ChemicalBook > CAS DataBase List > N-Hydroxy-5-norbornene-2,3-dicarboximide

N-Hydroxy-5-norbornene-2,3-dicarboximide

Product Name
N-Hydroxy-5-norbornene-2,3-dicarboximide
CAS No.
21715-90-2
Chemical Name
N-Hydroxy-5-norbornene-2,3-dicarboximide
Synonyms
HONB;N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIC ACID IMIDE;2-Hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-Methanoisoindole-1,3(2H)-dione;N-Hydroxy-5-norborne;LABOTEST-BB LT00112336;Endo-N-Hydroxy-5-Norbornene-2,;N-Hydroxynorborna-5-ene-2,3-dicarbimide;N-Hydroxy-5-Norborene-2,3-Dicarboximide;N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE;N-Hydroxy-5-norbornene-2,4-dicarboximide
CBNumber
CB9121858
Molecular Formula
C9H9NO3
Formula Weight
179.17
MOL File
21715-90-2.mol
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N-Hydroxy-5-norbornene-2,3-dicarboximide Property

Melting point:
165-170 °C (lit.)
Boiling point:
311.69°C (rough estimate)
Density 
1.2822 (rough estimate)
refractive index 
1.5600 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in ethanol
pka
9.00±0.20(Predicted)
form 
Solid
color 
Off-White
BRN 
13540
CAS DataBase Reference
21715-90-2(CAS DataBase Reference)
EPA Substance Registry System
4,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy- (21715-90-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29280090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
226378
Product name
N-Hydroxy-5-norbornene-2,3-dicarboxylic acid imide
Purity
97%
Packaging
50g
Price
$203
Updated
2024/03/01
TCI Chemical
Product number
H0528
Product name
N-Hydroxy-5-norbornene-2,3-dicarboximide [for Peptide Synthesis]
Purity
>99.0%(T)
Packaging
25g
Price
$34
Updated
2024/03/01
TCI Chemical
Product number
H0528
Product name
N-Hydroxy-5-norbornene-2,3-dicarboximide [for Peptide Synthesis]
Purity
>99.0%(T)
Packaging
250g
Price
$185
Updated
2024/03/01
Alfa Aesar
Product number
A13205
Product name
endo-N-Hydroxy-5-norbornene-2,3-dicarboximide, 97%
Packaging
10g
Price
$33.65
Updated
2024/03/01
Alfa Aesar
Product number
A13205
Product name
endo-N-Hydroxy-5-norbornene-2,3-dicarboximide, 97%
Packaging
50g
Price
$125.65
Updated
2024/03/01
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N-Hydroxy-5-norbornene-2,3-dicarboximide Chemical Properties,Usage,Production

Description

N-Hydroxy-5-norbornene-2,3-dicarboximide (NHD) is a compound that has antiviral activity and is used to treat HIV infections. It inhibits the reverse transcriptase enzyme in the virus, which blocks the synthesis of viral DNA. The ferroelectric properties of NHD were first observed by observing changes in its melting point when mixed with water. This property makes it useful for diagnosis purposes. In animal studies, a dose of 5 mg/kg was found to be effective against cancer cells and the drug showed no toxicity in humans at doses up to 500 mg/day. The optimal reaction conditions for NHD are pH 6 and temperature 45 degrees Celsius.

Chemical Properties

white to off-white crystalline powder

Uses

Inhibits racemization in peptide synthesis using DCC as condensing agent.

Uses

N-Hydroxy-5-norbornene-2,3-dicarboximide(HONB) is used in solution-phase peptide synthesis. Used in the synthesis of enkephalin analogs.

Uses

It decreases racemization in peptide synthesis and inhibits formation of N-acylureas.

Purification Methods

Dissolve the imide in CHCl3, filter, evaporate and recrystallise from EtOAc. IR (nujol): max 1695, 1710 and 1770 (C=O), and 3100 (OH) cm-1. The O-acetyl derivative has m 113-114o (from EtOH) with IR bands at max 1730, 1770 and 1815 cm-1 only, and the O-benzoyl derivative has m 143-144o (from propan-2-ol or *C6H6). [Bauer & Miarka J Org Chem 24 1293 1959, Fujino et al. Chem Pharm Bull Jpn 22 1857 1974]. [Beilstein 21/10 V 188.]

N-Hydroxy-5-norbornene-2,3-dicarboximide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Hydroxy-5-norbornene-2,3-dicarboximide Suppliers

Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
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View Lastest Price from N-Hydroxy-5-norbornene-2,3-dicarboximide manufacturers

Puyang Huicheng Electronic Materials Co., Ltd.
Product
N-Hydroxy-5-norbornene-2,3-dicarboximide 21715-90-2
Price
US $0.00-0.00/G
Min. Order
1G
Purity
99.9%
Supply Ability
20ton
Release date
2023-02-27
Henan Aochuang Chemical Co.,Ltd.
Product
N-Hydroxy-5-norbornene-2,3-dicarboximide 21715-90-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-26
Shanxi Naipu Import and Export Co.,Ltd
Product
N-Hydroxy-5-norbornene-2,3-dicarboximide 21715-90-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000kg/month
Release date
2021-10-20

21715-90-2, N-Hydroxy-5-norbornene-2,3-dicarboximideRelated Search:


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  • 21715-90-2
  • 5C9H9NO3
  • Synthetic Reagents
  • Coupling
  • Coupling Reactions (Peptide Synthesis)
  • Peptide Synthesis
  • Condensation & Active Esterification
  • Active Esters/Additives
  • Coupling Reagent
  • Medical Intermediates
  • Biochemistry
  • Condensation & Active Esterification
  • Coupling Reactions (Peptide Synthesis)
  • Peptide Synthesis
  • Synthetic Organic Chemistry