4-Hydroxy-3-methoxybenzaldehyde-d3

Base Information

• Chemical Name: 4-Hydroxy-3-methoxybenzaldehyde-d3
• CAS No.: 74495-74-2
• Molecular Formula: C8H5D3O3
• Molecular Weight: 155.126
• European Community (EC) Number: 693-761-9
• DSSTox Substance ID: DTXSID80444266
• Wikidata: Q82262361
• Mol file: 74495-74-2.mol

Synonyms:4-Hydroxy-3-methoxybenzaldehyde-d3;74495-74-2;4-Hydroxy-3-(methoxy-D3)benzaldehyde;4-hydroxy-3-(trideuteriomethoxy)benzaldehyde;Vanillin-d3;4-?Hydroxy-?3-?methoxy benzaldehyde-?d3;MFCD08702848;Vanillin D3 (methoxy D3);SCHEMBL2370880;DTXSID80444266;HY-N0098S1;ZCA49574;AC1952;4-hydroxy-3-(?H?)methoxybenzaldehyde;AKOS030242931;AS-61738;CS-0541598;4-HYDROXY-3-((2)H?)METHOXYBENZALDEHYDE;A915627;Vanillin-(methoxy-d3), 99 atom % D, 99% (CP)

Chemical Property of 4-Hydroxy-3-methoxybenzaldehyde-d3

Chemical Property:

• PSA: 46.53000
• LogP: 1.21330
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 155.066174351
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-3-methoxybenzaldehyde-d3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=O)O
• Isomeric SMILES: [2H]C([2H])([2H])OC1=C(C=CC(=C1)C=O)O
• Uses: 4-Hydroxy-3-methoxybenzaldehyde-d3 is a useful intermediate used in the synthesis of deuterated dietary antioxidants like ferulic acid derivatives and α-tocopherol.

Technology Process of 4-Hydroxy-3-methoxybenzaldehyde-d3

There total 10 articles about 4-Hydroxy-3-methoxybenzaldehyde-d3 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: 77.0%

iodomethane-d3 (865-50-9) + 3,4-dihydroxybenzaldehyde (139-85-5) → 4-hydroxy-3-[2H3]methoxybenzaldehyde (74495-74-2)

Guidance literature:

3,4-dihydroxybenzaldehyde; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.5h; Cooling with ice;

iodomethane-d3; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 11h; regioselective reaction;

DOI:10.1002/jlcr.3933

Reference yield:

(2H3)-4-hydroxy-3-methoxybenzoic acid → (2H3)-4-hydroxy-3-methoxybenzyl alcohol + 4-hydroxy-3-[2H3]methoxybenzaldehyde (74495-74-2)

Guidance literature:

With fermentation broth of the edible mushroom Ischnoderma resinosum; In diethyl ether; at 25 ℃; for 336h; Microbiological reaction;

DOI:10.1021/acs.jafc.9b07218

Reference yield:

4-(benzyloxy)-3-methoxy-d3-benzaldehyde → 4-hydroxy-3-[2H3]methoxybenzaldehyde (74495-74-2)

Guidance literature:

With hydrogenchloride; In acetic acid; for 1h; Heating;

DOI:10.1039/b304411d

upstream raw materials:

N,N-dimethyl-formamide

iodomethane-d3

3,4-dihydroxybenzaldehyde

phenol 2-[(tetrahydro-2H-pyran-2yl)oxy]

Downstream raw materials:

4-hydroxy-3-trideuteromethoxycinnamic acid

[3-OC⁽²⁾H₃]-5-hydroxyvanillin

[3-OC⁽²⁾H₃]syringaldehyde

C₁₁H₉⁽²⁾H₆IO₄