-(BOC-AMINO)-HEXYL BROMIDE

Product Name: 6-(BOC-AMINO)-HEXYL BROMIDE
CAS No.: 142356-33-0
Chemical Name: 6-(BOC-AMINO)-HEXYL BROMIDE
Synonyms: Boc-NH-C6-Br;N-Boc-6-BroMohexylaMin;N-BOC-6-BROMO-HEXYLAMINE;ert-Butyl(6-bromohexyl)carbamate;tert-butyl 6-broMohexylcarbaMate;N-Boc-6-Bromohexylamine≥ 95% (NMR);6-(Boc-amino)hexyl bromide >=97.0% (GC);N-(tert-Butoxycarbonyl)-6-broMohexylaMine;6-(N-t-butyloxycarbonylamino)hexyl bromide;(6-Bromo-hexyl)-carbamic acid tert-butyl ester
CBNumber: CB4497136
Molecular Formula: C11H22BrNO2
Formula Weight: 280.2
MOL File: 142356-33-0.mol

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6-(BOC-AMINO)-HEXYL BROMIDE Property

Boiling point:: 340.1±25.0 °C(Predicted)
Density: 1.192 g/mL at 20 °C(lit.)
refractive index: n20/D 1.473
storage temp.: Inert atmosphere,2-8°C
solubility: Chloroform (Sparingly), Ethyl Acetate (Sparingly), Methanol (Slightly)
pka: 12.91±0.46(Predicted)
form: liquid
color: Colourless to light yellow
InChI: InChI=1S/C11H22BrNO2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8-12/h4-9H2,1-3H3,(H,13,14)
InChIKey: NXQXVXILNVTMNA-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)NCCCCCCBr

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Safety

Hazard Codes: Xi,N
Risk Statements: 41-52/53
Safety Statements: 26-39-61
RIDADR: UN 3082 9/PG 3
WGK Germany: 3
F: 10-21
HS Code: 2924190090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 89171
Product name: 6-(Boc-amino)hexyl bromide
Purity: ≥97.0%(GC)
Packaging: 2.5g
Price: $534
Updated: 2025/07/31

Usbiological

Product number: 262883
Product name: N-Boc-6-bromohexylamine
Packaging: 100mg
Price: $389
Updated: 2021/12/16

TRC

Product number: B643600
Product name: N-Boc-6-bromohexylamine
Packaging: 2.5g
Price: $990
Updated: 2021/12/16

TRC

Product number: B643600
Product name: N-Boc-6-bromohexylamine
Packaging: 250mg
Price: $130
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB18899
Product name: N-Boc-6-bromohexylamine
Packaging: 1g
Price: $170
Updated: 2021/12/16

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6-(BOC-AMINO)-HEXYL BROMIDE Chemical Properties,Usage,Production

Chemical Properties

6-(BOC-AMINO)-HEXYL BROMIDE is Colourless Liquid

Uses

6-(BOC-AMINO)-HEXYL BROMIDE is an intermediate used in the synthesis of fluorescent indicators and various inhibitors

reaction suitability

reagent type: cross-linking reagent

Synthesis

75937-12-1

142356-33-0

Synthesis of N-BOC-6-bromohexylamine from 6-(BOC-amino)-1-hexanol General procedure: To 6-(BOC-amino)-1-hexanol (0.500 g, 2.82 mmol, 1 eq.) dissolved in a 1:1 dioxane/water mixture (12 mL) was added K2CO3 (1.870 g, 13.56 mmol, 4 eq.) and stirred for 10 min at room temperature. stirred for 10 minutes at room temperature. Subsequently, di-tert-butyl dicarbonate (0.7 mL, 3.39 mmol, 1.2 eq.) was added to the mixture and stirring was continued overnight. After completion of the reaction, the reaction mixture was diluted with EtOAc (12 mL) and the organic layer was separated. The organic layer was sequentially washed with 10% HCl (2 x 10 mL), dried with MgSO4 and then concentrated in vacuum. The product 0.570 g (2.62 mmol, 93% yield) was obtained, which could be used in the next step without further purification. Thin layer chromatography (TLC) showed an Rf value of 0.50 (silica gel, 60% EtOAc/Hex).1H NMR (400 MHz, CDCl3) δ: 4.51 (br s, 1H), 3.61 (t, J = 6.5 Hz, 2H), 3.09 (t, J = 6.7 Hz, 2H), 1.42 (s, 9H), 1.55-1.30 ( m, 8H) ppm.13C NMR (100 MHz, CDCl3) δ: 156.1, 79.0, 62.7, 40.4, 32.6, 30.1, 28.4, 26.4, 25.3 ppm.The NMR spectra were in agreement with the literature report [41]. Next, CBr4 (0.920 g, 2.76 mmol, 1 eq.) and PPh3 (0.720 g, 2.76 mmol, 1 eq.) were added to 6-(tert-butoxycarbonylamino)hexan-1-ol (0.600 g, 2.76 mmol, 1 eq.) dissolved in anhydrous dichloromethane (14 mL) and the reaction was carried out at 0 °C. The reaction mixture was slowly warmed up to room temperature over 2 hours. Upon completion of the reaction, the mixture was concentrated in vacuum and purified by column chromatography to afford the product 0.696 g (2.48 mmol, 90% yield). Thin layer chromatography (TLC) showed an Rf value of 0.57 (silica gel, 20% EtOAc/Hex).1H NMR (400 MHz, CDCl3) δ: 4.48 (br s, 1H), 3.66 (t, J = 6.8 Hz, 2H), 3.09 (t, J = 6.5 Hz, 2H), 1.88-1.82 (m, 2H), 1.47 ( s, 9H), 1.54-1.18 (m, 6H) ppm. 13C NMR (100 MHz, CDCl3) δ: 156.1, 62.9, 51.1, 32.8, 28.5, 26.4, 25.4 ppm. the NMR spectra were in agreement with the literature reports [42].

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References

[1] Helvetica Chimica Acta, 1993, vol. 76, # 2, p. 884 - 892
[2] Biochimica et Biophysica Acta - General Subjects, 2016, vol. 1860, # 3, p. 486 - 497
[3] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 5, p. 510 - 515
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 18, p. 4033 - 4036
[5] Patent: WO2015/77503, 2015, A1. Location in patent: Paragraph 00400

6-(BOC-AMINO)-HEXYL BROMIDE Preparation Products And Raw materials

Raw materials

Acetonitrile Di-tert-butyl dicarbonate 6-Amino-1-hexanol Carbon tetrabromide Triphenylphosphine

Preparation Products

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6-(BOC-AMINO)-HEXYL BROMIDE Suppliers

Canada 1 China 147 India 2 Switzerland 1 United Kingdom 2 United States 17 Global 170

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View Lastest Price from 6-(BOC-AMINO)-HEXYL BROMIDE manufacturers

Career Henan Chemical Co

Product: 6-(BOC-AMINO)-HEXYL BROMIDE 142356-33-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2020-01-03

142356-33-0, 6-(BOC-AMINO)-HEXYL BROMIDERelated Search:

2-Bromoethylamine hydrobromide Pinaverium bromide Dimercaptodimethylammonium bromide Cimetropium bromide Glycopyrrolate Tiotropium bromide Hexylamine TERT-BUTYL 3-(2-BROMOETHYL)PIPERIDINE-1-CARBOXYLATE 1-BOC-2-BROMOMETHYLPIPERIDINE 6-(BOC-AMINO)-HEXYL BROMIDE ANTI-N-BOC-7-BROMO-2-AZABICYCLO[2.2.1]HEPTANE

Boc-NH-C6-Br

6-(Boc-amino)hexyl bromide >=97.0% (GC)

N-Boc-6-Bromohexylamine≥ 95% (NMR)

N-Boc-6-BroMohexylaMin

tert-butyl 6-broMohexylcarbaMate

N-(6-BroMohexyl)carbaMic Acid 1,1-DiMethylethyl Ester

N-(tert-Butoxycarbonyl)-6-broMohexylaMine

(6-Bromo-hexyl)-carbamic acid tert-butyl ester

N-BOC-6-BROMO-HEXYLAMINE

Carbamic acid, N-(6-bromohexyl)-, 1,1-dimethylethyl ester

ert-Butyl(6-bromohexyl)carbamate

6-(N-t-butyloxycarbonylamino)hexyl bromide

142356-33-0

C11H22BrNO2

Aliphatics

Intermediates

Miscellaneous Reagents