N-hydroxysuccinimide

A chemical substance

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synonym HOSU (HOSU) generally refers to N-hydroxysuccinimide

This entry is made by Compilation and application of scientific encyclopedia entries of "Science Popularization China" to examine.

N-hydroxysuccinimide, white to almost white crystal, used for synthesis of amino acid protector and semi synthesis Kanamycin And pharmaceutical intermediates.

Chinese name: N-hydroxysuccinimide
Foreign name: N-Hydroxy succinimide
Alias: N-hydroxysuccinimide 、 Hydroxysuccinimide
chemical formula: C4H5NO3
molecular weight: one hundred and fifteen point zero eight seven four
CAS login number: 6066-82-6

EINECS login number: 228-001-3
Melting point: 93~95℃
Boiling point: 262.44 ℃
Water solubility: soluble
Density: 1.65 g/cm³
Flash point: 112.52 ℃

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Chinese name	N-hydroxysuccinimide
English name	N-Hydroxy succinimide
Chinese alias	N-hydroxysuccinimide; Hydroxysuccinimide; N-hydroxysuccinimide
English alias	1-Hydroxy-2,5-pyrrolidinedione; N-Hydroxysuccinimide (HOSu); N-Hydroxysuccinimide; NHS; HONSU; 1-Hydroxysuccinimide; 5-Pyrrolidinedione,1-hydroxy-2
CAS No	6066-82-6
EINECS No	228-001-3
Molecular formula	C four H five NO three
molecular weight	one hundred and fifteen point zero nine
InChI	InChI=1/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
melting point	93~95℃
Water solubility	soluble
appearance	White to off white crystal
purpose	Used to synthesize amino acid protectors, semi synthetic kanamycin and pharmaceutical intermediates
upper reaches	Succinic anhydride 、 Hydroxylamine hydrochloride

Related category: Peptide coupling agents; Medical Intermediates; Pharmaceutical intermediates; Heterocycles;Other Reagents;Miscellaneous Reagents;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis); N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Succinimides;Peptide Synthesis;Synthetic Organic Chemistry;Coupling ReagentsSynthetic Reagents;Coupling;Others;Supported Reagents;Supported Synthesis;APIS; Nitrogen compounds; intermediate; Chemical biology; Condensation reagent; Zero-Length Crosslinker; amino acid; heteroXlink; Protective amino acid; amide

Product use

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It is used to synthesize amino acid protectors, semi synthetic kanamycin and pharmaceutical intermediates.

Production method

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100g (1.0mol) Succinic anhydride And 70g (1.0mol) Hydroxylamine hydrochloride Heat together to keep the reaction system under negative pressure to extract the generated volatile matter, rapidly heat it to above 125 ℃, and slowly rise to 160 ℃ after 1h. Stop heating. When the temperature drops to 125 ℃, pour the liquid reactant into 400mL ether and stir vigorously. After the product is cured, the ether layer is poured out, the solidified product is heated with 400mL butanol until boiling, hot filtered, and the filtrate is rapidly cooled to 0 ℃. After 1h, filter, wash the crystallization with butanol and ether in turn, recrystallize the crude product with ethyl acetate to obtain 50g of finished product in 44% yield.

security information

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Dangerous goods sign Xi

Hazard Category Code 36/37/38

Safety instructions 22-24/25-26-36

WGK Germany 3

Hazard Note Irritant

Customs code 29251995

Numbering system

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CAS No.: 6066-82-6

MDL No.: MFCD00005516

EINECS No.: 228-001-3

BRN No.: one hundred and thirteen thousand nine hundred and thirteen

PubChem No.: twenty-four million eight hundred and eighty thousand two hundred and one^[1]

Physical property data

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Character: white crystal

Density (g/mL, 25 ℃): undetermined

Relative vapor density (g/mL, air=1): not determined

Melting point (℃): 93~95

Boiling point (℃, normal pressure): undetermined

Boiling point (℃, 5.2kPa): undetermined

Refractive index: undetermined

Flash point (comfort): undetermined

Specific rotation (º): undetermined

Self ignition point or ignition temperature (℃): undetermined

Vapor pressure (kPa, 25 ℃): undetermined

Saturated vapor pressure (kPa, 60 ℃): undetermined

Combustion heat (kJ/mol): undetermined

Critical temperature (℃): undetermined

Critical pressure (kPa): undetermined

Logarithmic value of oil-water (octanol/water) partition coefficient: undetermined

Upper explosive limit (%, V/V): undetermined

Lower explosive limit (%, V/V): undetermined

Solubility: soluble in water^[1]

Ecological data

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Generally, it is not harmful to water. Do not discharge materials into the surrounding environment without government permission.^[1]

Molecular structure data

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Molar refractive index: 23.86

Molar volume (cm three /mol）：69.7

Isotonic specific volume (90.2K): 214.2

Surface tension (dyne/cm): 88.9

Polarization (10 -24 cm three ）：9.46^[1]

Calculate chemical data

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Reference value for drainage parameter calculation (XlogP): None

Number of hydrogen bond donors: 1

Number of hydrogen bond receptors: 3

Number of rotatable chemical bonds: 0

Number of tautomers: 3

Topological molecular polar surface area 57.6

Number of heavy atoms: 8

Surface charge: 0

Complexity: 126

Number of isotope atoms: 0

Determine the number of atomic structure centers: 0

Number of uncertain atomic structure centers: 0

Determine the number of chemical bond structure centers: 0

Number of uncertain chemical bond structure centers: 0

Number of covalent bond units: 1^[1]

Properties and stability

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Stable under normal temperature and pressure, white crystal.^[1]

Storage method

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2~8 ℃, dark, cool and dry, sealed^[1]

application

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It is used to synthesize amino acid protectors, semi synthetic kanamycin and pharmaceutical intermediates;

As an intermediate of semi synthetic antibiotics;

Pharmaceutical intermediate for the production of semi synthetic kanamycin;

It is used to synthesize amino acid protectors and pharmaceutical intermediates.

Safety terminology

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S22Do not breathe dust.

Do not breathe dust.

S24/25 Avoid contact with skin and eyes.

Avoid contact with skin and eyes.

S26In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In case of contact with eyes, please immediately flush with plenty of water and seek medical advice.

S36Wear suitable protective clothing.

Wear appropriate protective clothing.

Dangerous terms

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R36/37/38Irritating to eyes, respiratory system and skin

Irritating to eyes, respiratory system and skin.

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