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100-27-6

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100-27-6 Usage

Chemical Properties

yellow to orange crystalline powder

Uses

4-Nitro-benzeneethanol is a useful synthetic intermediate. It can be used to synthesize N-phenylethylindole carboxamides as SAR study of allosteric modulators of CB1 receptor. It can also be used to prepare 2-aza-2''-deoxyinosine-containing oligodeoxyribonucleotide duplexes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2786, 1973 DOI: 10.1021/jo00956a011

General Description

Yellow needles (from aqueous methanol) or orange solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A nitrated alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Health Hazard

SYMPTOMS: Structurally similar chemicals may cause methemoglobinemia.

Fire Hazard

Flash point data for 4-Nitrobenzeneethanol are not available; however, 4-Nitrobenzeneethanol is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 100-27-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 100-27:
(5*1)+(4*0)+(3*0)+(2*2)+(1*7)=16
16 % 10 = 6
So 100-27-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO3/c10-6-5-7-1-3-8(4-2-7)9(11)12/h1-4,10H,5-6H2

100-27-6 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (H54504)  2-(4-Nitrophenyl)ethanol, 98%   

  • 100-27-6

  • 1g

  • 166.0CNY

  • Detail
  • Alfa Aesar

  • (H54504)  2-(4-Nitrophenyl)ethanol, 98%   

  • 100-27-6

  • 5g

  • 594.0CNY

  • Detail
  • Alfa Aesar

  • (H54504)  2-(4-Nitrophenyl)ethanol, 98%   

  • 100-27-6

  • 25g

  • 2285.0CNY

  • Detail

100-27-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrobenzeneethanol

1.2 Other means of identification

Product number -
Other names 2-(4-nitrophenyl)ethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-27-6 SDS

100-27-6Downstream Products

100-27-6Relevant articles and documents

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

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.

-

Fuchs,VanderWerf

, p. 1631,1634 (1954)

-

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.

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)

Highly efficient protection of alcohols as trityl ethers under solvent-free conditions, and recovery catalyzed by reusable nanoporous MCM-41-SO3H

Gholamzadeh, Zeynab,Naimi-Jamal, Mohammad Reza,Maleki, Ali

, p. 994 - 1001 (2015/01/09)

An efficient method was developed for the protection of alcohols as trityl ethers using triphenylmethanol in the presence of nanoporous MCM-41-SO3H as a heterogeneous catalyst under solvent-free ball-milling at room temperature. Low catalyst loading, high efficiency, reusability are among the advantages of this new solvent-free and environmentally friendly method. The deprotection of the produced trityl ethers was also efficiently achieved using the same catalyst in wet acetonitrile.

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