모노클로로아세트산메틸

메틸클로로아세테이트 · 메틸클로로아세트산 · 모노클로로아세트산메틸 · 메틸 클로로아세테이트 · 2-클로로아세트산, 메틸 에스터 · 메틸 2-클로로아세테이트 · 메틸 모노클로로아세트산 · 메틸 알파-클로로아세테이트

식별자 및 물리적 특성

CAS No.	96-34-4
분자식	C3H5ClO2
평균 분자량	108.52 g/mol
단동위원소 질량	107.99780708 g/mol
SMILES	COC(=O)CCl
InChIKey	QABLOFMHHSOFRJ-UHFFFAOYSA-N
PubChem CID	7295
EC No.	202-501-1
DTXSID	DTXSID9041576
현지명	모노클로로아세트산메틸

화학 및 물리적 성질

XLogP	0.7
극성 표면적	26.3
수소 결합 공여자 수	0
수소 결합 수용자 수	2
회전 가능 결합 수	2
무거운 원자 수	6
형식 전하	0
복잡도	52.8
물질 분류	Other Classes -> Chloroacetic Acid DerivativesCorrosives
SpringerMaterials Properties	Boiling point
LogP(분배 계수)	0.76 (calculated)
냄새	Sweet pungent odor
밀도	1.2337 at 68 °F (USCG, 1999) - Denser than waterwill sink1.236 g/cu cm at 20 °C1.2 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.021.238 g/mL at 25 °C(lit.)
Viscosity	2.95X10-3 Pa.s at 241.03 K
Color/Form	LiquidColorless liquid
용해도	In water, 4.6X10+4 mg/L at 20 °CIn water, 5.2 g/100 mL at 19.8 °C (5.2X10+4 mg/L)Miscible with alcohol, etherVery soluble in acetone, benzene, ethyl ether, ethanolMiscible with oxygenated solventsSolubility in water, g/100ml at 19.8 °C: 5.251.6g/l(느린 분해)
Corrosivity	Corrosive
인화점	125 °F (USCG, 1999)57 °C135 °F (57 °C) (open cup)57 °C o.c.
끓는 점	266 °F at 760 mmHg (USCG, 1999)130 °CBP: 130-132 °C129.5 °C130 °C740 mm Hg(lit.)
Decomposition	Hazardous decomposition products formed under fire conditions: Carbon oxides, hydrogen chloride gasWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/.
녹는점	-33 °C
증기 밀도	3.8 (vs air)
증기압	10 mm Hg ( 25 °C)
굴절률	n20/D 1.422(lit.)
저장 조건	Store at <= 20°C.
물리적 상태	액체
색상	무색의
pH	4.6 (28g/l, H2O, 20℃)
폭발한계	4.6-18.5%(V)
용해도	28g/L(20℃)
Merck	14,6042
BRN	506255
헨리 상수	4.9×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
유전율	12.9(20℃)
InChI	1S/C3H5ClO2/c1-6-3(5)2-4/h2H2,1H3
InChIKey	QABLOFMHHSOFRJ-UHFFFAOYSA-N
SMILES	ClCC(=O)OC
LogP(분배 계수)	0.63 at 20℃
NIST	Acetic acid, chloro-, methyl ester(96-34-4)
EPA	Acetic acid, 2-chloro-, methyl ester (96-34-4)

화학적 성질

clear colorless liquid with a slight irritating odor. It is miscible with organic solvents such as ethanol, ether, acetone and benzene. Slightly soluble in water.

안전 및 규제

GHS 분류	DangerH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.6% (1 of 159) of reports.H226 (99.4%): Flammable liquid and vapor [Warning Flammable liquids]
규제 정보	Chemical: Acetic acid, chloro-, methyl esterAcetic acid, 2-chloro-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2-chloro-, methyl ester 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: 10-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/13502Methyl chloroacetate: HSNO Approval: HSR003022 Approved with controlsThe 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.)
운송 라벨(DOT)	Poison Flammable Liquid
화재 위험	Special Hazards of Combustion Products: Toxic fumes of hydrogen chloride (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 57 °C explosive vapour/air mixtures may be formed.
화재 가능성	Flammable when exposed to heat or flame ...
건강 유해성	Extremely corrosive to the eyes, skin, nose, throat, and upper respiratory tract. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)· TOXICmay be fatal if inhaled, ingested or absorbed through skin.
유해성 요약	Corrosive to skinSevere eye irritant

용도

Methyl chloroacetate is used as a solvent and chemical intermediate. It acts as a precursor in the preparation of (carboxymethyl) trimethylammonium chloride esters. Further, it is used in the preparation of octakis-(carbethoxymethoxy)calix[8]arene. It is employed as an extraction solvent during the separation of neutral compounds. In addition to this, it is used in the synthesis of dimethyl carbonate.

일반 설명

A crystalline solid or a solid dissolved in a liquid. Insoluble in water and denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

제조 및 합성 방법

제조 방법

Methyl chloroacetate is prepared by esterification of chloroacetic acid with methanol. Reaction: Methanol and chloroacetic acid are uniformly mixed in a weight ratio of 0.366:1, heated with stirring, and the esterification reaction is carried out at 105-110 °C. In the reaction process, the ternary azeotrope of methyl chloroacetate, water and methanol is continuously steamed, layered through the ester separator, the separated methanol and water are returned to the reaction pot, and the separated crude ester is made of sodium carbonate. neutralize. The neutralized crude ester is firstly cut out the 130°C fraction by atmospheric distillation, and then subjected to vacuum distillation to collect the 65°C (8kPa) fraction, which is the finished product of methyl chloroacetate. The yield is about 96%.