4-Bromo-N-isopropylbenzamide

Base Information

• Chemical Name: 4-Bromo-N-isopropylbenzamide
• CAS No.: 336182-29-7
• Molecular Formula: C10H12 Br N O
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70394746
• Nikkaji Number: J1.517.300I
• Wikidata: Q82194332
• Mol file: 336182-29-7.mol

Synonyms:4-Bromo-N-isopropylbenzamide;336182-29-7;N-Isopropyl 4-bromobenzamide;4-bromo-N-propan-2-ylbenzamide;N-Isopropyl4-bromobenzamide;N-Isopropyl-4-bromobenzamide;SCHEMBL13062204;DTXSID70394746;PWXNCWKINUCUPV-UHFFFAOYSA-N;4-Bromo-N-(1-methylethyl)benzamide;MFCD00465197;AKOS000172292;4-Bromo-N-isopropylbenzamide, AldrichCPR;BS-28053;CS-0197159;10.14272/PWXNCWKINUCUPV-UHFFFAOYSA-N;E78479;10.14272/PWXNCWKINUCUPV-UHFFFAOYSA-N.1;A875229;doi:10.14272/PWXNCWKINUCUPV-UHFFFAOYSA-N;doi:10.14272/PWXNCWKINUCUPV-UHFFFAOYSA-N.1

Chemical Property of 4-Bromo-N-isopropylbenzamide

Chemical Property:

• Vapor Pressure: 6.52E-05mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 344.6°Cat760mmHg
• PKA: 14.33±0.46(Predicted)
• Flash Point: 162.2°C
• PSA: 29.10000
• Density: 1.349g/cm³
• LogP: 2.97820
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

N-Isopropyl4-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NC(=O)C1=CC=C(C=C1)Br

Technology Process of 4-Bromo-N-isopropylbenzamide

There total 8 articles about 4-Bromo-N-isopropylbenzamide 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: 93.0%

4-Bromobenzoic acid (586-76-5) + isopropylamine (75-31-0) → 4-bromo-N-isopropyl-benzamide (336182-29-7)

Guidance literature:

4-Bromobenzoic acid; With thionyl chloride; at 100 ℃; for 1h; Microwave irradiation;

isopropylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield: 88.0%

4-bromo-N,N-diisopropylbenzamide (79606-46-5) → 4-Bromobenzoic acid (586-76-5) + 4-bromo-N-isopropyl-benzamide (336182-29-7)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; at 160 ℃; for 72h;

DOI:10.1002/(sici)1099-0690(199808)1998:8<1689::aid-ejoc1689>3.0.co;2-m

Reference yield: 86.0%

4-bromo-benzaldehyde (1122-91-4) + isopropylamine (75-31-0) → 4-bromo-N-isopropyl-benzamide (336182-29-7)

Guidance literature:

With 3-mesityl-4-methylthiazol-3-ium bis((trifluoromethyl)sulfonyl)imide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 60 ℃; Flow reactor; Electrochemical reaction;

DOI:10.1021/acs.orglett.6b00339

upstream raw materials:

4-bromo-N,N-diisopropylbenzamide

4-bromobenzenecarbonitrile

isopropyl alcohol

isopropylamine

Downstream raw materials:

4-(4-isopropylcarbamoyl-phenyl)-butyric acid ethyl ester

4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

4-bromobenzenecarbonitrile