4,6-Dihydroxy-5-methyl-1,3-diformyl benzene

Base Information

• Chemical Name: 4,6-Dihydroxy-5-methyl-1,3-diformyl benzene
• CAS No.: 22304-67-2
• Molecular Formula: C9H8 O4
• Molecular Weight: 180.16
• Hs Code.: 2912490090
• DSSTox Substance ID: DTXSID30501590
• Nikkaji Number: J3.115.666A
• Wikidata: Q82354056
• Mol file: 22304-67-2.mol

Synonyms:22304-67-2;4,6-DIHYDROXY-5-METHYL-1,3-DIFORMYL BENZENE;4,6-Dihydroxy-5-methylisophthalaldehyde;4,6-dihydroxy-5-methylbenzene-1,3-dicarbaldehyde;1,3-Benzenedicarboxaldehyde,4,6-dihydroxy-5-methyl-;YSZC820;DTXSID30501590;MFCD11505923;AKOS006325245;BS-51082;CS-0170494;E76704;4, 6-dihydroxy-5-methylbenzene-1, 3-dicarbaldehyde;J-014632

Chemical Property of 4,6-Dihydroxy-5-methyl-1,3-diformyl benzene

Chemical Property:

• Melting Point: 187 °C
• Boiling Point: 399.6±27.0 °C(Predicted)
• PKA: 5.84±0.28(Predicted)
• PSA: 74.60000
• Density: 1.430±0.06 g/cm3(Predicted)
• LogP: 1.03120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

4,6-Dihydroxy-5-methyl-1,3-diformylBenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC(=C1O)C=O)C=O)O

Technology Process of 4,6-Dihydroxy-5-methyl-1,3-diformyl benzene

There total 7 articles about 4,6-Dihydroxy-5-methyl-1,3-diformyl benzene 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: 80.0%

2-methylbenzene-1,3-diol (608-25-3) + formamidine acetic acid (3473-63-0) → 4,6-dihydroxy-5-methyl-1,3-benzenedicarboxaldehyde (22304-67-2)

Guidance literature:

2-methylbenzene-1,3-diol; formamidine acetic acid; With acetic anhydride; In tetrahydrofuran; at 55 ℃; for 24h; Sealed tube;

With hydrogenchloride; water; for 18h;

DOI:10.1039/c6ob02727j

Reference yield: 58.0%

hexamethylenetetramine (100-97-0) + 2-methylbenzene-1,3-diol (608-25-3) → 4,6-dihydroxy-5-methyl-1,3-benzenedicarboxaldehyde (22304-67-2)

Guidance literature:

With trifluoroacetic acid; for 6h; Reflux; Inert atmosphere;

DOI:10.1007/s10593-012-1145-5

Reference yield: 38.0%

2-methylbenzene-1,3-diol (608-25-3) + trifluoroacetic acid (76-05-1) → 4,6-dihydroxy-5-methyl-1,3-benzenedicarboxaldehyde (22304-67-2)

Guidance literature:

2-methylbenzene-1,3-diol; trifluoroacetic acid; With hexamethylenetetramine; at 70 ℃; for 72h; Inert atmosphere;

With hydrogenchloride; In water; at 100 ℃; for 1h;

DOI:10.1002/chem.201800316

upstream raw materials:

4,6-dimethoxy-5-methyl-1,3-benzenedicarbaldehyde

2,6-dimethoxytoluene

3,5-dibromo-2,6-dimethoxytoluene

hexamethylenetetramine

Downstream raw materials:

C₂₁H₁₈N₆O₄

Refernces

• 1、 Bian, Yaye,Cai, Yiping,He, Song,Lei, Zhaoxia,Liu, Chang,Wang, Zhiming,Zeng, Xianshun. "Novel lysosome-targeted fluorescent molecular rotors based on a cyanine-like modular system and their application in living cells". . . Retrieved 2021/09/28.
• 2、 Cai, Songtao,Cai, Yiping,He, Song,Jiao, Xiaojie,Liu, Chang,Yin, Xiaoxi,Zeng, Xianshun. "A deep-red fluorescent molecular rotor based on donor-two-acceptor modular system for imaging mitochondrial viscosity". . p. 30825 - 30831. Retrieved 2020/09/11.