4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid

Base Information

• Chemical Name: 4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid
• CAS No.: 355017-64-0
• Molecular Formula: C12H15 N O7
• Molecular Weight: 285.254
• Hs Code.: 2918990090
• European Community (EC) Number: 846-650-6
• DSSTox Substance ID: DTXSID10401463
• Nikkaji Number: J3.105.365J
• Mol file: 355017-64-0.mol

Synonyms:355017-64-0;4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid;4-[4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy]butanoic acid;4-(4-Hydroxymethyl-2-methoxy-5-nitrophenoxy)butyric acid;4-(4-HYDROXYMETHYL-2-METHOXY-5-NITRO-PHENOXY)BUTYRIC ACID;SCHEMBL329986;DTXSID10401463;MYBBGZZXDFIZGU-UHFFFAOYSA-N;CS-0260334;F83370;H-6830;EN300-7493941;4-(4-HYDROXYMETHYL-2-METHOXY-5-NITROPHENOXY)BUTYRICACID

Chemical Property of 4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid

Chemical Property:

• Melting Point: 178-182 ºC
• PSA: 121.81000
• LogP: 1.86250
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 285.08485182
• Heavy Atom Count: 20
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)CO)[N+](=O)[O-])OCCCC(=O)O

Technology Process of 4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid

There total 11 articles about 4-(4-(Hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid 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: 94.0%

methyl 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoate (176375-43-2) → 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid (355017-64-0)

Guidance literature:

With water; potassium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1039/c9cc09449k

Reference yield: 90.0%

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid (263758-69-6) → 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid (355017-64-0)

Guidance literature:

With sodium tetrahydroborate; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja305280w

Reference yield:

vanillin (121-33-5,8014-42-4) → 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid (355017-64-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: nitric acid / 0 - 20 °C / Inert atmosphere

3: trifluoroacetic acid / water / 3 h / 90 °C / Inert atmosphere

4: sodium tetrahydroborate / 12 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; nitric acid; potassium carbonate; trifluoroacetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1021/ja305280w

upstream raw materials:

methyl 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoate

vanillin

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid

ethyl 4-(4-formyl-2-methoxyphenoxy)butanoate

Downstream raw materials:

4-(4-hydroxymethyl-2-methoxy-5-nitro-phenoxy)-butyric acid allyl ester

4-(4-(acryloyloxymethyl)-2-methoxy-5-nitrophenoxy)butanoic acid

Refernces

• 1、 Wang, Chenxi,Liu, Yuan,Bao, Chunyan,Xue, Yuan,Zhou, Yaowu,Zhang, Dasheng,Lin, Qiuning,Zhu, Linyong. "Phototriggered labeling and crosslinking by 2-nitrobenzyl alcohol derivatives with amine selectivity". supporting information. p. 2264 - 2267. Retrieved 2020/03/04.
• 2、 Griffin, Donald R.,Kasko, Andrea M.. "Photodegradable macromers and hydrogels for live cell encapsulation and release". . p. 13103 - 13107. Retrieved 2012/10/07.