5-Chloro-2-nitrobenzyl alcohol

Base Information

• Chemical Name: 5-Chloro-2-nitrobenzyl alcohol
• CAS No.: 73033-58-6
• Molecular Formula: C7H6ClNO3
• Molecular Weight: 187.583
• Hs Code.: 29062990
• European Community (EC) Number: 277-241-5
• DSSTox Substance ID: DTXSID10223309
• Nikkaji Number: J149.975K
• Wikidata: Q72455813
• Mol file: 73033-58-6.mol

Synonyms:5-Chloro-2-nitrobenzyl alcohol;73033-58-6;(5-Chloro-2-nitrophenyl)methanol;5-Chloro-2-nitrobenzenemethanol;Benzenemethanol, 5-chloro-2-nitro-;EINECS 277-241-5;(5-chloro-2-nitro-phenyl)-methanol;MFCD00007291;SCHEMBL68181;5-chloro-2 nitrobenzyl alcohol;ULYZTHQGJXPEFT-UHFFFAOYSA-;5-chloro-2-nitro-benzenemethanol;DTXSID10223309;(5-Chloro-2-nitrophenyl)methanol #;(5-chloranyl-2-nitro-phenyl)methanol;AKOS015889509;AKOS015969072;5-Chloro-2-nitrobenzyl alcohol, 98%;CS-W021115;DS-2679;PS-5039;SY058457;FT-0641441;EN300-1986578;A837700

Chemical Property of 5-Chloro-2-nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: Light yellow to brown crystalline powder
• Vapor Pressure: 0.000176mmHg at 25°C
• Melting Point: 78-79 °C(lit.)
• Refractive Index: 1.611
• Boiling Point: 316.1 °C at 760 mmHg
• PKA: 13.50±0.10(Predicted)
• Flash Point: 145 °C
• PSA: 66.05000
• Density: 1.476 g/cm³
• LogP: 2.26370
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98.0%Min ^*data from raw suppliers

5-Chloro-2-nitrobenzenemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)CO)[N+](=O)[O-]
• Uses: 5-Chloro-2-nitrobenzyl alcohol was used in the synthesis of carbamates.

Technology Process of 5-Chloro-2-nitrobenzyl alcohol

There total 3 articles about 5-Chloro-2-nitrobenzyl alcohol 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: 100.0%

5-chloro-2-nitrobenzoic acid (2516-95-2) → 5-chloro-2-nitrobenzyl alcohol (73033-58-6)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol400137q

Reference yield: 100.0%

5-chloro-2-nitrobenzaldehyde (6628-86-0) → 5-chloro-2-nitrobenzyl alcohol (73033-58-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h;

DOI:10.1002/anie.201705746

Reference yield: 91.0%

5-chloro-2-nitrobenzoic acid (2516-95-2) → 5-chloro-2-nitrobenzyl alcohol (73033-58-6) + 5-(piperidin-1-yl)-2-nitrobenzaldehyde (113259-79-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran;

upstream raw materials:

5-chloro-2-nitrobenzaldehyde

5-chloro-2-nitrobenzoic acid

Downstream raw materials:

(5-chloro-2-nitrobenzylamino)acetic acid ethyl ester

5-chloro-2-nitrobenzoic acid

5-chloro-2-nitrobenzaldehyde

N-(4-chloro-2-formylphenyl)-4-methylbenzenesulfonamide

Refernces

• 1、 Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein. "Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles". . . Retrieved 2019/03/23.
• 2、 Ford, Russell L.,Alt, Isabel,Jana, Navendu,Driver, Tom G.. "Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds". supporting information. p. 8827 - 8831. Retrieved 2019/10/28.