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3,3'-Dimethylbenzidine dihydrochloride

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Name

3,3'-Dimethylbenzidine dihydrochloride

EINECS 210-322-5
CAS No. 612-82-8 Density N/A
PSA 52.04000 LogP 5.90120
Solubility Soluble in water Melting Point >300°C
Formula C14H18Cl2N2 Boiling Point 361 °C at 760 mmHg
Molecular Weight 285.216 Flash Point 205.1 °C
Transport Information UN 1789/3077 Appearance light beige to grey-beige crystalline powder
Safety 53-45-61 Risk Codes 45-22-51/53-68
Molecular Structure Molecular Structure of 612-82-8 (3,3'-Dimethylbenzidine dihydrochloride) Hazard Symbols ToxicT,DangerousN
Synonyms

Benzidine,3,3'-dimethyl-, dihydrochloride (8CI);[1,1'-Biphenyl]-4,4'-diamine, 3,3'-dimethyl-,dihydrochloride (9CI);o-Tolidinedihydrochloride;

 

3,3'-Dimethylbenzidine dihydrochloride Synthetic route

500-22-1

3-pyridinecarboxaldehyde

612-82-8

3,3'-dimethylbenzidine diammonium chloride

3,3'-dimethyl-N4-(pyridin-3-ylmethylene)biphenyl-4,4'-diamine

Conditions
ConditionsYield
With formic acid In ethanol; dichloromethane at 20℃; Schiff-base condensation;82%
872-85-5

pyridine-4-carbaldehyde

612-82-8

3,3'-dimethylbenzidine diammonium chloride

3,3'-dimethyl-N4-(pyridin-4-ylmethylene)biphenyl-4,4'-diamine

Conditions
ConditionsYield
With formic acid In ethanol; dichloromethane at 20℃; Schiff-base condensation;80%
7647-01-0

hydrogenchloride

612-82-8

3,3'-dimethylbenzidine diammonium chloride

10108-64-2

cadmium(II) chloride

bis(3,3'-dimethylbenzidine diammonium) tetrachloride cadmate dichloride

Conditions
ConditionsYield
In methanol excess of CdCl2 with 2 drops of concd.HCl in CH3OH added to soln. of ligand in CH3OH, stirred for 0.5 h; filtered, crystd., XRD;40%
75-44-5

phosgene

612-82-8

3,3'-dimethylbenzidine diammonium chloride

91-97-4

4,4'-diisocyanato-3,3'-dimethylbiphenyl

Conditions
ConditionsYield
With chlorobenzene
420-04-2

CYANAMID

612-82-8

3,3'-dimethylbenzidine diammonium chloride

N,N'''-(3,3'-dimethyl-biphenyl-4,4'-diyl)-di-guanidine

Conditions
ConditionsYield
With ethanol
612-82-8

3,3'-dimethylbenzidine diammonium chloride

16083-49-1

N,N'-(3,3'-dimethyl-biphenyl-4,4'-diyl)-bis-carbamic acid dimethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chlorobenzene
View Scheme

3,3'-Dimethylbenzidine dihydrochloride Chemical Properties

Molecular Structure of 3,3'-Dimethylbenzidine dihydrochloride (CAS NO.612-82-8):

IUPAC Name: 4-(4-amino-3-methylphenyl)-2-methylaniline dihydrochloride 
Empirical Formula: C14H18Cl2N2
Molecular Weight: 285.2121 
H bond acceptors: 2
H bond donors: 4
Freely Rotating Bonds: 3
Polar Surface Area: 0 Å2
EINECS: 210-322-5
Flash Point: 205.1 °C
Boiling Point: 361 °C
Melting Point: >300°C
Sensitive: Air Sensitive
Enthalpy of Vaporization: 60.67 kJ/mol
Vapour Pressure: 2.14E-05 mmHg at 25°C
Product Categories: Intermediates of Dyes and Pigments; Biphenyl & Diphenyl ether
Form: light beige to grey-beige crystalline powder
InChI
InChI=1/C14H16N2.2ClH/c1-9-7-11(3-5-13(9)15)12-4-6-14(16)10(2)8-12;;/h3-8H,15-16H2,1-2H3;2*1H
Smiles
c1(c2cc(c([NH2+])cc2)C)cc(c([NH2+])cc1)C.[ClH-].[ClH-]

3,3'-Dimethylbenzidine dihydrochloride Toxicity Data With Reference

1.    

mma-sat 50 µg/plate

    CALEDQ    Cancer Letters (Shannon, Ireland). 4 (1977),21.
2.    

sln-dmg-orl 14 pph

    ENMUDM    Environmental Mutagenesis. 7 (1985),325.
3.    

sln-dmg-par 2750 ppm

    ENMUDM    Environmental Mutagenesis. 7 (1985),325.
4.    

orl-rat TDLo:1820 mg/kg/65W-C:CAR

    JACTDZ    Journal of the American College of Toxicology. 10 (2)(1991),255.
5.    

orl-mus TDLo:15,288 mg/kg/78W-C:CAR

    FCTOD7    Food and Chemical Toxicology. 27 (1989),801.
6.    

orl-rat TDLo:1120 mg/kg/14D-C

    NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-390 ,1991.
7.    

orl-rat TDLo:18,200 mg/kg/13W-C

    NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-390 ,1991.

3,3'-Dimethylbenzidine dihydrochloride Consensus Reports

Reported in NTP Carcinogenesis Studies (Drinking); Clear Evidence: rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-390 ,1991. . Reported in EPA TSCA Inventory.

3,3'-Dimethylbenzidine dihydrochloride Safety Profile

Suspected carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of HCl and NOx.
Safety information of 3,3'-Dimethylbenzidine dihydrochloride (CAS NO.612-82-8):
Hazard Codes: T,N
Risk Statements:
45: May cause cancer
22: Harmful if swallowed
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
68: Possible risk of irreversible effects
Safety Statements:
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: DD1226000
F: 3-8-9
HazardClass: 6.1(b)
PackingGroup: III

3,3'-Dimethylbenzidine dihydrochloride Specification

 3,3'-Dimethylbenzidine dihydrochloride , with CAS number of 612-82-8, can be called [1,1'-Biphenyl]-4,4'-diamine, 3,3'-dimethyl-, dihydrochloride ; 3,3'-Dimethyl-4,4'-biphenyldiamine dihydrochloride ; 3,3'-Dimethylbenzidine dihydrochloride . It is a light beige to grey-beige crystalline powder, be soluble in water. The resulting solutions contain moderate to high concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

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