ChemicalBook--->CAS DataBase List--->66-84-2

66-84-2

66-84-2 Structure

66-84-2 Structure
IdentificationMore
[Name]

D-Glucosamine hydrochloride
[CAS]

66-84-2
[Synonyms]

2-AMINO-2-DEOXY-D-GLUCOPYRANOSE HYDROCHLORIDE
2-AMINO-2-DEOXY-D-GLUCOSE HCL
2-AMINO-2-DEOXY-D-GLUCOSE HYDROCHLORIDE
2-AMINO-D-GLUCOSE HYDROCHLORIDE
2-DESOXY-2-AMINO-D-GLUCOSE HYDROCHLORIDE
CHITOSAMINE
CHITOSAMINE HCL
CHITOSAMINE HYDROCHLORIDE
D-GLCN HCL
D-(+)-GLUCOSAMINE HCL
D-GLUCOSAMINE HCL
D(+)-GLUCOSAMINE HYDROCHLORIDE
D-GLUCOSAMINE HYDROCHLORIDE
GLUCOSAMINE HCL
GLUCOSAMINE HCL, D-(+)-
GLUCOSAMINE HYDROCHLORIDE
2-Amido-2-deoxy-D-glucosaminehydrochloride
2-amino-2-deoxy-d-glucoshydrochloride
cosamin
D-Glucose,2-amino-2-deoxy-,hydrochloride
[EINECS(EC#)]

200-638-1
[Molecular Formula]

C6H14ClNO5
[MDL Number]

MFCD00135831
[Molecular Weight]

215.63
[MOL File]

66-84-2.mol
Chemical PropertiesBack Directory
[Appearance]

white powder
[Melting point ]

190-194 °C (dec.)(lit.)
[alpha ]

72.5 º (c=2, H2O, 5hrs.)
[refractive index ]

72 ° (C=1, H2O)
[storage temp. ]

Store at RT.
[solubility ]

H2O: 0.1 g/mL, clear, colorless
[form ]

crystalline
[color ]

White
[Stability:]

Stable. Incompatible with strong oxidizing agents. Combustible.
[biological source]

Aspergillus niger
maize fruit
[Water Solubility ]

soluble
[Detection Methods]

T
[Merck ]

14,4458
[BRN ]

4157370
[Cosmetics Ingredients Functions]

ANTISTATIC
HAIR CONDITIONING
[Cosmetic Ingredient Review (CIR)]

D-Glucosamine hydrochloride (66-84-2)
[InChI]

InChI=1/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6?;/s3
[InChIKey]

QKPLRMLTKYXDST-LPRXMDNASA-N
[SMILES]

[C@H]1(CO)OC([C@H](N)[C@@H](O)[C@@H]1O)O.Cl |&1:0,5,7,9,r|
[LogP]

-2.375 (est)
[Uses]

glucosamine hydrochloride (glucosamine HCl) is used to adjust the pH of a formulation. It also has anti-static and hair-conditioning properties.
[CAS DataBase Reference]

66-84-2(CAS DataBase Reference)
[EPA Substance Registry System]

66-84-2(EPA Substance)
Questions And AnswerBack Directory
[Preparation]

A novel method for preparing glucosamine hydrochloride using chitosan includes the following steps: hydrochloric acid hydrolysis, mother liquor cooling crystallization, filtrate concentration, concentrated solution cooling crystallization, decolorization, decolorized solution crystallization, and purification. In this method, after hydrolysis and filtrate concentration, cooling crystallization is performed first to separate D-glucosamine hydrochloride from the solution with a high impurity content. This also allows oils and impurities to precipitate from the solution and suspend on the top layer of the crystals, facilitating their removal.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P271-P280
[Hazard Codes ]

F,Xi,Xn
[Risk Statements ]

R21:Harmful in contact with skin.
R36/38:Irritating to eyes and skin .
R62:Possible risk of impaired fertility.
R63:Possible risk of harm to the unborn child.
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S53:Avoid exposure-obtain special instruction before use .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S25:Avoid contact with eyes .
[WGK Germany ]

2
[RTECS ]

LZ6665000
[F ]

3-10
[Hazard Note ]

Highly Flammable
[TSCA ]

Yes
[REACH Registrations]

Inactive
[HS Code ]

29329900
[Storage Class]

11 - Combustible Solids
[Hazardous Substances Data]

66-84-2(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Potassium hydroxide-->Citric acid
[Preparation Products]

Fructosazine-->deoxyfructosazine-->1-[4-(1,2,3,4-Tetrahydroxybutyl)-1H-imidazol-2-yl]ethanone-->N-Acetyl-D-Glucosamine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-2-deoxy-D-glucopyranose hydrochloride(66-84-2).msds
Hazard InformationBack Directory
[Chemical Properties]

white powder
[General Description]

Glucosamine, an amino sugar is generated form glucose and glutamine and is naturally produced in the body. Glucosamine, a endogenous amino monosaccharide is the major source of glucosamine-6-phosphate and n-acetylglucosamine.
[Biochem/physiol Actions]

Glucosamine is preferred as a nutritional supplement?for individuals with osteoarthritis. It is used as a building block for the production of proteoglycans?and?glycosaminoglycans.
[storage]

Store at 2-8°C
[Purification Methods]

Crystallise the hydrochloride from 3M HCl, water, and finally water/EtOH/acetone as for galactosamine hydrochloride. [Purchase & Braun Org Synth 26 36 1946, Stacey & Webber Methods in Carbohydrate Chemistry I 228 1962, Academic Press.] The salt has also been purified by dissolving in the minimum volume of boiling H2O (charcoal), filtering and adding a large excess of 95% EtOH (~4 volumes) and stirring vigorously for several hours. Collect the crystals after 4-6hours to give  anomer which mutarotates ] D +100o to +72o (equilibrium, c 1, H2O). A large amount of the -anomer stays in solution. This can be precipitated from the filtrate by adding excess Et2O. The mixture of -plus -anomers has [] D +68.8o (c 4.75, H2O, mutarotating to +70.1o)[Leaback Biochemical Preparations 10 118 1963]. Note that if Et2NH is used instead of Et3N, conversion to the -anomer can be complete (see above). [Stacey et al. Methods in Carbohydrate Chemistry I 3061962, Academic Press; Beilstein 4 IV 2018.]
Spectrum DetailBack Directory
[Spectrum Detail]

D-Glucosamine hydrochloride(66-84-2)MS
D-Glucosamine hydrochloride(66-84-2)1HNMR
D-Glucosamine hydrochloride(66-84-2)13CNMR
D-Glucosamine hydrochloride(66-84-2)IR1
D-Glucosamine hydrochloride(66-84-2)IR2
D-Glucosamine hydrochloride(66-84-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D-Glucosamine hydrochloride, 98%(66-84-2)
[Alfa Aesar]

D-Glucosamine hydrochloride, 98+%(66-84-2)
[Sigma Aldrich]

66-84-2(sigmaaldrich)
[TCI AMERICA]

D-(+)-Glucosamine Hydrochloride,>98.0%(T)(66-84-2)
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