2-클로로아닐린

2-클로로아닐린 · 2-클로로벤젠아민 · o-클로로아닐린 · 1-아미노-2-클로로벤젠 · 2-클로로아미노벤젠 · 2-클로로페닐아민 · OCA · O-CHLOROANILINE

식별자 및 물리적 특성

CAS No.	95-51-2
분자식	C6H6ClN
평균 분자량	127.57 g/mol
단동위원소 질량	127.01887687 g/mol
SMILES	Nc1ccccc1Cl
InChIKey	AKCRQHGQIJBRMN-UHFFFAOYSA-N
PubChem CID	7240
ChEMBL	CHEMBL389885
EC No.	202-426-4
DTXSID	DTXSID2021810
현지명	2-클로로아닐린

화학 및 물리적 성질

XLogP	1.9
극성 표면적	26
수소 결합 공여자 수	1
수소 결합 수용자 수	1
회전 가능 결합 수	0
무거운 원자 수	8
형식 전하	0
복잡도	74.9
물질 분류	Nitrogen Compounds -> Amines, AromaticTextile
SpringerMaterials Properties	15N nuclear magnetic resonance spectrum
LogP(분배 계수)	log Kow = 1.901.921.74
냄새	Characteristic sweet odorAmine odor특유의 냄새
밀도	1.213 at 68 °F (NTP, 1992) - Denser than waterwill sink1.2114 at 22 °C/4 °C1.213 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.001.213 g/mL at 25 °C(lit.)
Viscosity	2.9157 cP at 20 °C
Color/Form	Amber liquidWater-white to tan liquidColorless liquid
용해도	less than 1 mg/mL at 68 °F (NTP, 1992)Soluble in acid and in most organic solvents.Miscible in alcohol and etherSoluble in alcohol, ether, benzene, and acetone.In water, 8165 mg/L at 25 °CSolubility in water, g/100ml at 20 °C: 0.5물: 20°C에서 용해성5.13g/L
인화점	208 °F (NTP, 1992)103 °C103 °C (closed cup)108 °C98 °C
끓는 점	406 to 410 °F at 760 mmHg (NTP, 1992)208.8 °C209 °C208-210 °C(lit.)
Decomposition	When heated to decomposition, it emits toxic fumes of /hydrogen chloride and nitrogen oxides/.
녹는점	28.5 °F (NTP, 1992)-14 °C-2 °C0-3 °C
증기 밀도	4.41 (vs air)
증기압	0.5 hPa (20 °C)
굴절률	n20/D 1.589
저장 조건	Store below +30°C.
물리적 상태	액체
pKa(산도 계수)	2.65(at 25℃)
색상	투명하고 연한 노란색에서 갈색까지
폭발한계	2.4-14.2%(V)
용해도	5.13g/L(20℃)
Merck	14,2118
BRN	606077
헨리 상수	1.9×100 mol/(m3Pa) at 25℃, Brockbank (2013)
유전율	13.4
InChI	1S/C6H6ClN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
InChIKey	AKCRQHGQIJBRMN-UHFFFAOYSA-N
SMILES	Nc1ccccc1Cl
LogP(분배 계수)	1.72 at 20℃ and pH6-8
NIST	o-Chloroaniline(95-51-2)
EPA	o-Chloroaniline (95-51-2)

화학적 성질

clear pale yellow to brown liquid with ammonia odor. darkens on exposure to air. almost insoluble in water, soluble in acids and most common organic solvents.

안전 및 규제

GHS 분류	DangerH301+H311+H331 (78.9%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 204 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302: Harmful if swallowed [Warning Acute toxicity, oral]
규제 정보	Chemical: Benzenamine, 2-chloro-Benzenamine, 2-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 2-chloro- 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: 15-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/137852-Chloroaniline: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보	IMAP assessments - 2-Chloroaniline and its hydrochloride: Human health tier II assessment
운송 라벨(DOT)	Poison
화재 위험	This chemical is combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
건강 유해성	SYMPTOMS: Symptoms of exposure to this compound may include headache, nausea, vomiting, jaundice, convulsions, severe kidney damage, liver damage, methemoglobin formation and in sufficient concentrations, cyanosisskin and eye irritationand dermatitis. Onset may be delayed 2-4 hours or longer.
유해성 요약	o-Chloroaniline is listed in a table Examples of Industrial Chemicals for Which Methemoglobin Formation is the Principal Cause of Toxicity[ACGIH] In the United Kingdom between 1961 and 1980, chloroaniline, p-toluidine, nitrobenzene, and nitrochlorobenzene were the most common industrial causes of methemoglobinemia. Dermal exposure was a more frequent route of toxicity than inhalation with these compounds. (Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988.) An eye irritant

용도

2-Chloroaniline used as petroleum solvents. It is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium. Used as a Intermediates for dyestuff, pigment and specialty chemicals. 2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.

일반 설명

Clear amber liquid with an amine odor. Occurs in both alpha and beta forms.

제조 및 합성 방법

제조 방법

The synthesis method of 2-chloroaniline is to reflux 2-nitrochlorobenzene with iron filings, dilute hydrochloric acid and water for 6~8h, distill to get crude product, and then distill to get finished product.