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Tricine

HCID 79784
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
5704-04-1
Standard SMILES
O=C(O)CNC(CO)(CO)CO
InChIKey
SEQKRHFRPICQDD-UHFFFAOYSA-N
Molecular formula
C6H13NO5
Average molar mass
179.17 g/mol
Monoisotopic mass
179.07937252

Overview

N-tris(hydroxymethyl)methylglycine is a Good's buffer substance, pKa = 8.15 at 20 C. It is functionally related to a glycine and a member of tris. It is a tautomer of a N-tris(hydroxymethyl)methylammonioacetate.

Names & identifiers

Preferred name
Tricine
IUPAC
2-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]acetic acid
English name
Tricine
Molecular formula
C6H13NO5
Molecular weight
179.17

Names & synonyms

Tricine5704-04-1N-Tris(hydroxymethyl)methylglycineN-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]glycineGlycine, N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]-2-((1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)acetic acidW12LH4V8V3NSC-3699952-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]acetic acidDTXSID1063982CHEBI:39063n-(2-hydroxy-1,1-bis(hydroxymethyl)ethyl)glycine
Show more names
TRIS-HCL BUFFER1389475TROMETHAMINE HYDROCHLORIDETicineTricine buffer, free acidTRI(HYDROXYMETHYL) AMINO METHANE HYDROCHLORIDETRIClNEn-Tricine-D8
2-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}acetic acidGlycine, N-(2-hydroxy-1,1-bis(hydroxymethyl)ethyl)-RefChem:899271DTXCID6042159CHEBI:467602-((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)azaniumyl)acetate227-193-6N-[Tris(hydroxymethyl)methyl]glycine

Database identifiers

CAS
5704-04-1
PubChem CID
79784
DTXSID
DTXSID1063982
ChEBI
CHEBI:39063
UNII
W12LH4V8V3
EC Number
227-193-6
Nikkaji
J135.902I

Properties

Computed structural properties

XLogP
-5.1
Topological polar surface area
110 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
6
Heavy atoms
12
Formal charge
0
Complexity
137

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biological Buffers
Physical DescriptionSolid; [Merck Index] White crystals; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
186 · 186-188 °C (dec.)
Boiling point
311.69 °C · 311.69°C (rough estimate)
Density
1.05 g/mL · 1.05 g/mL at 20 °C
bulk density
500 kg/m3 · 500kg/m3
vapor pressure
0.002 · 0.002-0.004Pa at 20-25℃
refractive index
1.424 · 1.4240 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
2 O: · H2O: 4 M at 20 °C, clear, colorless
form
crystalline
color
clear colorless (40 % (w/w) in H2O) solution

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 97.6% (121 of 124) of all reports.

Not Classified

Aggregated GHS information provided per 124 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Glycine, N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]-

REACH registered substance: N-(tri(hydroxymethyl)methyl)glycine (EC: 227-193-6)

Glycine, N-2-hydroxy-1,1-bis(hydroxymethyl)ethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Safety data

F
3
wgk
3
tsca
TSCA listed
hs_code
29052900
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36-36/37/39

Chemistry & industry

Uses & manufacturing

UsesUsed as a biological buffer; [Merck Index]
General Manufacturing InformationGlycine, N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]-: ACTIVE
Applications · 2 items

UsesGood's buffers Tricine is used as an electrophoresis buffer and involved in the separation of low molecular weight proteins and peptides. It operates in the pH range between 7.4 and 8.8. It acts as an effective scavenger of hydroxyl radicals during the study of radiation-induced membrane damage. It is also used in resuspension of cell pellets. It is a zwitterionic amino acid commonly useful in the pH range of 7.4-8.8 and the pKa is 8.05 at 25°C. This buffer is also used as an eluent in asymmetrical flow field-flow fractionation (AFFFF).

General DescriptionTricine and its salts are used as biological buffers to control the pH of body fluids in vitro and in vivo. It acts as a precursor for polymers, oxazolones (with carboxylic acids), and oxazolidines (with aldehydes). Trizma can serve as an alkalizing agent in treating acidosis of the blood.

Upstream & downstream products

Upstream raw materials

Bromoacetonitrile2-HydroxyacetamideTris(hydroxymethyl)aminomethane

Additional notes

DefinitionChEBI: N-tris(hydroxymethyl)methylglycine is a Good's buffer substance, pKa = 8.15 at 20 ℃. It is functionally related to a member of tris and a glycine. It is a tautomer of a N-tris(hydroxymethyl)methylammonioacetate.

Related reactions

9 records
New reaction record
HRID 380166 reaction equation
HRID 380166As reactantuspto-grants-2001_10
HRID 452340 reaction equation
HRID 452340As reactantuspto-grants-2013_07
HRID 480418 reaction equation
HRID 480418As reactantuspto-grants-2003_11
HRID 547239 reaction equation
HRID 547239As reactantuspto-grants-2011_05
HRID 1365588 reaction equation
HRID 1365588As reactantuspto-grants-2011_02
HRID 1618866 reaction equation
HRID 1618866As reactantuspto-grants-2014_07
HRID 1649534 reaction equation
HRID 1649534As productuspto-grants-1983_11
HRID 1699416 reaction equation
HRID 1699416As reactantuspto-grants-2002_02
Page 1 of 2

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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PH Range
7.4 · 7.4 - 8.8
Odor
Odorless
PH
4 · 4.0-6.0 (1M in H2O)
pka
8.1 · 8.1(at 25℃)
biological source
synthetic
Water Solubility
soluble
Merck
14 · 14,9651
BRN
1937804 · 1937804
Stability
Stable.
InChI
1S/C6H13NO5/c8-2-6(3-9,4-10)7-1-5(11)12/h7-10H,1-4H2,(H,11,12)
InChIKey
SEQKRHFRPICQDD-UHFFFAOYSA-N
SMILES
OCC(CO)(CO)NCC(O)=O
LogP
-2.87 at · -2.87 at 25℃
CAS DataBase Reference
5704 · 5704-04-1(CAS DataBase Reference)
FDA UNII
12 LH4V8V3 · W12LH4V8V3
EPA Substance Registry System
2 · Glycine, N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]- (5704-04-1)
Absorption
0.05 at · ≤0.05 at 280 in H2O at 1M≤0.1 at 260 in H2O at 1M
UNSPSC Code
12161705 · 12161705
NACRES
2 · ND.02
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
320 · H320
Precautionary statements
403 · P403-P501c
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36-36/37/39
WGK Germany
3 · 3
F
3 · 3
TSCA
TSCA listed
HS Code
29052900 · 29052900
Storage Class
13 · 13 - Non Combustible Solids
REACH Registrations
Active
Storage Class
13 - Non Combustible Solids
Hazard statements
H320
REACH Registrations
Active
Precautionary statements
P403-P501c