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Bicine

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Bicine

EINECS 205-755-1
CAS No. 150-25-4 Density 1.31 g/cm3
Solubility water: 1 M at 20 °C, clear, colorless Melting Point 190 °C (dec.)(lit.)
Formula C6H13NO4 Boiling Point 388.5 °C at 760 mmHg
Molecular Weight 163.17 Flash Point 188.8 °C
Transport Information Appearance White crystalline powder
Safety 24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 150-25-4 (Glycine,N,N-bis(2-hydroxyethyl)-) Hazard Symbols HarmfulXn
Synonyms

N,N-Bis(2-hydroxyethyl)glycine;Bis(2-Hydroxyethyl)glycine;N,N-Bis(2-hydroxyethyl)aminoacetic acid;NSC 7342;Diethanol glycine;

 

Specification

The Bicine is an organic compound with the formula C6H13NO4. The IUPAC name of this chemical is 2-[bis(2-hydroxyethyl)amino]acetic acid. With the CAS registry number 150-25-4 and EINECS 205-755-1, it is also named as N,N-Bis(2-hydroxyethyl)glycine. The product's categories are Biochemistry; Good's Buffers; Buffer. It is white crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be stored at normal temperature.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.96; (4)ACD/LogD (pH 7.4): -2.99; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 48 Å2; (13)Index of Refraction: 1.525; (14)Molar Refractivity: 38.2 cm3; (15)Molar Volume: 124.4 cm3; (16)Polarizability: 15.14×10-24 cm3; (17)Surface Tension: 63.8 dyne/cm; (18)Density: 1.31 g/cm3; (19)Flash Point: 188.8 °C; (20)Enthalpy of Vaporization: 73.75 kJ/mol; (21)Boiling Point: 388.5 °C at 760 mmHg; (22)Vapour Pressure: 1.21E-07 mmHg at 25°C.

Preparation of Bicine: It can be obtained by 2,2'-azanediyl-bis-ethanol and glyoxal. This reaction needs solvents H2O, ethanol at temperature of 70 °C. The reaction time is 16 hours. The yield is 96%. 

Bicine can be obtained by 2,2'-azanediyl-bis-ethanol and glyoxal

Uses of Bicine: It is used as a buffering agent in biochemical research. And it can react with acetic acid anhydride to get 4-(2-acetoxy-ethyl)-morpholin-2-one. This reaction needs reagent Et3N by heating. The reaction time is 1 hours. The yield is 83%.

Bicine can react with acetic acid anhydride to get 4-(2-acetoxy-ethyl)-morpholin-2-one

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(O)CN(CCO)CCO
2. InChI:InChI=1/C6H13NO4/c8-3-1-7(2-4-9)5-6(10)11/h8-9H,1-5H2,(H,10,11)
3. InChIKey:FSVCELGFZIQNCK-UHFFFAOYAV

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1540mg/kg (1540mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Revue d'Epidemiologie, Medecine Sociale et Sante Publique. Vol. 10, Pg. 391, 1962.

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