헥사메틸렌디아민
헥사메틸렌디아민 · 1,6-디아미노헥산 · 1,6-헥산디아민 · 헥실렌디아민 · 헥사메틸렌 다이아민 · 1,6-다이아미노헥산 · 1,6-헥실렌다이아민 · HMD
식별자 및 물리적 특성
| CAS No. | 124-09-4 |
|---|---|
| 분자식 | C6H16N2 |
| 평균 분자량 | 116.2 g/mol |
| 단동위원소 질량 | 116.13134851 g/mol |
| SMILES | NCCCCCCN |
| InChIKey | NAQMVNRVTILPCV-UHFFFAOYSA-N |
| PubChem CID | 16402 |
| ChEMBL | CHEMBL303004 |
| ChEBI | CHEBI:39618 |
| EC No. | 204-679-6 |
| DTXSID | DTXSID5024922 |
| 현지명 | 헥사메틸렌디아민 |
화학 및 물리적 성질
| XLogP | -0.2 |
|---|---|
| 극성 표면적 | 52 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 31.5 |
| 물질 분류 | Nitrogen Compounds -> Amines, AliphaticCorrosives |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| 냄새 | ODOR OF PIPERIDINEWeak, fishy피리딘 냄새 |
| 밀도 | (anhyd.) 0.799 at 140.0 °F (70% soln.) 0.933 at 20 °C (USCG, 1999)(anhyd) 0.799 at 60 °C (liquid)Relative density (water = 1): 0.930.799 at 140 °F (70% sol), 0.933 at 20 °C0.89 g/mL at 25 °C(lit.) |
| Color/Form | COLORLESS LEAFLETSRHOMBIC BIPYRAMIDAL PLATES |
| 용해도 | greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)FREELY SOL IN WATERSLIGHTLY SOL IN ALC, BENZENESOMEWHAT SOL IN ETHERWater solubility = 2,460,000 mg/l at 4.5 °CSolubility in water: soluble알코올에 용해됨(lit.) |
| 인화점 | 178 °F (NTP, 1992)85 °C160 °F OC85 °C c.c.201 °F |
| 끓는 점 | 401 °F at 760 mmHg (NTP, 1992)205 °C199-205 °C204-205 °C |
| 녹는점 | 108 °F (NTP, 1992)42 °C23-41 °C42-45 °C(lit.) |
| 증기 밀도 | 4.01 (NTP, 1992) - Heavier than airwill sink (Relative to Air)4.01 (AIR= 1)Relative vapor density (air = 1): 3.84 (vs air) |
| 후각 역치 | 0.0041 mg/cu m0.0032 mg/cu m |
| 증기압 | 0.25 hPa (20 °C) |
| 굴절률 | n20/D 1.439(lit.) |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | 11.857(at 0℃) |
| 물리적 상태 | 액체 |
| 색상 | 흰색, 보관 시 변색될 수 있음 |
| pH | 12.4 (100g/l, H2O, 25℃) |
| 폭발한계 | 0.9-7.6%(V) |
| 용해도 | 490g/L(20℃) |
| Merck | 14,4695 |
| BRN | 1098307 |
| 헨리 상수 | 1.0×103 mol/(m3Pa) at 25℃, Nguyen (2013) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제, 강산, 유기 물질과 호환되지 않습니다. |
| 화장품 원료 기능 | 버퍼링 |
| InChI | 1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2 |
| InChIKey | NAQMVNRVTILPCV-UHFFFAOYSA-N |
| SMILES | NCCCCCCN |
| LogP(분배 계수) | 0.4 at 25℃ |
| NIST | 1,6-Hexanediamine(124-09-4) |
| EPA | Hexamethylenediamine (124-09-4) |
화학적 성질
Hexamethylenediamine(HMDA) is a strong organic base, e.g., a 10 % aqueous solution has a pH of 12.3 (20°C), and forms stable salts with both organic and inorganic acids. The most important salt is that produced by neutralization with adipic acid (salt strike): the so-called nylon salt or AH salt. This compound is the raw material for the preparation of nylon by thermal dehydration under vacuum.
안전 및 규제
| GHS 분류 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)H302+H312 (38.6%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oralacute toxicity, dermal]P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: 1,6-Hexanediamine1,6-Hexanediamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,6-Hexanediamine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 05-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/160811,6-Hexanediamine: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 기타 안전 정보 | IMAP assessments - 1,6-Hexanediamine: Human health tier II assessment |
| 운송 라벨(DOT) | Corrosive |
| 화재 위험 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:· Combustible material: may burn but does not ignite readily.Combustible. |
| 화재 가능성 | COMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME... |
| 건강 유해성 | Vapors cause irritation of eyes and respiratory tract. Liquid irritates eyes and skin, may cause dermatitis. (USCG, 1999)Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death. |
용도
용도
Hexamethylenediamine is mainly used as a monomer to make nylon 6-6. Its derivative hexamethylene diisocyanate (HDI) is used in the production of polyurethane. It acts as a cross-linking agent in epoxy resins. Other applications include fiber, plastics, polyurethane coatings, lubricants, water treatment products and specialty chemicals (biocides, petroleum additives, and phenol purification).
일반 설명
Hexamethylenediamine, solution appears as a clear colorless liquid. Burns although some effort is required to ignite. Soluble in water. Corrosive to metals and tissue. Produces toxic oxides of nitrogen during combustion. Used to make nylon.
제조 및 합성 방법
제조 방법
Virtually all hexamethylenediamine is now produced by the catalytic hydrogenation of adiponitrile[111-69-3] :NC(CH2)4CN + 4H2 → H2N(CH2)6NH2.