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42308-28-1

42308-28-1

Identification

  • Product Name:[1,1'-Biphenyl]-2-amine, 5-methyl-

  • CAS Number: 42308-28-1

  • EINECS:

  • Molecular Weight:183.253

  • Molecular Formula: C13H13N

  • HS Code:2921499090

  • Mol File:42308-28-1.mol

Synonyms:2-amino-4-methylbiphenyl;KUDNAOXIFNMHEK-UHFFFAOYSA;5-methylbiphenyl-2-amine;2-amino-5-methylbiphenyl;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:4-Methyl-2-phenylaniline
  • Packaging:250mg
  • Price:$ 115
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Methyl-[1,1'-biphenyl]-2-amine 95+%
  • Packaging:1g
  • Price:$ 446
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  • Manufacture/Brand:AOBChem
  • Product Description:4-Methyl-2-phenylaniline 97%
  • Packaging:1g
  • Price:$ 256
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  • Manufacture/Brand:Alichem
  • Product Description:2-Amino-5-methylbiphenyl
  • Packaging:250mg
  • Price:$ 484.8
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  • Manufacture/Brand:Alichem
  • Product Description:2-Amino-5-methylbiphenyl
  • Packaging:1g
  • Price:$ 1445.3
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  • Manufacture/Brand:Alichem
  • Product Description:2-Amino-5-methylbiphenyl
  • Packaging:500mg
  • Price:$ 782.4
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  • Manufacture/Brand:Aaron Chemicals
  • Product Description:5-methyl-1,1'-biphenyl-2-amine 98%
  • Packaging:5g
  • Price:$ 611
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  • Manufacture/Brand:Aaron Chemicals
  • Product Description:5-methyl-1,1'-biphenyl-2-amine 98%
  • Packaging:250mg
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Relevant articles and documentsAll total 7 Articles be found

"transition-metal-free" synthesis of carbazoles by photostimulated reactions of 2′-halo[1,1′-biphenyl]-2-amines

Guerra, Walter D.,Rossi, Roberto A.,Pierini, Adriana B.,Barolo, Silvia M.

, p. 928 - 941 (2015/01/30)

An efficient and simple protocol for the preparation of a series of 9H-carbazoles by photostimulated SRN1 substitution reactions is presented. Substituted 9H-carbazoles were synthesized in low to excellent yields (up to 96%) through an intramolecular C-N bond formation of 2′-halo[1,1′-biphenyl]-2-amines by the photoinitiated SRN1 mechanism under mild and "transition-metal-free" conditions. The biphenylamines used as substrates were obtained with isolated yields ranging from 21% to 84% by two approaches: (A) the cross-coupling Suzuki-Miyaura reaction and (B) the radical arylation of anilines. Some key aspects of the proposed mechanism were evaluated at the B3LYP/6-311+G? level.

Selective Aromatic N-Substitution with N-(4-Tolyl)hydroxylamine by Addition of Polar Aprotic or Diethereal Solvent

Takeuchi, Hiroshi,Tateiwa, Jun-Ichi,Hata, Suguru,Tsutsumi, Keisuke,Osaki, Yoshinori

, p. 3920 - 3922 (2007/10/03)

Amination of anisole and toluene with N-(4-tolyl)hydroxylamine in trifluoroacetic acid was tuned to regioselectively provide the corresponding diarylamine by partial replacement of trifluoroacetic acid with a polar aprotic or a diethereal solvent. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Reaction of n-aminophthalimide derivatives with aluminum chloride in benzene

Ohwada, Atsushi,Li, Hao,Sakamoto, Takeshi,Kikugawa, Yasuo

, p. 225 - 233 (2007/10/03)

The reaction of N-aminophthalimide derivatives with AlCl3 in benzene has been investigated. From N-amino- and N-benzamidophthalimide (1a and 1b), N-amino- and N-benzamido3,3-diaryl-2,3-dihydroisoindol-1-ones (2) are obtained in high yield by initial attack of benzene on the imide carbonyl, assisted by the neighboring nitrogen atom. From N-arylaminophthalimide derivatives (4), the N-N bond is cleaved heterolytically to give an arylnitrenium ion and canonical forms involving the arene which are trapped by benzene to give aminobiaryls and N-arylanilines.

INTER- AND INTRA-MOLECULAR AROMATIC N-SUBSTITUTION BY ARYLNITRENIUM-ALUMINIUM CHLORIDE COMPLEXES GENERATED FROM ARYL AZIDES IN THE PRESENCE OF ALUMINIUM CHLORIDE

Takeuchi, Hiroshi,Maeda,Munenori,Mitani, Michiharu,Koyama, Kikuhiko

, p. 57 - 60 (2007/10/02)

Reactions of phenyl azide with aromatic compounds ( i. e. benzene, toluene, ethylbenzene, cumene, anisole, and bromobenzene ) in the presence of AlCl3 gave diarylamines, whwreas those of phenyl azides with an electron-donating group such as Me and OMe yield little of the corresponding diarylamines ( tarformation takes place ).The reaction of 4-nitrophenyl azide with benzene in the presence of AlCl3 gave 4-nitrophenyl(phenyl)amine and a C-substitution product, 2-amino-5-nitrobiphenyl.Decomposition of 2-azidophenyl(phenyl)methane and 2-azidobiphenyls in CH2Cl2 in the presence of AlCl3 underwent an N-cyclization to afford 9,10-dihydroacridine and carbazoles, respectively, in good yields.The kinetic data on the decomposition of aryl azides and a Hammet plot ( with p= -6.0 ) for the formation of diarylamines suggest that the products are formed by an aromatic N-substitution of arylnitrenium-AlCl3 complexes via azide-AlCl3 complexes.We further argue the character of arylnitrenium-AlCl3 complexes.

N- and C-Attacks of Phenylnitrenium Ions Generated from Phenyl Azides in the Presence of Trifluoroacetic Acid and/or Trifluoromethanesulphonic Acid

Takeuchi, Hiroshi,Takano, Katsuyuki

, p. 611 - 618 (2007/10/02)

Phenylnitrenium ions were generated from phenyl azides in the presence of trifluoroacetic acid (TFA) and/or trifluoromethanesulphonic acid (TFSA).Unsubstituted phenylnitrenium ions and those with an electron-withdrawing group such as NO2 or CN undergo aromatic N-substitution, whereas those with an electron-donating group such as Me, OMe, CH2Ph, or Ph undergo C-substitution, hydrogen abstraction, and tar formation.The special character of TFA and TFSA as compared with other acids is discussed.

Process route upstream and downstream products

Process route

2′-chloro-5-methyl-[1,1′-biphenyl]-2-amine

2′-chloro-5-methyl-[1,1′-biphenyl]-2-amine

3-Methyl-9H-carbazole
4630-20-0

3-Methyl-9H-carbazole

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
With potassium tert-butylate; In dimethyl sulfoxide; at 40 ℃; for 3h; Schlenk technique; Inert atmosphere; Irradiation;
48%
5%
2-Chlorobenzeneboronic acid
3900-89-8

2-Chlorobenzeneboronic acid

3-Methyl-9H-carbazole
4630-20-0

3-Methyl-9H-carbazole

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 2 h / 120 °C
2: potassium tert-butylate / dimethyl sulfoxide / 3 h / 40 °C / Schlenk technique; Inert atmosphere; Irradiation
With bis-triphenylphosphine-palladium(II) chloride; potassium tert-butylate; sodium hydrogencarbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; dimethyl sulfoxide; 1: |Suzuki-Miyaura Coupling;
2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

3-Methyl-9H-carbazole
4630-20-0

3-Methyl-9H-carbazole

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 2 h / 120 °C
2: potassium tert-butylate / dimethyl sulfoxide / 3 h / 40 °C / Schlenk technique; Inert atmosphere; Irradiation
With bis-triphenylphosphine-palladium(II) chloride; potassium tert-butylate; sodium hydrogencarbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; dimethyl sulfoxide; 1: |Suzuki-Miyaura Coupling;
N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

4-methyldiphenylamine
620-84-8

4-methyldiphenylamine

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

1,2-bis(4-methylphenyl)diazene oxide
955-98-6,21650-69-1,71297-92-2

1,2-bis(4-methylphenyl)diazene oxide

Conditions
Conditions Yield
With PPA; trifluoroacetic acid; at 20 ℃; for 3h;
25 % Chromat.
2 % Chromat.
6 % Chromat.
p-methylazidobenzene
2101-86-2

p-methylazidobenzene

4-methyldiphenylamine
620-84-8

4-methyldiphenylamine

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
With aluminium trichloride; for 0.0833333h; Mechanism; Product distribution; Ambient temperature; sev. aryl azides;
p-methylazidobenzene
2101-86-2

p-methylazidobenzene

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
With trifluorormethanesulfonic acid; trifluoroacetic acid; Ambient temperature;
2%
37%
N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

p-benzylaniline
1135-12-2

p-benzylaniline

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

3-phenyl-4-methylaniline
13480-37-0

3-phenyl-4-methylaniline

Conditions
Conditions Yield
With trifluorormethanesulfonic acid; at 5 ℃; for 0.5h;
37.4%
23.7%
7.1%
N-4-methylphenylhydrazine
539-44-6

N-4-methylphenylhydrazine

p-benzylaniline
1135-12-2

p-benzylaniline

4-amino-2-methyl-1-phenylbenzene
63019-97-6

4-amino-2-methyl-1-phenylbenzene

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

3-phenyl-4-methylaniline
13480-37-0

3-phenyl-4-methylaniline

Conditions
Conditions Yield
trifluorormethanesulfonic acid; at 5 ℃; for 0.5h; Product distribution; Mechanism;
36 % Chromat.
26 % Chromat.
9 % Chromat.
trifluorormethanesulfonic acid; at 5 ℃; for 0.5h;
36 % Chromat.
26 % Chromat.
9 % Chromat.
trifluorormethanesulfonic acid; at 5 ℃; for 0.5h;
36 % Chromat.
9 % Chromat.
26 % Chromat.
2-<i>p</i>-toluidino-isoindoline-1,3-dione
4870-23-9

2-p-toluidino-isoindoline-1,3-dione

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

3-phenyl-4-methylaniline
13480-37-0

3-phenyl-4-methylaniline

Conditions
Conditions Yield
With aluminium trichloride; for 1.5h; Ambient temperature;
24.4%
51.3%
2′-chloro-5-methyl-[1,1′-biphenyl]-2-amine

2′-chloro-5-methyl-[1,1′-biphenyl]-2-amine

3-Methyl-9H-carbazole
4630-20-0

3-Methyl-9H-carbazole

2-amino-5-methylbiphenyl
42308-28-1

2-amino-5-methylbiphenyl

Conditions
Conditions Yield
With potassium tert-butylate; In dimethyl sulfoxide; at 40 ℃; for 3h; Schlenk technique; Inert atmosphere; Irradiation;
48%
5%

Global suppliers and manufacturers

Global( 3) Suppliers
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Win-Win chemical Co.Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:0086-577-64498589
  • Emails:sales@win-winchemical.com
  • Main Products:55
  • Country:China (Mainland)
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