CAS No.150-25-4,Bicine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	150-25-4
Name:	Bicine
Article Data:	22

Formula:	C₆H₁₃NO₄
Molecular Weight:	163.174
Synonyms:	N,N-Bis(2-hydroxyethyl)glycine;Bis(2-Hydroxyethyl)glycine;N,N-Bis(2-hydroxyethyl)aminoacetic acid;NSC 7342;Diethanol glycine;
EINECS:	205-755-1
Density:	1.31 g/cm³
Melting Point:	190 °C (dec.)(lit.)
Boiling Point:	388.5 °C at 760 mmHg
Flash Point:	188.8 °C
Solubility:	water: 1 M at 20 °C, clear, colorless
Appearance:	White crystalline powder
Hazard Symbols:	Xn
Risk Codes:	20/21/22-36/37/38
Safety:	24/25-36-26
PSA:	81.00000
LogP:	-1.64240

Synthetic route

: 131543-46-9
Glyoxal

: 111-42-2
2,2'-iminobis[ethanol]

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
In ethanol; water at 70℃; for 16h;	96%

: 75-21-8
oxirane

: 459-73-4
GlyOEt*HCl

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
at 25℃;
at 25℃; im Rohr;

: 5038-12-0
4-(2-hydroxy-ethyl)-morpholin-2-one

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With water at 25℃; Rate constant; at pD 7.0; hydrolysis also in humid air;
With water at 120℃;
With water (heating);
With water

: 98486-41-0
N,N-bis-(2-chloro-ethyl)-glycine

A: 86240-92-8
4-(2-chloro-ethyl)-morpholin-2-one

B: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With sodium hydrogencarbonate; benzene
With sodium hydrogencarbonate

: 64-69-7
Iodoacetic acid

: 111-42-2
2,2'-iminobis[ethanol]

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With methanol

: 3926-62-3
sodium monochloroacetic acid

: 111-42-2
2,2'-iminobis[ethanol]

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With water

: 111-42-2
2,2'-iminobis[ethanol]

: 79-11-8
chloroacetic acid

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With ethanol
In ethanol

: Nα,Nα-bis(-2-hydroxyethyl)glycine amide

A: 5038-12-0
4-(2-hydroxy-ethyl)-morpholin-2-one

B: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With water at 25℃; Rate constant; Product distribution; Mechanism; pH varied: 4 to 8; hydrolysis of C-terminal amide group of various α-aminoacids having one or two hydroxyethyl groups at N-terminal, via cyclization to a morpholinolactone; reaction monitored by 1H NMR;

: 5038-12-0
4-(2-hydroxy-ethyl)-morpholin-2-one

: 7732-18-5
water

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

<2-chloroacetoxy-ethyl>-<2-chloro-ethyl>-amine hydrochloride: <2-chloroacetoxy-ethyl>-<2-chloro-ethyl>-amine hydrochloride

: 150-25-4
N,N-bis-(2-hydroxyethyl)glycine

Conditions

Conditions	Yield
With potassium carbonate

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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.