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
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
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-24/25
- WGK Germany
- 3
- F
- 10-21
- HS Code
- 29241990
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.
N-Bromosuccinimide Price
- Product number
- 17356
- Product name
- 3-(Boc-amino)propyl bromide
- Purity
- ≥96.0% (GC)
- Packaging
- 500mg
- Price
- $141
- Updated
- 2025/07/31
- Product number
- 17356
- Product name
- 3-(Boc-amino)propyl bromide
- Purity
- ≥96.0% (GC)
- Packaging
- 2.5g
- Price
- $459
- Updated
- 2025/07/31
- Product number
- B2234
- Product name
- 3-(tert-Butoxycarbonylamino)propyl Bromide
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $184
- Updated
- 2025/07/31
- Product number
- B2234
- Product name
- 3-(tert-Butoxycarbonylamino)propyl Bromide
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $615
- Updated
- 2025/07/31
- Product number
- B690905
- Product name
- N-tert-Butoxycarbonyl-3-bromopropylamine
- Packaging
- 10g
- Price
- $1190
- Updated
- 2021/12/16
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
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View Lastest Price from tert-Butyl 3-bromopropylcarbamate manufacturers
- 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
- 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
- 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