Propham

Base Information

• Chemical Name: Propham
• CAS No.: 122-42-9
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 29242990
• European Community (EC) Number: 204-542-0
• NSC Number: 2105
• UN Number: 3077,2902
• UNII: Y647G714RY
• DSSTox Substance ID: DTXSID7020766
• Nikkaji Number: J2.928I
• Wikidata: Q15975449
• ChEMBL ID: CHEMBL1080996
• Mol file: 122-42-9.mol

Synonyms:isopropyl N-phenylcarbamate;Merck 4925;Merck-4925;propham

Chemical Property of Propham

Chemical Property:

• Appearance/Colour: Colorless crystalline solid
• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: 90 °C
• Refractive Index: 1.547
• Boiling Point: 221.35 °C at 760 mmHg
• PKA: 13.74±0.70(Predicted)
• Flash Point: 87.67 °C
• PSA: 38.33000
• Density: 1.104 g/cm³
• LogP: 2.71650
• Storage Temp.: APPROX 4°C
• Water Solubility.: 250mg/L
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 162
• Transport DOT Label: Class 9

Purity/Quality:

95% ^*data from raw suppliers

Propham ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,Xn
• Hazard Codes: F,T,Xn
• Statements: 36/37/38-39/23/24/25-23/24/25-11-22
• Safety Statements: 26-36-45-16-7-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Carbamate
• Canonical SMILES: CC(C)OC(=O)NC1=CC=CC=C1
• Uses: Herbicide, applied as a spray to the soil. Preemergence and postemergence herbicide used to control annual grass weeds in peas, beet crops, lucerne, clover, sugar beet, beans, lettuce, flax, safflowers and lentils. Inhibitor of plant metabolism

Technology Process of Propham

There total 61 articles about Propham 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%

iodobenzene (591-50-4) + isopropyl carbamate (1746-77-6) → carbamic acid, phenyl-, 1-methylethyl ester (122-42-9)

Guidance literature:

With sodium t-butanolate; In toluene; at 100 ℃; for 2.5h;

DOI:10.1039/c6ra17268g

Reference yield: 90.0%

benzoyl chloride (98-88-4) + isopropyl alcohol (67-63-0,8013-70-5) → carbamic acid, phenyl-, 1-methylethyl ester (122-42-9)

Guidance literature:

benzoyl chloride; With sodium azide; N-benzyl-N,N,N-triethylammonium chloride; In toluene; at 60 - 80 ℃; for 1.25h;

isopropyl alcohol; In toluene; at 20 ℃;

DOI:10.1080/00304940409355385

Reference yield: 86.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + isopropyl alcohol (67-63-0,8013-70-5) → carbamic acid, phenyl-, 1-methylethyl ester (122-42-9)

Guidance literature:

With sodium azide; In 1,4-dioxane; at 60 ℃; for 12h; under 760.051 Torr;

DOI:10.1002/ejoc.201901140

upstream raw materials:

phenyl isocyanate

isopropyl alcohol

isopropyl chloroformate

aniline

Downstream raw materials:

phenyl-μ-imido-dicarbonic acid diisopropyl ester

Chloromethyl-phenyl-carbamic acid isopropyl ester

N-methyl N-phenyl carbamate d'isopropyle

carbamic acid, phenyl[(phenylamino) carbonyl]-, 1-methylethyl ester

Refernces

• 1、 Rhoné, Beno?t,Semetey, Vincent. "Base-Catalyzed Transcarbamoylation". . p. 2004 - 2007. Retrieved 2017.
• 2、 Baek, Woonhyuk,Bootharaju, Megalamane S.,Deng, Guocheng,H?kkinen, Hannu,Hyeon, Taeghwan,Lee, Sanghwa,Malola, Sami,Zheng, Nanfeng. "(PPh4)2: A Copper Hydride Nanocluster with a Bisquare Antiprismatic Core". . p. 13974 - 13981. Retrieved 2020.
• 3、 Liu, Xin,Werner, Thomas. "Indirect reduction of CO2and recycling of polymers by manganese-catalyzed transfer hydrogenation of amides, carbamates, urea derivatives, and polyurethanes". . p. 10590 - 10597. Retrieved 2021/08/20.
• 4、 Dindarloo Inaloo, Iman,Esmaeilpour, Mohsen,Majnooni, Sahar,Reza Oveisi, Ali. "Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride". . p. 5486 - 5491. Retrieved 2020/09/04.