Description

Dehydroabietylamine (CAS No. 1446-61-3) is a high-purity, naturally derived diterpenoid amine with the molecular formula C₂₀H₃₁N. Its IUPAC name, [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine, reflects its complex polycyclic structure. This compound is widely utilized in organic synthesis, pharmaceuticals, and material science due to its chiral backbone and reactive primary amine group. Available as a white to off-white crystalline powder, it is soluble in organic solvents like ethanol, methanol, and chloroform but exhibits limited solubility in water. Ideal for researchers requiring a rigid, hydrophobic scaffold, Dehydroabietylamine is supplied with comprehensive analytical documentation including HPLC, GC-MS, and NMR data to ensure traceability and reproducibility.

Properties

• CAS Number: 1446-61-3
• Complexity: 376
• IUPAC Name: [(1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
• InChI: InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3/t18-,19-,20+/m0/s1
• InChI Key: JVVXZOOGOGPDRZ-SLFFLAALSA-N
• Exact Mass: 285.245649993
• Molecular Formula: C20H31N
• Molecular Weight: 285.5
• SMILES: CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)CN)C
• Topological: 26
• Monoisotopic Mass: 285.245649993
• Physical Description: Other Solid
• Color/Form: PALE YELLOW VISCOUS LIQUID /TECHNICAL GRADE/
• Melting Point: 317.65 deg K
• Density: 1.5460 at 20 °C /technical grade/
• Vapor Pressure: 0.0000042 [mmHg]
• Viscosity: 1.36X10-2 Pa.s @ 317.65 deg K
• Heat of Vaporization: 9.406X10+7 J/kmol @ 317.65 deg K
• Surface Tension: 3.38X10-2 N/m @ 317.65 deg K
• Synonyms: 1446-61-3, DEHYDROABIETYLAMINE, (+)-Dehydroabietylamine, Amine D, Caswell No. 276, HSDB 5665, UNII-33289O147P, NSC-2955, EINECS 215-899-7, EPA Pesticide Chemical Code 004206, BRN 3084620, 33289O147P, DTXSID2041834, DEHYDROABIETYLAMINE [HSDB], 13-Isopropylpodocarpa-8,11,13-trien-15-amine, 4-12-00-03005 (Beilstein Handbook Reference), NSC 2955, Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-, 99306-87-3, 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta,10aalpha))-, Abietylamine, dehydro-, 1-PHENANTHRENEMETHANAMINE 1,2,3,4,4A,9,10,10A-OCTAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-,(1R,4AS,10AR)-, D-(+)-Dehydroabietylamine, Rosin amine D (Salt/Mix), 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-, DTXCID0021834, 1R-1.alpha.,2,3,4,4a.beta.,9,10,10a.alpha.-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-1-Phenanthrenemethanamine, 13Isopropylpodocarpa8,11,13trien15amine, Podocarpa8,11,13trien15amine, 13isopropyl, 1Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10aoctahydro1,4adimethyl7(1methylethyl), (1R(1alpha,4abeta,10aalpha)), 1R-1alpha,2,3,4,4abeta,9,10,10aalpha-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-1-Phenanthrenemethanamine, 215-899-7, 685-075-3, jvvxzoogogpdrz-uhfffaoysa-n, ((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine, 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-, Dehydroabiethylamine, Dehydroabietylamine (>80%), CHEMBL70488, MFCD00213430, (+)-DEHYDROABIETYLAMINE [OPTICAL RESOLVING AGENT], [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine, lylamine, (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl, SCHEMBL27863, MLS002207102, (+)-Dehydroabietylamine, tech, CHEBI:93086, NSC2955, HMS6018F13, BDBM50217007, AKOS015914070, CS-W005629, FD20962, HY-W005629, DS-18554, SMR001306713, D1180, D1588, NS00019781, (+)-Dehydroabietylamine, technical grade, 60%, EN300-7409771, Podocarpa-8,13-trien-15-amine, 13-isopropyl-, BRD-K62289640-003-01-9, BRD-K62289640-003-02-7, Q15409408, Z2216889331, (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl-1-phenanthrenemethanamine);13-Isopropyl-podocarpa-8,11,13 -trien-15-amine;(+)-Dehydroabiethylamine, 1-[(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine, 1-Phenanthrenemethanamine,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-, 1078140-96-1, rel-((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine

Application

Dehydroabietylamine serves as a versatile chiral building block in asymmetric synthesis, particularly for pharmaceutical intermediates and agrochemicals. Its rigid phenanthrene framework makes it valuable in designing surfactants, corrosion inhibitors, and resin modifiers. Researchers also exploit its amine functionality for derivatization in catalysis and polymer science.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (94.8%)
• Eye Irrit. 2 (95.5%)
• STOT SE 3 (94.8%)

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