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N-Hydroxysuccinimide

N-Hydroxysuccinimide structure

CAS No:
6066-82-6
Formula:
C4H5NO3
Chemical Name:
N-Hydroxysuccinimide
Synonyms:
2,5-Pyrrolidinedione,1-hydroxy-;Succinimide,N-hydroxy-;1-Hydroxy-2,5-pyrrolidinedione;N-Hydroxysuccinimide;Hydroxysuccinimide;1-Hydroxysuccinimide;N-Hydroxy-2,5-dioxopyrrolidine;NSC 74335;N-Hydroxypyrrolidine-2,5-dione;NHS
Categories:
Cosmetic Ingredient > Skin Conditioning

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Description

White to pale yellow

N-Hydroxysuccinimide Basic Attributes

Molecular Weight：

115.09

Exact Mass：

115.09

BRN：

113913

EC Number：

228-001-3

UNII：

MJE3791M4T

NSC Number：

74335

DSSTox ID：

DTXSID7064102

HScode：

29251995

Characteristics

PSA：

57.6

XLogP3：

-1.4

Appearance：

Clear yellow-brown to brown Liquid or Solid

Density：

1.6±0.1 g/cm3

Melting Point：

97-98 °C

Boiling Point：

262.4°C at 760 mmHg

Flash Point：

112.5±22.6 °C

Refractive Index：

1.600

Water Solubility：

H2O: soluble

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-26-36

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 69 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

N-hydroxysuccinimide

N-Hydroxysuccinimide Use and Manufacturing

Methods of Manufacturing

100g (1.0mol) of succinic anhydride and 70g (1.0mol) of hydroxylamine hydrochloride were heated together to keep the reaction system under negative pressure to remove the generated volatiles, quickly heated to above 125℃, and slowly raised to 160℃ after 1h. The heating was stopped, and when the temperature dropped to 125°C, the liquid reactant was poured into 400 ml of ether and stirred vigorously. After the product solidified, the ether layer was decanted. The cured product was heated to boiling with 400 ml of butanol, filtered hot, and the filtrate was quickly cooled to 0°C. After 1h, it was filtered, and the crystals were washed with butanol and ether in sequence. The resulting crude product was recrystallized with ethyl acetate to obtain 50g of finished product with a yield of 44%.

Uses

Additive used in the carbodiimide method for improved amidations and peptide couplings.

Manufacturing Info：

2,5-Pyrrolidinedione, 1-hydroxy-: ACTIVE

Computed Properties

Molecular Weight:115.09
XLogP3:-1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:115.026943022
Monoisotopic Mass:115.026943022
Topological Polar Surface Area:57.6
Heavy Atom Count:8
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Succinic anhydride

Glutaric acid

Diethyl succinate

Hydroxylamine hydrochloride

Acetic acid

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Guide of N-Hydroxysuccinimide

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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N-Hydroxysuccinimide

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