cis-Iaa

Base Information

• Chemical Name: cis-Iaa
• CAS No.: 99935-65-6
• Molecular Formula: C₆H₉N₃
• Molecular Weight: 123.158
• Hs Code.: 2933290090
• Nikkaji Number: J1.185.676D
• Pharos Ligand ID: 2C1JMJDVBWPS
• ChEMBL ID: CHEMBL119195
• Mol file: 99935-65-6.mol

Synonyms:cis-IAA;imidazolyl-4-allylamine;trans-IAA

Chemical Property of cis-Iaa

Chemical Property:

• Vapor Pressure: 1.26E-06mmHg at 25°C
• Boiling Point: 400.5°Cat760mmHg
• Flash Point: 224.8°C
• PSA: 54.70000
• Density: 1.165g/cm³
• LogP: 1.08190
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 123.079647300
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC=N1)C=CCN
• Isomeric SMILES: C1=C(NC=N1)/C=C/CN

Technology Process of cis-Iaa

There total 7 articles about cis-Iaa 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:

methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate (139284-99-4) → (E)-3-(1H-Imidazol-4-yl)-allylamine (99935-65-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Dibal

2: CBr₄; PPh₃

3: NaH

4: HOBT / tetrahydrofuran

5: TFA

With carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1: Reduction / 2: Bromination / 3: Substitution / 4: detosylation / 5: acidolysis;

DOI:10.1016/S0960-894X(99)00459-X

Reference yield:

urocanic Acid (3465-72-3) → (E)-3-(1H-Imidazol-4-yl)-allylamine (99935-65-6)

Guidance literature:

Multi-step reaction with 7 steps

1: HCl

3: Dibal

4: CBr₄; PPh₃

5: NaH

6: HOBT / tetrahydrofuran

7: TFA

With hydrogenchloride; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1: Esterification / 2: Tosylation / 3: Reduction / 4: Bromination / 5: Substitution / 6: detosylation / 7: acidolysis;

DOI:10.1016/S0960-894X(99)00459-X

Reference yield:

3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-prop-2-en-1-ol (196863-99-7) → (E)-3-(1H-Imidazol-4-yl)-allylamine (99935-65-6)

Guidance literature:

Multi-step reaction with 4 steps

1: CBr₄; PPh₃

2: NaH

3: HOBT / tetrahydrofuran

4: TFA

With carbon tetrabromide; sodium hydride; benzotriazol-1-ol; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1: Bromination / 2: Substitution / 3: detosylation / 4: acidolysis;

DOI:10.1016/S0960-894X(99)00459-X

upstream raw materials:

methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate

urocanic Acid

3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-prop-2-en-1-ol

4-(3-bromo-propenyl)-1-(toluene-4-sulfonyl)-1H-imidazole

Refernces