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tert-Butyl 3-bromopropylcarbamate

Product Name
tert-Butyl 3-bromopropylcarbamate
CAS No.
83948-53-2
Chemical Name
tert-Butyl 3-bromopropylcarbamate
Synonyms
3-(BOC-AMINO)PROPYL BROMIDE;(3-BROMO-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL N-(3-BROMOPROPYL)CARBAMATE;N-BOC-3-BROMOPROPYLAMINE;N-Boc 3-broMopropan-1-aMine;N-boc-3-aminopropyl bromide;3-(BOC-amino)propyl bromide,95%;TERT-BUTYL 3-BROMOPROPYLCARBAMATE;3-(Boc-amino)propyl bromide >=96.0% (GC);N-(TERT-BUTOXYCARBONYL)-3-BROMOPROPYLAMINE
CBNumber
CB2139373
Molecular Formula
C8H16BrNO2
Formula Weight
238.12
MOL File
83948-53-2.mol
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tert-Butyl 3-bromopropylcarbamate Property

Melting point:
37-39 °C
Boiling point:
285.3±23.0 °C(Predicted)
Density 
1.279±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Sparingly), Methanol (Slightly)
pka
12.48±0.46(Predicted)
form 
Low Melting Solid
color 
White
BRN 
4176344
InChI
InChI=1S/C8H16BrNO2/c1-8(2,3)12-7(11)10-6-4-5-9/h4-6H2,1-3H3,(H,10,11)
InChIKey
IOKGWQZQCNXXLD-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)NCCCBr
CAS DataBase Reference
83948-53-2
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-24/25
WGK Germany 
3
10-21
HS Code 
29241990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
17356
Product name
3-(Boc-amino)propyl bromide
Purity
≥96.0% (GC)
Packaging
500mg
Price
$141
Updated
2025/07/31
Sigma-Aldrich
Product number
17356
Product name
3-(Boc-amino)propyl bromide
Purity
≥96.0% (GC)
Packaging
2.5g
Price
$459
Updated
2025/07/31
TCI Chemical
Product number
B2234
Product name
3-(tert-Butoxycarbonylamino)propyl Bromide
Purity
>98.0%(T)
Packaging
1g
Price
$184
Updated
2025/07/31
TCI Chemical
Product number
B2234
Product name
3-(tert-Butoxycarbonylamino)propyl Bromide
Purity
>98.0%(T)
Packaging
5g
Price
$615
Updated
2025/07/31
TRC
Product number
B690905
Product name
N-tert-Butoxycarbonyl-3-bromopropylamine
Packaging
10g
Price
$1190
Updated
2021/12/16
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tert-Butyl 3-bromopropylcarbamate Chemical Properties,Usage,Production

Chemical Properties

White low melting solid

Uses

3-(Boc-amino)propyl bromide can be used as an alkylating reagent for the synthesis of:

  • Benzydamine analogs to be used as activators for soluble guanylate cyclase.
  • N-substituted chromenotriazolopyrimidine, human murine double minute 2 (MDM2) inhibitor.
  • Protected amines from piperidine derivatives to be further used for synthesis of sulfonamide series.

It can also be used for the post-polymerization quaternization of polymers to synthesize functional cationic polymers and antimicrobial agents.

reaction suitability

reagent type: cross-linking reagent

Synthesis

24424-99-5

5003-71-4

83948-53-2

The general procedure for the synthesis of N-Boc-3-aminopropyl bromide from di-tert-butyl dicarbonate and 3-bromopropylamine hydrobromide is as follows: refer to Example 4, Synthesis of Boc-Aminopropyl Bromide: 1.222 g (5.58 mmol) of 3-bromopropylamine hydrobromide was dissolved in 20 mL of dichloromethane to which was added under cooling in an ice bath 0.778 mL (5.58 mmol) of triethylamine and 50 mL of dichloromethane. A solution of 1.214 g (5.56 mmol) of di-tert-butyl dicarbonate (Boc2O) was added slowly and dropwise over a period of 10 min, followed by stirring of the reaction mixture. After continued stirring at room temperature for 50 min, ethyl acetate was added to the reaction system and the organic phase was washed sequentially with 5% aqueous citric acid, water and saturated saline. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent to give 1.304 g of N-Boc-3-aminopropyl bromide in 98% yield. The structure of the product was confirmed by 1H-NMR. 1H-NMR (500 MHz, CDCl3) δ (ppm) = 1.44 (9H, s, Boc group), 2.05 (2H, quintet, -NHCH2CH2CH2Br), 3.28 (2H, quartet, -NHCH2CH2CH2Br), 3.44 ( 2H, triplet, -NHCH2CH2CH2Br), 4.64 (1H, s, NH).

References

[1] Patent: EP1710257, 2006, A1
[2] Chemical Communications, 2013, vol. 49, # 51, p. 5784 - 5786
[3] Patent: EP3363463, 2018, A2. Location in patent: Paragraph 0170
[4] Patent: WO2003/99858, 2003, A1. Location in patent: Page 37
[5] Journal of Organic Chemistry, 2003, vol. 68, # 26, p. 10058 - 10066

tert-Butyl 3-bromopropylcarbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-Butyl 3-bromopropylcarbamate Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
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View Lastest Price from tert-Butyl 3-bromopropylcarbamate manufacturers

Sach biotech Co.,Ltd
Product
tert-Butyl 3-bromopropylcarbamate 83948-53-2
Price
US $213.00-198.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
5mt
Release date
2025-06-08
Henan Aochuang Chemical Co.,Ltd.
Product
tert-Butyl 3-bromopropylcarbamate 83948-53-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
Jiangsu Nata Opto-electronic Material Co.,Ltd.
Product
3-(Boc-amino)propylBromide 83948-53-2
Price
US $0.00/KG
Min. Order
0.1KG
Purity
98%
Supply Ability
100kg
Release date
2023-05-25

83948-53-2, tert-Butyl 3-bromopropylcarbamateRelated Search:


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