InChI=1/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3

Inherent Properties, Identifiers and References

ChemSpider ID:	242
Empirical Formula:	C₅H₁₁NO₂
Molecular Weight:	117.1463
Nominal Mass:	117 Da
Average Mass:	117.1463 Da
Monoisotopic Mass:	117.078979 Da

Systematic Name:

2-trimethylammonioacetate

SMILES:

[O-]C(=O)C[N+](C)(C)C

InChI:

InChI=1/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3

InChIKey:

KWIUHFFTVRNATP-UHFFFAOYAI

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Wikipedia Article(s)

Trimethylglycine (also commonly known as TMG), is an organic compound described by the formula (CH₃)₃N⁺CH₂CO₂H. Trimethylglycine was originally named betaine after its discovery in sugar beets (Beta vulgaris) in the 19th century. This small N-trimethylated amino acid exists as the zwitterion (CH₃)₃N⁺CH₂CO₂^- at neutral pH. This substance is often called ‘‘glycine betaine’’ to distinguish it from other betaines that are widely distributed in biology. Betaine hydrochloride is merely glycine betaine with a chloride counterion and is usually the first crystallised form obtained after extraction from beets. Glycine betaine is a byproduct of the sugar industry. TMG is related to choline (trimethylaminoethanol), with the difference that the terminal carboxylic acid group of trimethylglycine has been reduced to a hydroxyl group in choline. The product of demethylation of TMG is dimethylglycine. Alkylated derivates of trimethylglycine have uses as quaternary ammonium zwitterionic surfactants. Read more... or Edit at Wikipedia...

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experimental physchem properties

Melting Point: >300 dec.

The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. See also: Melting Point

miscellaneous

Safety: CAUTION: May irritate eyes, skin, and respiratory tract

See Chemical Safety

Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(Carboxymethyl)trimethylammonium hydroxide inner salt

(Trimethylammonio)acetat

(trimethylammonio)acetate

(triméthylammonio)acétate

(trimethylammoniumyl)acetate

17671-50-0 [RN]

1-Carboxy-N,N,N-trimethylmethanaminium Hydroxide Inner Salt

Aminocoat

Aquadew AN 100

Betafin

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Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Predicted Properties

LogP:	ACD/LogP: -3.25	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	-2.65	ACD/LogD (pH 7.4):	-2.65
ACD/BCF (pH 5.5):	1	ACD/BCF (pH 7.4):	1
ACD/KOC (pH 5.5):	1.61	ACD/KOC (pH 7.4):	1.61
#H bond acceptors:	3	#H bond donors:	1
#Freely Rotating Bonds:	2	Polar Surface Area:	37.3 Å²
Index of Refraction:		Molar Refractivity:	cm³
Molar Volume:	cm³	Polarizability:	10^-24cm³
Surface Tension:	dyne/cm	Density:	g/cm³
Flash Point:	°C	Enthalpy of Vaporization:	kJ/mol
Boiling Point:	°C at 760 mmHg	Vapour Pressure:	mmHg at 25°C

MeSH

EPI Summary

            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -4.93

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  391.94  (Adapted Stein & Brown method)
    Melting Pt (deg C):  160.32  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.36E-008  (Modified Grain method)
    MP  (exp database):  293 dec deg C
    Subcooled liquid VP: 1.3E-005 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  1e+006
       log Kow used: -4.93 (estimated)
       no-melting pt equation used
     Water Sol (Exper. database match) =  6.11e+005 mg/L (19 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.0037e+005 mg/L
    Wat Sol (Exper. database match) =  611000.00
       Exper. Ref:  YALKOWSKY,SH & DANENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.19E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.114E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -4.93  (KowWin est)
  Log Kaw used:  -13.597  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.667
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7640
   Biowin2 (Non-Linear Model)     :   0.8780
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3027  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.0628  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5832
   Biowin6 (MITI Non-Linear Model):   0.7295
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3724
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00173 Pa (1.3E-005 mm Hg)
  Log Koa (Koawin est  ): 8.667
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00173 
       Octanol/air (Koa) model:  0.000114 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0588 
       Mackay model           :  0.122 
       Octanol/air (Koa) model:  0.00904 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  10.8291 E-12 cm3/molecule-sec
      Half-Life =     0.988 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    11.853 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0902 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.557
      Log Koc:  0.192 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -4.93 (estimated)

 Volatilization from Water:
    Henry LC:  6.19E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.028E+012  hours   (4.284E+010 days)
    Half-Life from Model Lake : 1.122E+013  hours   (4.673E+011 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       8.81e-008       23.7         1000       
   Water     34.5            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr

Spectra

Type: HNMR

Associated Hyperlink: http://mmcd.nmrfam.wisc.edu/rawnmr/expnmr_00028_1.tar

Comments: Madison Metabolomics Consortium Database Spectrum, Q. Cui, et al; "Metabolite identification via the Madison Metabolomics Consortium Database", Nature Biotechnology, 26,162 (2008)

Load Spectrum

Type: CNMR

Associated Hyperlink: http://mmcd.nmrfam.wisc.edu/rawnmr/expnmr_00028_3.tar

Comments: Madison Metabolomics Consortium Database Spectrum, Q. Cui, et al; "Metabolite identification via the Madison Metabolomics Consortium Database", Nature Biotechnology, 26,162 (2008)

Load Spectrum

Type: HNMR

Associated Hyperlink: http://mmcd.nmrfam.wisc.edu/rawnmr/expnmr_00028_1.tar

Comments: Madison Metabolomics Consortium Database Spectrum, Q. Cui, et al; "Metabolite identification via the Madison Metabolomics Consortium Database", Nature Biotechnology, 26,162 (2008)

Load Spectrum

Type: HNMR

Associated Hyperlink: http://mmcd.nmrfam.wisc.edu/rawnmr/expnmr_00028_1.tar

Comments: Madison Metabolomics Consortium Database Spectrum, Q. Cui, et al; "Metabolite identification via the Madison Metabolomics Consortium Database", Nature Biotechnology, 26,162 (2008)

Load Spectrum