말론산 디메틸

Dimethyl malonate

HCID 7943CAS 108-59-8
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
COC(=O)CC(=O)OC
InChIKey
BEPAFCGSDWSTEL-UHFFFAOYSA-N
분자식
C5H8O4
평균 분자량
132.11 g/mol
단동위원소 질량
132.04225874

개요

dimethyl malonate has been reported in Astragalus mongholicus, Astragalus membranaceus, and Myrtus communis with data available.

이름 및 식별자

우선 이름
Dimethyl malonate
IUPAC
dimethyl propanedioate
현지명
말론산 디메틸
영어명
Dimethyl malonate
분자식
C5H8O4
분자량
132.11

이름 및 동의어

Dimethyl malonate108-59-8Dimethyl propanedioateMethyl malonateMALONIC ACID, DIMETHYL ESTERDTXSID4029145EM8Y79998CDTXCID309145RefChem:134253203-597-8Malonic Acid Dimethyl EsterPropanedioic acid, dimethyl ester
이름 더 보기
디메틸말로네이트말론산디메틸말론산메틸디메틸말론산프로판디오익산,디메틸에스테르2-메틸프로판디오에이트다이메틸말로네이트DMMdimthyl malonateDIMETHYL MALONATdimethyl1,3-propanedioateMINA-009Malonic acid dDimethyl malote
1,3-dimethyl propanedioateC5H8O4MFCD00008460Malonic acid-dimethyl esterDimethyl 1,3-propanedioateCAS-108-59-8CCRIS 8981propanedioic acid dimethyl ester

데이터베이스 식별자

CAS
108-59-8
PubChem CID
7943
DTXSID
DTXSID4029145
ChEMBL
CHEMBL1986332
UNII
EM8Y79998C
EC Number
203-597-8
Nikkaji
J1.499K

물성

구조 계산 물성

XLogP
0
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
4
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Esters, Other
SpringerMaterials PropertiesBoiling point
LogP-0.05
Flavoring AgentsEU Flavoring substances
Vapor Pressure14.7 [mmHg]
Physical Description · 2건

Liquid

Liquid; [Merck Index] Colorless liquid with an ester-like odor; [OECD SIDS: Malonic Acid Diesters - 2005]

물리화학적 성질

녹는점
-62 °C · -62 °C (lit.)
끓는 점
180 · 180-181 °C (lit.)
밀도
1.156 g/mL · 1.156 g/mL at 25 °C (lit.)
증기 밀도
1 · >1 (vs air)
증기압
0.15 hPa · 0.15 hPa (20 °C)
굴절률
20 · n20/D 1.413(lit.)

화학적 성질

Dimethyl malonate is soluble in alcohol and ether and very slightly soluble in water. It may slowly decompose.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 86.3% (1530 of 1773) of all reports.

Warning

H319 (13.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 1773 reports by companies from 16 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 5건

Chemical: Propanedioic acid, dimethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Propanedioic acid, 1,3-dimethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanedioic acid, 1,3-dimethyl 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: 04-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20020

Dimethyl malonate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards Summary · 1건

Causes no skin irritation and mild to moderate eye irritation in rabbits; No adverse effects observed in oral or dermal lethal-dose studies of rats (LD50s > 2,000 mg/kg); Reversible hepatocellular hypertrophy (considered indicative of liver metabolism rather than systemic toxicity) observed in an oral repeated-dose study of rats at the highest tested dose (1,000 mg/kg/day); No evidence of reproductive toxicity, developmental toxicity, or mutagenicity; [OECD SIDS: Malonic Acid Diesters - 2005] May cause irritation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesEye Irrit. 2 (13.6%)

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
OO0950000
ridadr
NA1993
독성
LD50 orally in Rabbit: 5331 mg/kg LD50 dermal Rabbit > 5000 mg/kg
HS 번호
29171910

화학 및 산업

용도 및 제조

UsesNaturally occurring as a volatile in fruits such as pineapples, bananas, and blackberries; Used as an intermediate for agrochemicals, pharmaceuticals, industrial chemicals, and other compounds; [OECD SIDS: Malonic Acid Diesters - 2005]
U.S. Production2023: 1,000,000 - <5,000,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2건

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Propanedioic acid, 1,3-dimethyl ester: ACTIVE

응용 분야 · 3건

개요Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide.

용도Dimethyl malonate is a reagent used in organic synthesis. It acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6. It is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin. It is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.

일반 설명Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

제조 방법

생산 방법Dimethyl malonate is produced via direct esterification of methanol with malonic acid under azeotropic conditions.

상·하류 제품 정보

하류 제품

공급사50 곳

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