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Cas Database

100-27-6

100-27-6

Identification

  • Product Name:Benzeneethanol,4-nitro-

  • CAS Number: 100-27-6

  • EINECS:202-835-8

  • Molecular Weight:167.164

  • Molecular Formula: C8H9NO3

  • HS Code:29062990

  • Mol File:100-27-6.mol

Synonyms:2-(4-Nitrophenyl)-1-ethanol;2-(4-Nitrophenyl)ethanol;2-(4-Nitrophenyl)ethylalcohol;2-(p-Nitrophenyl)ethanol;1-(2-Hydroxyethyl)-4-nitrobenzene;4-Nitrophenethyl alcohol;NSC 55519;p-Nitrophenethyl alcohol;p-Nitrophenylethyl alcohol;Phenethylalcohol, p-nitro- (6CI,7CI,8CI);

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi, HarmfulXn

  • Hazard Codes:Xi,Xn

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH319 Causes serious eye 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. SYMPTOMS: Structurally similar chemicals may cause methemoglobinemia.

  • Fire-fighting measures: Suitable extinguishing media Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. Flash point data for this chemical are not available; however, it is probably combustible. 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:TRC
  • Product Description:4-Nitro-benzeneethanol
  • Packaging:10g
  • Price:$ 250
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:2-(4-Nitrophenyl)ethanol >98.0%(GC)
  • Packaging:5g
  • Price:$ 44
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-(4-Nitrophenyl)ethanol >98.0%(GC)
  • Packaging:25g
  • Price:$ 136
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Nitrophenethyl alcohol
  • Packaging:1 kg
  • Price:$ 1296
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Nitrophenethyl alcohol
  • Packaging:500 g
  • Price:$ 760
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Nitrophenethyl alcohol
  • Packaging:100 g
  • Price:$ 200
  • Delivery:In stock
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  • Manufacture/Brand:SynChem
  • Product Description:4-Nitrobenzeneethanol 95+%
  • Packaging:10 g
  • Price:$ 40
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Nitrophenethyl alcohol 99%
  • Packaging:10g
  • Price:$ 92
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Nitrophenethyl alcohol 99%
  • Packaging:50g
  • Price:$ 314
  • Delivery:In stock
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:4-Nitro-benzeneethanol
  • Packaging:25 g
  • Price:$ 975
  • Delivery:In stock
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Relevant articles and documentsAll total 29 Articles be found

Zinc-catalyzed chemoselective reduction of esters to alcohols

Das, Shoubhik,Moeller, Konstanze,Junge, Kathrin,Beller, Matthias

, p. 7414 - 7417 (2011)

Economical alcohols! A general and chemoselective catalytic reduction of esters to alcohols using inexpensive zinc acetate and silanes has been developed. The operational simplicity and the high functional group tolerance, without the need for protecting and deprotecting steps, make this procedure particularly attractive for organic synthesis. Copyright

A Mild Oxidation of Aromatic Amines

Webb, Kevin S.,Seneviratne, Viran

, p. 2377 - 2378 (1995)

Several primary aromatic amines have been converted to the corresponding nitro compounds in good yields.The oxidant was oxone (potassium peroxymonosulfate) and the reactions were performed in 5 to 20percent aqueous acetone and buffered with sodium bicarbonate.

Electrochemically induced titanocene-mediated reductive opening of epoxides

Nikitin, Oleg M.,Magdesieva, Tatiana V.

, p. 194 - 195 (2011)

A new method for chemo- and regioselective electrochemical reductive opening of epoxides yielding primary alcohols with titanocene dichloride as a catalyst has been elaborated.

Piers' borane-mediated hydrosilylation of epoxides and cyclic ethers

Zhang, Jianbo,Park, Sehoon,Chang, Sukbok

, p. 7243 - 7246 (2018)

We report the first diarylborane-catalysed hydrosilylation of epoxides and cyclic ethers. Mechanistic studies on the in situ generated Piers' borane (C6F5)2BH with hydrosilanes in the presence of an epoxide revealed that an alkyloxy(diaryl)borane (C6F5)2BOR is readily formed as a catalytically competent species for the outer-sphere hydrosilylation of epoxides and cyclic ethers.

-

Fuchs,VanderWerf

, p. 1631,1634 (1954)

-

Photohydration of Aromatic Alkenes and Alkynes

Wan, Peter,Culshaw, Stephen,Yates, Keith

, p. 2509 - 2515 (1982)

The photohydrations of aromatic alkenes and alkynes 2-12 have been studied in aqueous sulfuric acid.For the nonnitro-substituted substrates 2-8, the products are the compounds obtained via Markovnikov addition of water to the alkene or alkyne moiety.Nitro-substituted styrenes 11 and 12 and phenylacetylenes 9 and 10 gave anti-Markovnikov addition products.Product quantum yields (Ψpdt) generally show a strongly sigmoidal dependence on the activity of the medium, with the exception of the nitrostyrenes, where no such dependence was observed.For compounds 2-8, quenching of fluorescence with increasing acidity was observed, and the proposed photohydration mechanism involves a rate-limiting protonation step on the first excited singlet state (S1), while for the nitrostyrenes, a rate-limiting attack of water on T1 is consistent with the available data.A mechanism involving a concerted addition of H3O+ to T1 is proposed for the photohydration of (nitrophenyl)acetylenes 9 and 10.The solvent isotope effect on the product quantum yield (ΨH/ΨD) is consistent with these proposals.Photoprotonation rate constants (kH) have been obtained - via transient and steady state measurements - for substrates 2, 4-6, and 8.Alkenes are approximately ane order of magnitude less reactive than alkynes to photoprotonation, both of which are 1011 - 1014 times more reactive than the corresponding ground-state molecules.

One-Carbon Homologation of Primary Alcohols and the Reductive Homologation of Aldehydes Involving a Jocic-Type Reaction

Li, Zhexi,Gupta, Manoj K.,Snowden, Timothy S.

, p. 7009 - 7019 (2015)

(Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope. The method is step-economical, and it nicely complements established one-carbon homologation strategies. (Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope.

Yoon et al.

, p. 2786,2791 (1973)

A method for preparing the amino ethanol (by machine translation)

-

Paragraph 0019-0057, (2018/06/12)

The invention discloses a method for preparing amino ethanol, comprising the following steps: (1) will be soluble in ethyl ether in nitrobenzene acetic acid, heated to 40 - 50 °C, under the protection of nitrogen, adding the hydrogenated lithium aluminum after uniformly mixing and stirring, dripping water, continuing the stirring 3 h, after the reaction is finished, the temperature dropped to 0 °C, add sodium hydroxide solution and water, standing 15 - 20 min after, temperature to room temperature, adding anhydrous MgSO4 , Stirring 20 - 30 min after filtering, the filtrate in the solvent evaporate, made to the nitrobenzene ethanol; (2) the prepared to the nitrobenzene ethanol dissolved in ethanol, adding catalyst, nitrogen, raising the temperature to 80 °C, the hydrogen gas under the atmospheric pressure, the reaction 2 - 3 h, filter after cooling, evaporate the ethanol, the obtained solid recrystallized after, vested the pairs amino ethanol. The application of the preparation method is safe and stable, low demand operating conditions, higher product yield. (by machine translation)

Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety

Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng

supporting information, p. 131 - 134 (2016/12/27)

A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).

Formal hydration of non-activated terminal olefins using tandem catalysts

Yang, Yongsheng,Guo, Jiayi,Ng, Huimin,Chen, Zhiyong,Teo, Peili

supporting information, p. 2608 - 2611 (2014/03/21)

The hydration of terminal olefins to secondary alcohols has been achieved using a Pd(ii)/Ru(ii) catalyst combination with high regioselectivity and yields. Both vinyl arenes and aliphatic olefins can be hydrated easily with the tandem catalyst system using a low catalyst loading of 1 mol%. The Royal Society of Chemistry 2014.

Process route upstream and downstream products

Process route

α-methyl-p-nitrobenzyl hydroperoxide
98487-93-5

α-methyl-p-nitrobenzyl hydroperoxide

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
With sodium sulfite;
1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride
88091-70-7

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

N<sup>6</sup>-methyladenosine
1867-73-8

N6-methyladenosine

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

bis<2-(4-nitrophenyl)ethyl>carbonate

bis<2-(4-nitrophenyl)ethyl>carbonate

N<sup>6</sup>-methyl-N<sup>6</sup>-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
161001-99-6

N6-methyl-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Conditions
Conditions Yield
With dmap; ammonium sulfate; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1.) dioxane, 2.5 h, reflux, 2.) CH2Cl2, 72 h, RT, 3.) MeOH, H2O;
2',5'-di-O-acetyl-3'-deoxy-N<sup>6</sup>-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
161001-78-1

2',5'-di-O-acetyl-3'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

cordycepin
73-03-0

cordycepin

2-(4-nitrophenyl)ethyl carbamate

2-(4-nitrophenyl)ethyl carbamate

N<sup>6</sup>-carbamoyl-3'-deoxyadenosine

N6-carbamoyl-3'-deoxyadenosine

Conditions
Conditions Yield
With ammonia; for 18h; Product distribution; Mechanism; Ambient temperature;
N<sup>6</sup>-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
88121-73-7

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

methylamine
74-89-5

methylamine

N<sup>6</sup>-(methylcarbamoyl)adenosine
39960-64-0

N6-(methylcarbamoyl)adenosine

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
In pyridine; at 120 ℃; for 6h;
81%
92%
4-nitrophenylacetyl chloride
50434-36-1

4-nitrophenylacetyl chloride

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
With lithium borohydride; In tetrahydrofuran; for 1h; Yield given; Ambient temperature;
2-phenylethanol
60-12-8

2-phenylethanol

acetic anhydride
108-24-7

acetic anhydride

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
With nitric acid;
2-(4'-aminophenyl)ethyl alcohol
104-10-9

2-(4'-aminophenyl)ethyl alcohol

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
With Oxone; sodium hydroxide; In water; acetone; at 8 ℃; buffer (NaHCO3);
73%
2-phenylethanol
60-12-8

2-phenylethanol

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

2-nitro-benzeneethanol
15121-84-3

2-nitro-benzeneethanol

2-(3-nitrophenyl)ethanol
52022-77-2

2-(3-nitrophenyl)ethanol

Conditions
Conditions Yield
With nitric acid; urea; Yield given. Multistep reaction. Yields of byproduct given; 1.) from -12 deg C to -5 deg C, 20 min, 2.) reflux, 5 h;
With nitric acid; urea; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) from -12 deg C to -5 deg C, 20 min, 2.) reflux, 5 h;
β-(2,4-dinitrophenyl)ethyl nitrate
1081-79-4

β-(2,4-dinitrophenyl)ethyl nitrate

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

Conditions
Conditions Yield
With nitric acid; urea; for 5h; Heating;
97%
p-Nitrophenyloxirane
6388-74-5,38201-14-8,71884-55-4

p-Nitrophenyloxirane

diethyl ether
60-29-7,927820-24-4

diethyl ether

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

1-[4-nitrophenyl]-1-ethanol
6531-13-1

1-[4-nitrophenyl]-1-ethanol

Conditions
Conditions Yield
Product distribution;

Global suppliers and manufacturers

Global( 85) Suppliers
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  • Amadis Chemical Co., Ltd.
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  • COLORCOM LTD.
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  • Hangzhou Keyingchem Co.,Ltd
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  • Chemlyte Solutions
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