2,2'-Dimethylbenzidine (HCID 66537)

Names & identifiers

Preferred name: 2,2'-Dimethylbenzidine
IUPAC: 4-(4-amino-2-methylphenyl)-3-methylaniline
English name: m-Tolidine
Molecular formula: C14H16N2
Molecular weight: 212.29

Names & synonyms

84-67-3m-Tolidine2,2'-Dimethylbenzidine2,2'-Dimethyl-4,4'-diaminobiphenyl2,2'-Tolidine2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine2,2'-Dimethyl-4,4'-biphenyldiamineBenzidine, 2,2'-dimethyl-O23M27FP1T[1,1'-Biphenyl]-4,4'-diamine, 2,2'-dimethyl-NSC 1989NSC-1989

Show more names

2,2'-Dimethyl-[1,1'-biphenyl]-4,4'-diamineNZ066APB-1442,2’-dimethylbenzidine

EINECS 201-551-12,2'-Dimethyl(1,1'-biphenyl)-4,4'-diamineJ4.899B(1,1'-Biphenyl)-4,4'-diamine, 2,2'-dimethyl-DTXSID80438602,2'-DIMETHYL-4,4'-DIAMINOBIPHENYLENERefChem:440283DTXCID6023860

Database identifiers

CAS: 84-67-3
PubChem CID: 66537
DTXSID: DTXSID8043860
UNII: O23M27FP1T
EC Number: 201-551-1
Nikkaji: J4.899B

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 52 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 205

Physicochemical properties

Melting point: 105 · 105-106℃
Boiling point: 344.4 · 344.4±37.0 °C(Predicted)
Density: 1.106 · 1.106
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 4.89 · 4.89±0.10(Predicted)
color: White to Off-White
Stability: Incompatible with oxidising agents
InChI: InChI=1S/C14H16N2/c1-9-7-11(15)3-5-13(9)14-6-4-12(16)8-10(14)2/h3-8H,15-16H2,1-2H3
InChIKey: QYIMZXITLDTULQ-UHFFFAOYSA-N
SMILES: C1(C2=CC=C(N)C=C2C)=CC=C(N)C=C1C
CAS DataBase Reference: 84 · 84-67-3
FDA UNII: 23 M27FP1T · O23M27FP1T
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 305 · P305+P351+P338
Safety Statements: 24 · 24/25
HS Code: 29215900 · 29215900

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (97.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 108 reports by companies from 4 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.2%)

Safety data

hs_code: 29215900
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Hazard statements: H315-H319
Precautionary statements: P305+P351+P338

Chemistry & industry

Applications

Uses2,2''-Dimethyl-[1,1''-biphenyl]-4,4''-diamine (cas# 84-67-3) is a useful reagent for manufacturing cured films and semiconductor devices.

UsesM-TOLIDINE is used for preparation polyimide and epoxy resin material.

Preparation methods · 1 item

PreparationM-Tolidine is made by the reduction of m-nitrotoluene with zinc dust and sodium hydroxide solution. The subsequent rearrangement is carried out with hydrochloric acid or sulfuric acid and gives rise to m-tolidine dihydrochloride or m-tolidine sulfate, which are isolated as salts. The free base is diffificult to isolate and is therefore not a commercial product.

Upstream & downstream products

Upstream raw materials

Downstream products

4,4'-Diiodo-2,2'-dimethylbiphenyl 2-Naphthalenesulfonic acid, 5,5'-[(2,2'-dimethyl[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[6-hydroxy-, disodium salt 1,3-Naphthalenedisulfonic acid, 8-[[2,2'-dimethyl-4'-[[2-oxo-1-[(phenylamino)carbonyl]propyl]azo][1,1'-biphenyl]-4-yl]azo]-7-hydroxy-, disodium salt 2,7-Naphthalenedisulfonic acid, 3-[[3,3'-dimethyl-4'-[[3-oxo-1-[(phenylamino)carbonyl]propyl]azo][1,1'-biphenyl]-4-yl]azo]-4-hydroxy-, disodium salt disodium 4-hydroxy-3-[[4'-[(2-hydroxynaphthyl)azo]-2,2'-dimethyl[1,1'-biphenyl]-4-yl]azo]naphthalene-2,7-disulphonate C.I. Acid Orange 49 Acid Red 111 sodium 4-chloro-3-[4-[[2,2'-dimethyl-4'-[[4-[(phenylsulphonyl)oxy]phenyl]azo][1,1'-biphenyl]-4-yl]azo]-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl]benzenesulphonate C.I. Acid black 70 Acid Yellow 86

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

上海凌凯科技股份有限公司58950110 13124863828 · [email protected]

中节能万润股份有限公司0535-6101880 · [email protected]

Additional notes

DefinitionM-Tolidine gives no color in the presence of iron(III) chloride. It is tetrazotized with nitrite and acid and couples to form dyes. M-Tolidine was used in the past for the production of azo dyes.

Related reactions

1 records

New reaction record

HRID 1768510As productuspto-grants-1995_01

Linked notes

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Basic information