2-Nitrobenzyl chloride

Base Information

• Chemical Name: 2-Nitrobenzyl chloride
• CAS No.: 612-23-7
• Molecular Formula: C7H6 Cl N O2
• Molecular Weight: 171.583
• Hs Code.: 2904909090
• European Community (EC) Number: 210-300-5
• NSC Number: 66500
• UN Number: 3261
• UNII: HB8U484NPM
• DSSTox Substance ID: DTXSID9025744
• Nikkaji Number: J2.993I
• Wikidata: Q27279839
• ChEMBL ID: CHEMBL175193
• Mol file: 612-23-7.mol

Synonyms:2-Nitrobenzyl chloride;612-23-7;1-(Chloromethyl)-2-nitrobenzene;O-NITROBENZYL CHLORIDE;alpha-Chloro-2-nitrotoluene;Benzene, 1-(chloromethyl)-2-nitro-;2-Nitrobenzylchloride;alpha-Chloro-o-nitrotoluene;CCRIS 2323;Toluene, alpha-chloro-o-nitro-;Toluene, .alpha.-chloro-o-nitro-;EINECS 210-300-5;NSC 66500;UNII-HB8U484NPM;BRN 0388396;HB8U484NPM;.alpha.-Chloro-o-nitrotoluene;DTXSID9025744;NSC-66500;1-(Chloromethyl) -2-nitrobenzene;1-(chloromethyl)-2-nitro-benzen;o-Nitrobenzylchlorid;o-nitrobenzylchloride;MFCD00007185;2-nitro-benzylchloride;SCHEMBL69613;MLS002454429;2-Nitrobenzyl chloride, 99%;CHEMBL175193;DTXCID705744;NITROBENZYL CHLORIDE, O-;1-Nitro-2-(chloromethyl)benzene;HMS3039H12;NSC66500;Tox21_200821;CK2309;AKOS000294914;LS-1463;NCGC00091732-01;NCGC00091732-02;NCGC00091732-03;NCGC00258375-01;AC-25726;CAS-612-23-7;PS-10632;SMR001372019;AM20040856;Benzene, 1-(chloromethyl)-2-nitro- (9CI);FT-0613188;N0182;EN300-41224;A24708;A928569;Q27279839

Chemical Property of 2-Nitrobenzyl chloride

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0123mmHg at 25°C
• Melting Point: 46-48 °C(lit.)
• Refractive Index: 1.5557 (estimate)
• Boiling Point: 269 °C at 760 mmHg
• Flash Point: 112.7 °C
• PSA: 45.82000
• Density: 1.33 g/cm³
• LogP: 2.85680
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble98%
• Water Solubility.: Soluble in acetone, alcohol benzene, diethyl ether, and ethanol (98%). Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 146
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrobenzyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC=C(C(=C1)CCl)[N+](=O)[O-]
• Uses: 2-Nitrobenzyl chloride has been used to introduce the photo labile 2-nitrobenzyl protecting group for the phenolic OH group of tyrosine. It is used as a pharmaceutical intermediate. 2-Nitrobenzyl chloride was used in the synthesis of S-(2-nitrobenzyl)cysteine which was inserted into human erythropoietin. 2-Nitrobenzyl chloride was used to prepare 4,4′-dinitrostillbene.

Technology Process of 2-Nitrobenzyl chloride

There total 24 articles about 2-Nitrobenzyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-Nitrobenzyl alcohol (612-25-9) → 2-nitrobenzyl chloride (612-23-7)

Guidance literature:

With 4-aminophenyl diphenylphosphinite; N-chloro-succinimide; In dichloromethane; for 10h; Heating;

DOI:10.1139/V06-120

Reference yield: 86.1%

1-methyl-2-nitrobenzene (88-72-2) → 2-nitrobenzyl chloride (612-23-7)

Guidance literature:

With bromine; iodine; chlorine; at 140 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 3.0%

2-(2-tert-butyldimethylsiloxyethyl)-4H-benzo[1,4]oxazin-3-one (191097-22-0) → 3,4-Dihydro-2-(2-hydroxyethyl)-4-(3-nitrobenzyl)-3-oxo-2H-1,4-benzoxazine (191096-86-3) + 2-nitrobenzyl chloride (612-23-7)

Guidance literature:

upstream raw materials:

1-methyl-2-nitrobenzene

2-Nitrobenzyl alcohol

nitro acetate

benzyl chloride

Downstream raw materials:

1-[(2-nitrophenyl)methyl]piperidine

[1]naphthyl-(2-nitro-benzyl)-amine

5-(2-nitro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

1-(2-nitrobenzyl)-2-pyrrolecarbonitrile

Refernces

• 1、 -. "Synthetic method for o-nitrobenzyl chloride". Paragraph 0044; 0045. . Retrieved 2016/12/22.
• 2、 Ding, Rui,He, Yong,Wang, Xiao,Xu, Jingli,Chen, Yurong,Feng, Man,Qi, Chuanmin. "Treatment of alcohols with tosyl chloride does not always lead to the formation of tosylates". experimental part. p. 5665 - 5673. Retrieved 2011/09/20.