Isoamyl mandelate

Base Information

• Chemical Name: Isoamyl mandelate
• CAS No.: 5421-04-5
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Hs Code.: 2918199090
• European Community (EC) Number: 226-535-1,624-599-9
• NSC Number: 6631
• UNII: MCC49E3509
• DSSTox Substance ID: DTXSID60871915
• Nikkaji Number: J31.462E
• Wikidata: Q27283861
• Mol file: 5421-04-5.mol

Synonyms:Isoamyl mandelate;Spasmostenyl;Vermiparin;Atractyl;Mandaverm;Spasmol;5421-04-5;3-methylbutyl 2-hydroxy-2-phenylacetate;DL-Mandelic acid isoamyl ester;Mandelic acid isoamyl ester;Mandelic acid, isopentyl ester;Isopentyl 2-hydroxy-2-phenylacetate;Isopentyl phenylglycolate;Isopentyl alcohol, mandelate;MCC49E3509;NSC-6631;EINECS 226-535-1;alpha-Hydroxy-3-methylbutyl benzeneacetate;Benzeneacetic acid, alpha-hydroxy-3-methylbutyl ester;Benzeneacetic acid, .alpha.-hydroxy-, 3-methylbutyl ester;Isoamyl DL-Mandelate;Isopentyl DL-mandelate;(RS)-Isopentylmandelat;UNII-MCC49E3509;SCHEMBL11109779;DL-Mandelic Acid Isopentyl Ester;DTXSID60871915;NSC6631;Isopentyl hydroxy(phenyl)acetate #;Isopentyl2-hydroxy-2-phenylacetate;NSC 6631;3-Methylbutyl hydroxy(phenyl)acetate;MFCD00021858;AKOS024319068;Benzeneacetic acid, 4-methylbutyl ester;MANDELIC ACID ISOAMYL ESTER [MI];95360-05-7;LS-28838;CS-0453423;M0716;D91379;alpha-Hydroxy-alpha-phenylacetic acid isopentyl ester;Q27283861

Chemical Property of Isoamyl mandelate

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.4940 to 1.4990
• Boiling Point: 323.5°Cat760mmHg
• Flash Point: 130°C
• PSA: 46.53000
• Density: 1.074g/cm³
• LogP: 2.30930
• Water Solubility.: Insoluble in water
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isoamyl DL-Mandelate >93.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CCOC(=O)C(C1=CC=CC=C1)O

Technology Process of Isoamyl mandelate

There total 4 articles about Isoamyl mandelate 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: 61.0%

isopentyl 2-diazo-2-phenylacetate → isopentyl 2-hydroxy-2-phenylacetate (5421-04-5,95360-05-7)

Guidance literature:

With C₁₈BF₁₅*(x)H₂O; water; at 40 ℃; for 5h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.orglett.8b01988

Reference yield:

3-methylbutyl phenylethanoate (102-19-2) → isopentyl 2-hydroxy-2-phenylacetate (5421-04-5,95360-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

2: water; C₁₈BF₁₅*(x)H₂O / 5 h / 40 °C / Sealed tube; Schlenk technique

With 4-toluenesulfonyl azide; C₁₈BF₁₅*(x)H₂O; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/acs.orglett.8b01988

Reference yield:

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → isopentyl 2-hydroxy-2-phenylacetate (5421-04-5,95360-05-7)

Guidance literature:

upstream raw materials:

MANDELIC ACID

3-methylbutyl phenylethanoate

Downstream raw materials:

(R)-α-hydroxyphenylacetic acid iso-amyl ester

iso-pentyl 2-oxo-2-phenylacetate

isopentyl 2-bromo-2-phenylacetate

Refernces