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Cas Database

623-11-0

623-11-0

Identification

  • Product Name:Benzene,1-methyl-4-nitroso-

  • CAS Number: 623-11-0

  • EINECS:210-771-7

  • Molecular Weight:121.139

  • Molecular Formula: C7H7NO

  • HS Code:2904202000

  • Mol File:623-11-0.mol

Synonyms:Toluene,p-nitroso- (6CI,7CI,8CI);1-Methyl-4-nitrosobenzene;4-Methyl-1-nitrosobenzene;4-Methylnitrosobenzene;4-Nitrosotoluene;p-Methylnitrosobenzene;p-Nitrosotoluene;

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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

  • Manufacture/Brand
  • Product Description
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  • Purchase
  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:PARA-NITROSOTOLUENE 95.00%
  • Packaging:5MG
  • Price:$ 502.38
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 75 Articles be found

Effect of Malt-PEG-Abz@RSL3 micelles on HepG2 cells based on NADPH depletion and GPX4 inhibition in ferroptosis

Cheng, Xu,Gao, Chuya,Gong, Chen,Li, Wenhua,Liu, Xiaoying,Peng, Haisheng,Tang, Shukun,Tao, Haiquan,Yang, Bo,Zhang, Wenyuan

, (2021)

Ferroptosis is a regulated cell death pathway which depends on iron. Ferroptosis can be induced by limiting intracellular glutathione (GSH) synthesis, or inhibiting the activity of GPX4, or increasing intracellular accumulation of PE-AA-OOH, all of which involve NADPH. Therefore, NADPH depletion, excessive PE-AA-OOH, and GPX4 deficiency are generally considered to be the main characteristics of ferroptosis. In this research, the novel self-assembly nanomicelles modified by maltose ligand (Malt-PEG-Abz@RSL3) with superior nano characteristics were designed and fabricated. Malt-PEG-Abz@RSL3 micelles achieved active targeted drug delivery due to the high expression of glucose transporter (GLUT) and high uptake by HepG2 cells. Maltose-polyethylene glycol broke to release RSL3 for inhibiting GPX4 activity when Malt-PEG-Abz@RSL3 micelles entered the cells. Meanwhile, key coenzyme NADPH that participated in synthesis of GSH and Trx(SH)2 was depleted by azobenzene moiety, resulting in decreasing GSH and Trx(SH)2, which dually induced ferroptosis in tumour cells and promoted cell apoptosis.

Rhodium(III)-catalyzed regioselective C–H nitrosation/annulation of unsymmetrical azobenzenes to synthesize benzotriazole N-oxides via a RhIII/RhIII redox-neutral pathway

Zhang, Yuanfei,Chen, Zhe-Ning,Su, Weiping

supporting information, (2021/05/19)

A Rh(III)-catalyzed regioselective C–H nitrosation/annulation reaction of unsymmetrical azobenzenes with [NO][BF4] has been developed to achieve high-yielding syntheses of benzotriazole N-oxides with excellent functional group tolerance. Computational studies have revealed that this oxidative C–H functionalization reaction involves an interesting redox-neutral Rh(III)/Rh(III) pathway without the change of Rh oxidation state.

Understanding Mechanistic Differences between 3-Diazoindolin-2-Imines and N-Sulfonyl-1,2,3-Triazoles in the Rh2(II)-Catalyzed Reactions with Nitrosoarenes

Bao, Xiaoguang,Fu, Rui,Gao, Ke,Kou, Luyao,Zhou, Shaofang

supporting information, p. 1565 - 1572 (2021/05/28)

The employment of α-iminometallocarbenes to construct valuable N-containing compounds has attracted significant research interest. Herein, the nucleophilic addition of nitrosoarenes with the α-imino rhodium carbene species (I), which is derived from Rh2(II)-catalyzed denitrogenation of 3-diazoindolin-2-imines, to produce synthetically useful 2-iminoindolin-nitrones is described. Mechanistically, the N-attack of nitrosoarenes with the carbene site of I is proposed. For the analogous Rh2(II)-catalyzed reaction of nitrosoarenes with N-sulfonyl-1,2,3-triazoles reported by Li and co-workers (Org. Lett. 2014, 16, 6394), however, the O-attack of nitrosoarenes with the carbene site of α-imino rhodium carbene species (II) is more favorable to occur than the N-attack. The subsequent transformation to yield the product of N-acylamidines is rationalized based on computational studies. The mechanistic differences for the reactions of nitrosoarenes with α-imino rhodium carbene species I and II are discussed.

Reversible Photoswitchable Inhibitors Generate Ultrasensitivity in Out-of-Equilibrium Enzymatic Reactions

Teders, Michael,Pogodaev, Aleksandr A.,Bojanov, Glenn,Huck, Wilhelm T. S.

supporting information, p. 5709 - 5716 (2021/05/07)

Ultrasensitivity is a ubiquitous emergent property of biochemical reaction networks. The design and construction of synthetic reaction networks exhibiting ultrasensitivity has been challenging, but would greatly expand the potential properties of life-like materials. Herein, we exploit a general and modular strategy to reversibly regulate the activity of enzymes using light and show how ultrasensitivity arises in simple out-of-equilibrium enzymatic systems upon incorporation of reversible photoswitchable inhibitors (PIs). Utilizing a chromophore/warhead strategy, PIs of the protease α-chymotrypsin were synthesized, which led to the discovery of inhibitors with large differences in inhibition constants (Ki) for the different photoisomers. A microfluidic flow setup was used to study enzymatic reactions under out-of-equilibrium conditions by continuous addition and removal of reagents. Upon irradiation of the continuously stirred tank reactor with different light pulse sequences, i.e., varying the pulse duration or frequency of UV and blue light irradiation, reversible switching between photoisomers resulted in ultrasensitive responses in enzymatic activity as well as frequency filtering of input signals. This general and modular strategy enables reversible and tunable control over the kinetic rates of individual enzyme-catalyzed reactions and makes a programmable linkage of enzymes to a wide range of network topologies feasible.

Photochromic controlled permeable small molecule cross-linked vesicle as well as preparation method and application thereof

-

Paragraph 0033-0036, (2021/09/01)

The invention discloses a photochromic controlled-permeation small-molecule crosslinked vesicle CSMVs as well as a preparation method and application thereof. Belong to micromolecule self-assembly technical field. The invention firstly synthesizes an azobenzene amphiphilic compound, and then further cross-linking to prepare the photochromic controllable permeable small-molecule cross-linked vesicle. The controlled release system is simple to prepare, high in stability, intelligent in control, and capable of exhibiting real-time controllable permeability in time and space, CSMVs at the molecular level due to the molecular structure of the vesicle wall, and instantaneous controlled release is exhibited. In cancer. The method has wide application prospects in the accurate treatment of diseases such as diabetes and bacterial infection.

Process route upstream and downstream products

Process route

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

2-nitrosotoluene
611-23-4

2-nitrosotoluene

Conditions
Conditions Yield
With nitric oxide; trifluoroacetic acid; trifluoroacetic anhydride; at 28 ℃; for 13h; Product distribution;
16%
4%
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2-nitrosotoluene
611-23-4

2-nitrosotoluene

Conditions
Conditions Yield
With nitric oxide; In trifluoroacetic acid; at 38 ℃; Rate constant; Kinetics; Mechanism;
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

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 oxaziridinium tetrafluoroborate derived from N-methyl-1,2,3,4-tetrahydroisoquinoline; In [D3]acetonitrile; at -18 ℃;
30 % Spectr.
25 % Spectr.
5 % Spectr.
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

1,2-di(p-tolyl)diazene
501-60-0,21650-54-4,30926-02-4

1,2-di(p-tolyl)diazene

Conditions
Conditions Yield
With tert.-butylhydroperoxide; In acetonitrile; at 70 ℃; for 1h;
12 %Spectr.
28 %Spectr.
50 %Spectr.
7 %Spectr.
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

Conditions
Conditions Yield
With ammonium chloride; zinc; Yield given. Yields of byproduct given;
With ammonium chloride; zinc; Yield given. Yields of byproduct given;
diethyl ether
60-29-7,927820-24-4

diethyl ether

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

Conditions
Conditions Yield
trifluoromethylcopper(I)
77152-08-0

trifluoromethylcopper(I)

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

4-methylbenzotrifluoride
6140-17-6

4-methylbenzotrifluoride

Conditions
Conditions Yield
With tert.-butylnitrite; In N,N-dimethyl-formamide; acetonitrile; at 0 ℃; Overall yield = 40 %Spectr.;
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

Conditions
Conditions Yield
With urea hydrogen peroxide adduct; carbonic acid dimethyl ester; at 20 ℃; for 2h;
96%
With dihydrogen peroxide; In methanol; water; at 20 ℃; for 2h; Reagent/catalyst; Solvent; chemoselective reaction; Catalytic behavior; Kinetics; Sealed tube;
94%
With oxaziridinium tetrafluoroborate derived from N-methyl-1,2,3,4-tetrahydroisoquinoline; In dichloromethane; at -50 ℃;
90%
With dihydrogen peroxide; (n-Bu3Sn)2WO4; In acetone; at 20 ℃; for 1h;
86%
With dihydrogen peroxide; methyltrioxorhenium(VII); In methanol; for 2h; Ambient temperature;
82%
With sodium tungstate; tetrabutylammomium bromide; dihydrogen peroxide; In dichloromethane; pentane; for 2h; Ambient temperature;
82%
With 34percent H2O2; phosphotungstic acid; In water; tert-butyl alcohol; at 20 ℃; for 1h;
77%
With Oxone; In dichloromethane; at 20 ℃; Inert atmosphere;
77.3%
With Oxone; In dichloromethane; water; at 25 ℃; for 4h;
74.3%
With oxodiperoxymolybdenum(aqua)(hexamethylphosphoric triamide); dihydrogen peroxide; In dichloromethane; for 18h; Ambient temperature;
73%
With Oxone; In dichloromethane; water; at 20 ℃; for 0.5h; Reflux;
59%
With Oxone; In dichloromethane; water; at 20 ℃; for 0.5h;
59%
With bis(acetylacetonato)dioxidomolybdenum(VI); dihydrogen peroxide; In cyclohexane; at 20 ℃; for 1h; Inert atmosphere;
41%
With potassium peroxomonosulphate; In dichloromethane; water; at 20 ℃; Inert atmosphere;
22%
With potassium permanganate; formaldehyd; sulfuric acid;
With caro's acid;
With peracetic acid; water;
With dihydrogen peroxide;
With dihydrogen peroxide; phosphotungstic acid; In ethanol; at 25 ℃; for 0.5h; Kinetics;
With sodium hydroxide; potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; In methanol; at 19.85 ℃; Further Variations:; Temperatures; Kinetics; Activation energy;
With dihydrogen peroxide; CpMo(CO)3(CCPh); In tert-butyl alcohol; at 20 ℃; for 12h;
With potassium hydroxide; dihydrogen peroxide; molybdenum(VI) oxide; In methanol; water; at 0 ℃; pH=3 - 3.5;
With molybdenum(VI) oxide;
With oxone;
With Oxone; In dichloromethane; water; at 20 ℃; for 0.5h;
With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide;
With chloroperoxidase from Musa paradisiaca stem juice; dihydrogen peroxide; at 30 ℃; pH=4.4; aq. phosphate buffer; Enzymatic reaction;
With dihydrogen peroxide; molybdenum(VI) oxide; potassium hydroxide; In water;
With oxone||potassium monopersulfate triple salt; In dichloromethane; water; for 18h; Inert atmosphere;
With Oxone; In dichloromethane; water; for 12h;
With Oxone; In dichloromethane; water; at 20 ℃; for 1h;
With Oxone; In dichloromethane; water; at 22 ℃; for 2.25h;
4.64 g
With oxone||potassium monopersulfate triple salt; In dichloromethane; water; at 20 ℃; for 0.5h; Inert atmosphere;
With oxone; In dichloromethane; water; for 18h; Inert atmosphere;
With Oxone; Inert atmosphere;
With oxone; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
With oxone; In dichloromethane; water; at 25 ℃; for 2h;
With oxone; In dichloromethane; water; at 20 ℃; for 0.5h; Inert atmosphere;
With oxone||potassium monopersulfate triple salt; In dichloromethane; water; at 20 ℃; for 3h; Inert atmosphere;
With Oxone; In dichloromethane; water; at 20 ℃; for 0.5h;
With oxone||potassium monopersulfate triple salt; In dichloromethane; water; at 20 ℃; Inert atmosphere;
With potassium peroxymonosulfate sulfate; In dichloromethane; water;
With Oxone; In dichloromethane; water; at 20 ℃; for 3h; Inert atmosphere;
With oxone||potassium monopersulfate triple salt; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;
2178 mg
With potassium peroxymonosulfate sulfate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
With Oxone; In dichloromethane; water; at 20 ℃;
With potassium peroxymonosulfate sulfate; In dichloromethane; water; at 20 ℃; for 3h;
With oxone||potassium monopersulfate triple salt; In dichloromethane; for 1h;
With oxone||potassium monopersulfate triple salt; In dichloromethane;
With oxone||potassium monopersulfate triple salt; In dichloromethane; water; at 20 ℃;
N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

Conditions
Conditions Yield
With oxaziridinium tetrafluoroborate derived from N-methyl-1,2,3,4-tetrahydroisoquinoline; In dichloromethane; at -10 ℃;
70%
With ethanol; nitric acid;
With ethanol; iron(III) chloride; at 0 - 5 ℃;
With iron(III) chloride;
With sulfuric acid; dichromate anion;
Reaktion ueber mehrere Stufen;
With sodium dichromate; sulfuric acid; Yield given;
With iron(III) chloride; In ethanol; at -15 ℃;
14 g
oxo-(N-(C<sub>6</sub>H<sub>5</sub>)hydroxylamido-O,N)(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI)

oxo-(N-(C6H5)hydroxylamido-O,N)(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI)

oxoperoxo-(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI)
67584-07-0

oxoperoxo-(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI)

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

Conditions
Conditions Yield
With H2O2; In dichloromethane; water; byproducts: H2O; addn. 2 equiv 35% aq. soln. H2O2 to soln. Mo-complex/CH2Cl2, mixt. left until red-purple col. disappeared (20 min); addn. petroleum ether (pptn.), filtered;
90%

Global suppliers and manufacturers

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  • Amadis Chemical Co., Ltd.
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  • Shanghai Upbio Tech Co.,Ltd
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  • GIHI CHEMICALS CO.,LIMITED
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  • Antimex Chemical Limied
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