InChI=1/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2

Inherent Properties, Identifiers and References

ChemSpider ID:	6779
Empirical Formula:	C₉H₁₁N
Molecular Weight:	133.1903
Nominal Mass:	133 Da
Average Mass:	133.1903 Da
Monoisotopic Mass:	133.089149 Da

Systematic Name:

1,2,3,4-tetrahydroisoquinoline

SMILES:

c1ccc2c(c1)CNCC2

InChI:

InChI=1/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2

InChIKey:

UWYZHKAOTLEWKK-UHFFFAOYAB

License

Wikipedia Article(s)

Tetrahydroisoquinoline is a secondary amine with the chemical formula C₉H₁₁N. Read more... or Edit at Wikipedia...

Original Reference(s)

Data Source	External ID(s)
Molbank	Molecules 1997 Volume 2 Page M25

Disclaimer (Details...)

Supplemental Information

Links & References

N. Peerzada. 1,2,3,4-Tetrahydroisoquinoline from Acid Catalysed Cyclisation of N,N'-Dibenzylethylenediamine, Molecules 1997 Volume 2 Page M25

User Data

experimental physchem properties

Melting Point: -30

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

Boiling Point: 232-233

The boiling point of a liquid is the temperature at which the vapor pressure of the liquid equals the environmental pressure surrounding the liquid. See also: Boiling Point

Flash Point: 98(208F)

The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture in air. See also: Flash Point

Specific Gravity: 1.049

Specific gravity is defined as the ratio of the density of a given substance to the density of water, when both are at the same temperature. See also: Specific Gravity

Refraction Index: 1.5680

The refractive index (or index of refraction) of a medium is a measure for how much the speed of light (or other waves such as sound waves) is reduced inside the medium. See also: Refraction Index

miscellaneous

Safety: WARNING: Irritates lungs, eyes, skin

See Chemical Safety

Names and Synonyms

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

1,2,3,4-tetrahydroisoquinoline

1,2,3, 4-Tetrahydroisoquinoline

1,2,3,4-TETRAHYDRO ISOQUINOLINE

1,2,3,4-Tetrahydro-isoquinoline

14099-81-1 [RN]

202-050-0 [EINECS/ELINCS]

5-20-06-00320 (Beilstein Handbook Reference) [Beilstein]

91-21-4 [RN]

Isoquinoline, 1,2,3,4-tetrahydro-

Tetrahydroisoquinoline

Database ID(s)

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

87430_FLUKA

AI3-15931

BRN 0116156

NCGC00091283-01

NSC 15312

NSC15312

T13005_ALDRICH

Predicted Properties

LogP:	ACD/LogP: 1.41 XLogP: 1.40 ALOGPS: 1.31	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	-1.66	ACD/LogD (pH 7.4):	-0.8
ACD/BCF (pH 5.5):	1	ACD/BCF (pH 7.4):	1
ACD/KOC (pH 5.5):	1	ACD/KOC (pH 7.4):	1
#H bond acceptors:	1	#H bond donors:	1
#Freely Rotating Bonds:	0	Polar Surface Area:	3.24 Å²
Index of Refraction:	1.544	Molar Refractivity:	41.77 cm³
Molar Volume:	132.2 cm³	Polarizability:	16.56 10^-24cm³
Surface Tension:	37 dyne/cm	Density:	1.006 g/cm³
Flash Point:	98.9 °C	Enthalpy of Vaporization:	46.92 kJ/mol
Boiling Point:	232.5 °C at 760 mmHg	Vapour Pressure:	0.0588 mmHg at 25°C

MeSH

MeSH Supplementary Concept Data

Name of Substance	1,2,3,4-tetrahydroisoquinoline
Concept 1 (Preferred)	1,2,3,4-tetrahydroisoquinoline
	Term	1,2,3,4-tetrahydroisoquinoline
	Term	HCl of 1,2,3,4-tetrahydroisoquinoline
CAS Type 1 Name
Registry Number	91-21-4
Heading Mapped to	*Tetrahydroisoquinolines
Source	Lloydia 40(2):173;1977
Frequency	131
Note	RN given refers to cpd with locants as specified
Date of Entry	1977/01/01
Revision Date	2003/08/08

EPI Summary

            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  1.75

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  232.63  (Adapted Stein & Brown method)
    Melting Pt (deg C):  41.67  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.0686  (Mean VP of Antoine & Grain methods)
    MP  (exp database):  <-15 deg C
    BP  (exp database):  232.5 deg C

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  2.927e+004
       log Kow used: 1.75 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  12403 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.53E-007  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.107E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.75  (KowWin est)
  Log Kaw used:  -4.574  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.324
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8926
   Biowin2 (Non-Linear Model)     :   0.9429
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8544  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6303  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2904
   Biowin6 (MITI Non-Linear Model):   0.2430
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3825
 Ready Biodegradability Prediction:   NO

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  8.67 Pa (0.065 mm Hg)
  Log Koa (Koawin est  ): 6.324
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.46E-007 
       Octanol/air (Koa) model:  5.18E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1.25E-005 
       Mackay model           :  2.77E-005 
       Octanol/air (Koa) model:  4.14E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  89.4219 E-12 cm3/molecule-sec
      Half-Life =     0.120 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.435 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 2.01E-005 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1037
      Log Koc:  3.016 

 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 = 0.646 (BCF = 4.422)
       log Kow used: 1.75 (estimated)

 Volatilization from Water:
    Henry LC:  6.53E-007 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:       1036  hours   (43.16 days)
    Half-Life from Model Lake :  1.14E+004  hours   (474.9 days)

 Removal In Wastewater Treatment:
    Total removal:               2.11  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.98  percent
    Total to Air:                0.04  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.341           2.87         1000       
   Water     35              360          1000       
   Soil      64.5            720          1000       
   Sediment  0.0979          3.24e+003    0          
     Persistence Time: 399 hr