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다이메틸우레아

N,N'-Dimethylurea

HCID 7293
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
96-31-1
표준 SMILES
CNC(=O)NC
InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N
분자식
C3H8N2O
평균 분자량
88.11 g/mol
단동위원소 질량
88.06366288

개요

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

이름 및 식별자

우선 이름
N,N'-Dimethylurea
IUPAC
1,3-dimethylurea
현지명
다이메틸우레아
영어명
1,3-Dimethylurea
분자식
C3H8N2O
분자량
88.11

이름 및 동의어

1,3-DIMETHYLUREAN,N'-Dimethylurea96-31-1sym-DimethylureaUrea, N,N'-dimethyl-Symmetric dimethylureaUrea, 1,3-dimethyl-N,N'-DimethylharnstoffDTXSID5025156WAM6DR9I4XNSC-14910DTXCID605156
이름 더 보기
다이메틸우레아1,3-디메틸우레아syMsymmetricdimethylurea(CH3NH)2COAKOS B0297181.3-DiMethyl uN'-Dimethylurea1,3-dimethyl-ure
CHEBI:80472RefChem:72748202-498-7Dimethylurea1,3-Dimethyl ureadimethyl ureaN,N'-Dimethylharnstoff [German]MFCD00008286

데이터베이스 식별자

CAS
96-31-1
PubChem CID
7293
DTXSID
DTXSID5025156
ChEMBL
CHEMBL1234380
ChEBI
CHEBI:80472
UNII
WAM6DR9I4X
EC Number
202-498-7
Nikkaji
J4.720A

물성

구조 계산 물성

XLogP
-0.5
극성 표면적
41.1 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
1
회전 가능 결합 수
0
무거운 원자 수
6
형식 전하
0
복잡도
46.8

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Urea Compounds
SpringerMaterials PropertiesBoiling point
LogP · 3건

-0.490

-0.78

-0.96

Density · 3건

1.142 (NTP, 1992) - Denser than water; will sink

1.142

1.1 g/cm³

Color/Form · 2건

RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHER

COLORLESS PRISMS

Solubility · 4건

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

VERY SOL IN WATER & ALCOHOL

INSOL IN ETHER

Solubility in water, g/100ml at 21.5 °C: 76.5 (good)

Flash Point154 °C
Boiling Point · 4건

514 to 518 °F at 760 mmHg (NTP, 1992)

268-270 °C

269.00 °C. @ 760.00 mm Hg

268-270 °C

Melting Point · 4건

226 °F (NTP, 1992)

108 °C

108.00 °C. @ 760.00 mm Hg

102-107 °C

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 98.8% (169 of 171) of all reports.

Not Classified

Aggregated GHS information provided per 171 reports by companies from 4 notifications to the ECHA C&L Inventory.

Warning

H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P260, P319, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 4건

Chemical: Urea, N,N'-dimethyl-

Urea, N,N'-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-dimethyl- 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)

REACH registered substance: 1,3-dimethylurea (EC: 202-498-7)

Urea, N,N'-dimethyl-: 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 environment
Fire Hazards · 2건

Flash point data for this chemical are not available; it is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryNo evidence of mutagenicity; [HSDB] Not irritating to skin or eyes of rabbits; [IUCLID] An irritant; [Alfa Aesar MSDS] Causes tremor, cyanosis, and respiratory depression in intraperitoneal lethal-dose study of rats; [RTECS]

화학 및 산업

용도 및 제조

UsesUsed in pharmaceutical manufacturing; [Hawley] Used as an intermediate to make caffeine, pharmachemicals, textile aids, herbicides, paints, and cleaning products; [OECD SIDS: 1,3-Dimethylurea - 2003]
U.S. Production2023: 31,790 lb
Industry UsesNot Known or Reasonably Ascertainable
Formulations/Preparations · 1건

PREPN FOR INCR HAIR BODY BY PERMANENTLY SWELLING THE HAIR SHAFT WITH LESS LOSS OF TENSILE STRENGTH THEN WITH USUAL PREPARATIONS CONTAINING SOLN OF SYNTHETIC AMPHOTERIC DETERGENT, A BISULFITE, N,N'-DIMETHYLUREA, A CATIONIC CONDITIONER & AN ALCOHOL OR GLYCOL.

Household ProductsInformation on 2 consumer products that contain Dimethyl Urea in the following categories is provided:
General Manufacturing Information · 2건

Not Known or Reasonably Ascertainable

Urea, N,N'-dimethyl-: ACTIVE

응용 분야 · 2건

용도N,N′-Dimethylurea can be used:As a starting material to synthesize N,N′-dimethyl-6-amino uracil. In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.

일반 설명Colorless crystals.

상·하류 제품 정보

상류 원료

메틸아민

하류 제품

카페인

관련 반응

98건
반응 기록 만들기
HRID 27991 반응식
HRID 27991반응물로uspto-grants-1980_09
HRID 65143 반응식
HRID 65143반응물로uspto-grants-1986_09
HRID 65145 반응식
HRID 65145반응물로uspto-grants-1986_09
HRID 198760 반응식
HRID 198760반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 255301 반응식
HRID 255301반응물로uspto-grants-2011_01
HRID 263096 반응식
HRID 263096반응물로uspto-grants-1979_05
HRID 263097 반응식
HRID 263097반응물로uspto-grants-1979_05
HRID 322571 반응식
HRID 322571반응물로uspto-grants-2001_04
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화합물 노트

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Vapor Pressure · 2건

0.54 [mmHg]

Vapor pressure, Pa at 20 °C: 0.042

Physical Description · 5건

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

Dry Powder

Colorless solid; [Hawley] Sheet; [Alfa Aesar MSDS] Colorless powder; [OECD SIDS: 1,3-Dimethylurea - 2003]

Solid

COLOURLESS-TO-WHITE CRYSTALLINE POWDER.

Autoignition Temperature400 °C

물리화학적 성질

녹는점
101 · 101-104 °C(lit.)
끓는 점
268 · 268-270 °C(lit.)
밀도
1.142 · 1.142
증기압
6 hPa · 6 hPa (115 °C)
굴절률
1.4715 · 1.4715 (estimate)
인화점
157 °C · 157 °C
저장 조건
30 °C · Store below +30°C.
용해도
2 O: · H2O: 0.1 g/mL, 투명, 무색
산도 계수 (pKa)
14.57 · 14.57±0.46(Predicted)
물리적 상태
크리스탈
색상
하얀색
수소이온지수(pH)
9 · 9.0-9.5 (100g/l, H2O, 20℃)
수용성
765 g/L · 765g/L(21.5℃)
BRN
1740672 · 1740672
화장품 원료 기능
손톱 컨디셔닝
InChI
1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6)
InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N
SMILES
CNC(=O)NC
LogP
-0.783 at · -0.783 at 25℃
NIST
Urea, N,N'-dimethyl-(96-31-1)
EPA
1 · 1,3-Dimethylurea (96-31-1)

화학적 성질

white crystals

Reactive GroupAmides and Imides
Reactivity Profile · 1건

N,N'-DIMETHYLUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Chemical DangersDecomposes on heating. This produces nitrogen oxides. The solution in water is a weak base. Reacts with strong reducing agents. This generates fire hazard.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Air and Water ReactionsWater soluble.
Hazard Classes and Categories · 2건

Not Classified

Specific target organ toxicity - Repeated exposure - Category 2 (kidney)

안전 및 보호

Fire Fighting · 2건

Fires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)

Use carbon dioxide, water spray.

First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink.

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Spillage Disposal · 1건

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.

Eye PreventionWear safety goggles.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT DISPERSION OF DUST!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse local exhaust.

독성 정보

Interactions · 2건

1,3-DIMETHYLUREA INDUCED CANCER IN RATS & MICE WHEN ADDED TO THEIR FOOD SIMULTANEOUSLY WITH SODIUM NITRITE. THE MINIMAL DOSES OF NITRITE NECESSARY TO INDUCE TUMORS, WHEN GIVEN SIMULTANEOUSLY WITH THE AMINO COMPD, WERE NOT MUCH HIGHER THAN THOSE ALLOWED AS FOOD ADDITIVES, & WERE MUCH LOWER THAN THE NITRITE CONCN IN FOODS FOLLOWING BACTERIAL NITRITE FORMATION.

SIMULTANEOUS TREATMENT OF PREGNANT RATS AND MICE WITH SODIUM NITRITE (0.5-0.75% IN DRINKING WATER ON DAYS 11-15 OF GESTATION) AND N,N'-DIMETHYLUREA (1000 MG/KG INTRAPERITONEALLY ON DAY 11 OR 13 OF GESTATION) PRODUCED THE SAME TERATOGENIC EFFECTS AS TREATMENT WITH THE NITROSYLATED HOMOLOGS OF THESE METHYLUREAS.

Signs and Symptoms · 3건

Cough.

Redness.

Redness.

Non-Human Toxicity Excerpts · 1건

N,N'-dimethylurea (DMU) was tested for mutagenicity in the Salmonella/microsome preincubation assay using the standard protocol approved by the National Toxicology Program. DMU was tested at doses of 0.10, 0.33, 1.0, 3.3, and 10 mg/plate in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat or hamster liver S-9. N,N'-dimethylurea was negative in these tests and the highest ineffective dose tested in any S. typhimurium strain was 10 mg/plate.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
YS9868000
독성
LD50 orally in Rabbit: 4000 mg/kg
HS 번호
29241900
risk_code
62-63-68
safety_code
22-24/25
기존화학 물질
KE-11903
F 고인화성물질
10-21
자연 발화 온도
400 °C
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
96-31-1(Hazardous Substances Data)
6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
6-Amino-1,3-dimethyl-5-nitrosouracil
메비카르
3,7-디히드로-1,3-디메틸-1H-퓨린-2,6-디온,나트륨염
테뷰티우론
C.I. 용제 적 111
BenzaMide,N-메틸-3,5-디니트로-
2-(4-클로로페닐)-N-메틸아세트아미드

추가 설명

정의ChEBI: A member of the class of ureas that is urea substituted by methyl groups at positions 1 and 3.