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Cas Database

1135-12-2

1135-12-2

Identification

  • Product Name:Benzenamine,4-(phenylmethyl)-

  • CAS Number: 1135-12-2

  • EINECS:-0

  • Molecular Weight:183.253

  • Molecular Formula: C13H13N

  • HS Code:

  • Mol File:1135-12-2.mol

Synonyms:p-Toluidine,a-phenyl- (6CI,7CI,8CI);4-(Phenylmethyl)aniline;4-Aminodiphenylmethane;4-Benzylaniline;4-Benzylbenzenamine;4-Benzylphenylamine;p-Aminodiphenylmethane;p-Benzylaniline;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • 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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:4-Benzylaniline
  • Packaging:5g
  • Price:$ 195
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Aminodiphenylmethane >97.0%(GC)(T)
  • Packaging:25g
  • Price:$ 159
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Aminodiphenylmethane >97.0%(GC)(T)
  • Packaging:5g
  • Price:$ 52
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Benzylaniline
  • Packaging:2.5 g
  • Price:$ 48
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Benzylaniline
  • Packaging:5 g
  • Price:$ 68
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Benzylaniline
  • Packaging:25 g
  • Price:$ 245
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Benzylaniline 97%
  • Packaging:5g
  • Price:$ 150
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Benzylaniline 97%
  • Packaging:1g
  • Price:$ 50.8
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Benzylaniline 98%
  • Packaging:5g
  • Price:$ 28
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Benzylaniline 98%
  • Packaging:1g
  • Price:$ 9
  • Delivery:In stock
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Relevant articles and documentsAll total 26 Articles be found

Pyrrolic nitrogen-doped carbon nanotubes: Physicochemical properties, interactions with Pd and their role in the selective hydrogenation of nitrobenzophenone

Ombaka, Lucy M.,Ndungu, Patrick G.,Nyamori, Vincent O.

, p. 109 - 122 (2015)

Nitrogen-doped carbon nanotubes (N-CNTs) containing 63%, 73% and 80% pyrrolic-N were synthesized and used to evaluate the influence of pyrrolic nitrogen on the physicochemical properties and catalytic activity of Pd supported on N-CNTs (Pd/N-CNTs). Micrographs of Pd/N-CNTs showed that Pd was located along the defect sites of N-CNTs indicating strong Pd-support interactions. X-ray photoelectron spectroscopy revealed that the abundance of Pd0 decreased while that of Pd2+ increased as the quantity of pyrrolic nitrogen increased. The Pd2+ species were formed as Pd-N coordination complexes, which stabilized Pd2+ nanoparticles. Selective hydrogenation of nitrobenzophenone to aminobenzophenone or p-benzylaniline was used to evaluate the catalytic performance of catalysts. Pd/N-CNTs exhibited a higher selectivity towards aminobenzophenone than Pd on carbon nanotubes and Pd on activated carbon. The enhanced selectivity towards nitro-reduction alone, observed with Pd/N-CNTs was attributed to the promoting effect of pyrrolic-N. Hence, Pd/N-CNTs are promising catalysts for the selective reduction of nitro arenes.

Efficient hydrogenation catalyst designing via preferential adsorption sites construction towards active copper

Dai, Xingchao,He, Dongcheng,Li, Teng,Shi, Feng,Wang, Hongli,Wang, Tao,Wang, Xinzhi

, p. 397 - 406 (2021/07/21)

Based on the experimental and DFT calculation results, here for the first time we built preferential adsorption sites for nitroarenes by modification of the supported Cu catalysts surface with 1,10-phenathroline (1,10-phen), by which the yield of aniline via reduction of nitroarene is enhanced three times. Moreover, a macromolecular layer was in-situ generated on supported Cu catalysts to form a stable macromolecule modified supported Cu catalyst, i.e., CuAlOx-M. By applying the CuAlOx-M, a wide variety of nitroarene substrates react smoothly to afford the desired products in up to > 99% yield with > 99% selectivity. The method tolerates a variety of functional groups, including halides, ketone, amide, and C = C bond moieties. The excellent catalytic performance of the CuAlOx-M can be attributed to that the 1,10-phen modification benefits the preferential adsorption of nitrobenzene and slightly weakens adsorption of aniline on the supported nano-Cu surface.

Direct conversion of phenols into primary anilines with hydrazine catalyzed by palladium

Qiu, Zihang,Lv, Leiyang,Li, Jianbin,Li, Chen-Chen,Li, Chao-Jun

, p. 4775 - 4781 (2019/05/16)

Primary anilines are essential building blocks to synthesize various pharmaceuticals, agrochemicals, pigments, electronic materials, and others. To date, the syntheses of primary anilines mostly rely on the reduction of nitroarenes or the transition-metal-catalyzed Ullmann, Buchwald-Hartwig and Chan-Lam cross-coupling reactions with ammonia, in which non-renewable petroleum-based chemicals are typically used as feedstocks via multiple step syntheses. A long-standing scientific challenge is to synthesize various primary anilines directly from renewable sources. Herein, we report a general method to directly convert a broad range of phenols into the corresponding primary anilines with the cheap and widely available hydrazine as both amine and hydride sources with simple Pd/C as the catalyst.

Cross-Coupling of Phenol Derivatives with Umpolung Aldehydes Catalyzed by Nickel

Lv, Leiyang,Zhu, Dianhu,Tang, Jianting,Qiu, Zihang,Li, Chen-Chen,Gao, Jian,Li, Chao-Jun

, p. 4622 - 4627 (2018/05/22)

A nickel-catalyzed cross-coupling to construct the C(sp2)-C(sp3) bond was developed from two sustainable biomass-based feedstocks: phenol derivatives with umpolung aldehydes. This strategy features the in situ generation of moisture/air-stable hydrazones from naturally abundant aldehydes, which act as alkyl nucleophiles under catalysis to couple with readily available phenol derivatives. The avoidance of using both halides as the electrophiles and organometallic or organoboron reagents (also derived from halides) as the nucleophiles makes this method more sustainable. Water tolerance, great functional group (ketone, ester, free amine, amide, etc.) compatibility, and late-stage elaboration of complex biological molecules exemplified its practicability and unique chemoselectivity over organometallic reagents.

Nickel-catalyzed cross-coupling of aldehydes with aryl halides: Via hydrazone intermediates

Tang, Jianting,Lv, Leiyang,Dai, Xi-Jie,Li, Chen-Chen,Li, Lu,Li, Chao-Jun

supporting information, p. 1750 - 1753 (2018/02/21)

Traditional cross-couplings require stoichiometric organometallic reagents. A novel nickel-catalyzed cross-coupling reaction between aldehydes and aryl halides via hydrazone intermediates has been developed, merging the Wolff-Kishner reduction and the classical cross-coupling reactions. Aromatic aldehydes, aryl iodides and aryl bromides are especially effective in this new cross-coupling chemistry.

Discovery of 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-phenylacetamide derivatives as new potent and selective human sirtuin 2 inhibitors

Yang, Lingling,Ma, Xiaobo,Yuan, Chen,He, Yanying,Li, Ling,Fang, Sha,Xia, Wei,He, Tao,Qian, Shan,Xu, Zhihong,Li, Guobo,Wang, Zhouyu

, p. 230 - 241 (2017/04/19)

Human sirtuin 2 (SIRT2) plays pivotal roles in multiple biological processes such as cell cycle regulation, autophagy, immune and inflammatory responses. Dysregulation of SIRT2 was considered as a main aspect contributing to several human diseases, including cancer. Development of new potent and selective SIRT2 inhibitors is currently desirable, which may provide a new strategy for treatment of related diseases. Herein, a structure-based optimization approach led to new 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-phenylacetamide derivatives as SIRT2 inhibitors. SAR analyses with new synthesized derivatives revealed a number of new potent SIRT2 inhibitors, among which 28e is the most potent inhibitor with an IC50 value of 42?nM. The selectivity analyses found that 28e has a very good selectivity to SIRT2 over SIRT1 and SIRT3. In cellular assays, 28e showed a potent ability to inhibit human breast cancer cell line MCF-7 and increase the acetylation of α-tubulin in a dose-dependent manner. This study will aid further efforts to develop highly potent and selective SIRT2 inhibitors for the treatment of cancer and other related diseases.

Process route upstream and downstream products

Process route

N-benzyloxy benzamide
3532-25-0

N-benzyloxy benzamide

N-phenyl benzoyl amide
93-98-1,5705-51-1

N-phenyl benzoyl amide

p-benzylaniline
1135-12-2

p-benzylaniline

2-benzylaniline
28059-64-5

2-benzylaniline

benzaldehyde
100-52-7

benzaldehyde

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
for 5h; Product distribution; Mechanism; Heating;
15%
7%
8%
4%
4-nitrobenzophenone
1144-74-7

4-nitrobenzophenone

4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

p-benzylaniline
1135-12-2

p-benzylaniline

(4-aminophenyl)(phenyl)methanone
1137-41-3,444317-48-0

(4-aminophenyl)(phenyl)methanone

Conditions
Conditions Yield
With hydrogen; at 50 ℃; for 24h; under 750.075 Torr;
N-phenylacetyldiphenylamine
33675-70-6

N-phenylacetyldiphenylamine

9-phenylacridine
602-56-2

9-phenylacridine

p-benzyldiphenylamine
35452-03-0

p-benzyldiphenylamine

p-benzylaniline
1135-12-2

p-benzylaniline

diphenylamine
122-39-4

diphenylamine

Conditions
Conditions Yield
at 360 ℃; for 168h; Further byproducts given;
5.3 g
2.25 g
3.70 g
1.50 g
4-nitrobenzophenone
1144-74-7

4-nitrobenzophenone

benzophenone
119-61-9

benzophenone

p-benzylaniline
1135-12-2

p-benzylaniline

(4-aminophenyl)(phenyl)methanone
1137-41-3,444317-48-0

(4-aminophenyl)(phenyl)methanone

Conditions
Conditions Yield
With palladium on activated charcoal; hydrogen; at 50 ℃; for 24h; under 750.075 Torr;
aniline
62-53-3

aniline

phenylmercury(II) chloride
100-56-1

phenylmercury(II) chloride

p-benzylaniline
1135-12-2

p-benzylaniline

Conditions
Conditions Yield
In tetrahydrofuran; diethyl ether; 1.) room temperature, 12 h, 2.) 50 deg C, 12 h;
66%
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%
4-benzyl-1-nitrobenzene
1817-77-2

4-benzyl-1-nitrobenzene

p-benzylaniline
1135-12-2

p-benzylaniline

Conditions
Conditions Yield
With methanol; sodium sulfide; sulfur;
With hydrogenchloride; tin;
With hydrogen; In toluene; at 120 ℃; under 11251.1 Torr; Autoclave;
>99 %Chromat.
(4-aminophenyl)(phenyl)methanone
1137-41-3,444317-48-0

(4-aminophenyl)(phenyl)methanone

p-benzylaniline
1135-12-2

p-benzylaniline

Conditions
Conditions Yield
With aluminum (III) chloride; lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 3h;
68%
With lithium aluminium tetrahydride; diethyl ether;
With hydrogen; acetic acid; nickel; In ethanol; water;
With aluminum (III) chloride; lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 3h;
4'-aminobenzophenone hydrochloride

4'-aminobenzophenone hydrochloride

p-benzylaniline
1135-12-2

p-benzylaniline

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In perchloric acid; acetic acid; at 20 ℃; for 18h; under 2275.45 Torr;
85%
benzaldehyde, hydrazone
5281-18-5

benzaldehyde, hydrazone

4-aminophenyl-4-toluenesulfonic acid ester
3899-93-2

4-aminophenyl-4-toluenesulfonic acid ester

p-benzylaniline
1135-12-2

p-benzylaniline

Conditions
Conditions Yield
With bis(1,5-cyclooctadiene)nickel (0); 1,8-diazabicyclo[5.4.0]undec-7-ene; trimethylphosphane; In tetrahydrofuran; at 110 ℃; for 12h; chemoselective reaction; Inert atmosphere;
42%

Global suppliers and manufacturers

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  • Hangzhou Dingyan Chem Co., Ltd
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  • GIHI CHEMICALS CO.,LIMITED
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  • Finetech Industry Limited
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  • Antimex Chemical Limied
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  • Skyrun Industrial Co.,Ltd
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