1,4-Bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene

Base Information

• Chemical Name: 1,4-Bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene
• CAS No.: 174097-32-6
• Molecular Formula: C19H30 Cl2 O2
• Molecular Weight: 361.352
• European Community (EC) Number: 633-996-6
• DSSTox Substance ID: DTXSID50408714
• Nikkaji Number: J958.788H
• Mol file: 174097-32-6.mol

Synonyms:174097-32-6;1,4-bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene;1,4-bis(chloromethyl)-2-(3,7-dimethyloctoxy)-5-methoxybenzene;1,4-bis(chloromethyl)-2-((3,7-dimethyloctyl)oxy)-5-methoxybenzene;2 5-BIS(CHLOROMETHYL)-1-METHOXY-4-(3-7&;1,4-BIS(CHLOROMETHYL)-2-[(3,7-DIMETHYLOCTYL)OXY]-5-METHOXYBENZENE;NLOCNKYNECKGNC-UHFFFAOYSA-N;SCHEMBL1203776;DTXSID50408714;2,5-Bis(chloromethyl)-1-methoxy-4-(3',7'-dimethyloctyloxy)benzene;2,5-Bis(chloromethyl)-1-methoxy-4-(3',7'-dimethyloctyloxy)benzene, 98%

Chemical Property of 1,4-Bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene

Chemical Property:

• Melting Point: 66-69 °C(lit.)
• PSA: 18.46000
• LogP: 6.40410
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 360.1622856
• Heavy Atom Count: 23
• Complexity: 299

Purity/Quality:

90% ^*data from raw suppliers

2,5-Bis(chloromethyl)-1-methoxy-4-(3′,7′-dimethyloctyloxy)benzene 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CCCC(C)CCOC1=CC(=C(C=C1CCl)OC)CCl
• Uses: Conducting polymer precursor for synthesis of substituted PPV.

Technology Process of 1,4-Bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene

There total 4 articles about 1,4-Bis(chloromethyl)-2-(3,7-dimethyloctyloxy)-5-methoxybenzene 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: 82.0%

n-butanethiol (109-79-5) + 1-[2,5-bis(chloromethyl)-4-methoxyphenoxy]-3,7-dimethyloctane bis(tetrathiophenium) → 2,5-bis(chloromethyl)-1-(3,7-dimethyloctyloxy)-4-methoxybenzene (174097-32-6) + 1-{2-[(butylsulfinyl)methyl]-5-(chloromethyl)-4-methoxyphenoxy}-3,7-dimethyloctane (249765-17-1) + 1-{2,5-bis[(butylsulfinyl)methyl]-4-methoxyphenoxy}-3,7-dimethyloctane

Guidance literature:

n-butanethiol; 1-[2,5-bis(chloromethyl)-4-methoxyphenoxy]-3,7-dimethyloctane bis(tetrathiophenium); With sodium t-butanolate; In methanol; at 20 ℃; for 1h;

With hydrogenchloride; tellurium oxide; dihydrogen peroxide; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1021/ma020992o

Reference yield: 61.43%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-((3,7-dimethyloctyl)oxy)-4-methoxybenzene (209347-80-8) → 2,5-bis(chloromethyl)-1-(3,7-dimethyloctyloxy)-4-methoxybenzene (174097-32-6)

Guidance literature:

With hydrogenchloride; acetic anhydride; In water; at 20 - 70 ℃; for 4h; Inert atmosphere;

Reference yield:

tetrahydrogeraniol (106-21-8,59204-02-3) → 2,5-bis(chloromethyl)-1-(3,7-dimethyloctyloxy)-4-methoxybenzene (174097-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / dichloromethane; chloroform; nitrogen / 3 h / 0 - 5 °C / Inert atmosphere; liquid N₂

2.1: sodium t-butanolate / ethanol / 1 h / 20 °C / Inert atmosphere

2.2: 80 °C

3.1: hydrogenchloride; acetic anhydride / water / 4 h / 20 - 70 °C / Inert atmosphere

With hydrogenchloride; acetic anhydride; potassium hydroxide; sodium t-butanolate; In ethanol; dichloromethane; chloroform; nitrogen; water;

upstream raw materials:

n-butanethiol

tetrahydrogeraniol

3,7-dimethyloctyl-4-methylbenzenesulfonate

formaldehyd

Downstream raw materials:

1-{2-[(butylsulfinyl)methyl]-5-(chloromethyl)-4-methoxyphenoxy}-3,7-dimethyloctane

C₂₇H₄₇ClO₃S